# List of The Tonight Show Starring Jimmy Fallon episodes (2016)

This is the list of episodes for The Tonight Show Starring Jimmy Fallon in 2016.

## 2016
### January

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 392 | January 4, 2016 (2016-01-04) | Sylvester Stallone, John Stamos | Shawn Mendes & Camila Cabello |
| Presidential Candidate Quotes; Tonight Show Screengrabs; Tonight Show Kid Dictionary (John Stamos); John Stamos and Jimmy do a fishhook; Shawn Mendes & Camila Cabello performed "I Know What You Did Last Summer" ||||
| 393 | January 5, 2016 (2016-01-05) | Kristen Stewart, Michael Shannon | Cage the Elephant |
| Russian Netflix Series; Tonight Show Pros & Cons: Making a New Year's Resolution; Tonight Show Whisper Challenge (Kristen Stewart); Cage the Elephant performed "Mess Around" ||||
| 394 | January 6, 2016 (2016-01-06) | Billy Joel, J. K. Simmons | Billy Joel |
| Longer Tweets; Tonight Show Superlatives; Billy Joel and Jimmy performed "Beast of Burden"; Billy Joel performed "Scenes from an Italian Restaurant" ||||
| 395 | January 7, 2016 (2016-01-07) | Mark Ruffalo, Kendrick Lamar | Kendrick Lamar |
| Michael Bolton Quotes; Mark Kelley's Memory Loss; Jimmy accuses David Bowie of stealing his Thank You Notes gesture for "Lazarus" music video; Tonight Show #hashtags: #WorstFirstDate; Kendrick Lamar performed "Untitled 2" ||||
| 396 | January 8, 2016 (2016-01-08) | Tyler Perry, Wagner Moura | Iliza Shlesinger |
| Thank You Notes (appearance by Scott Kelly); Tonight Show Spin the Microphone (Tyler Perry, Ilana Glazer, Abbi Jacobson) ||||
| 397 | January 11, 2016 (2016-01-11) | Donald Trump, Ken Jeong | Cam |
| Jimmy acknowledges death of David Bowie; Tonight Show Picture This; Jimmy gives Donald Trump a mock job interview; Cam performed "Burning House" ||||
| 398 | January 12, 2016 (2016-01-12) | Kevin Hart, Noel Fielding, Joshua Topolsky | N/A |
| NFL Quarterback Quotes; Dr. Lonnie Smith sits in with The Roots; Tonight Show Pros & Cons: Obama's Final State of the Union Address; debut of Kevin Hart's cross-training shoe; Drinko (Kevin Hart); Noel Fielding brings Jimmy a painted ten-dollar bill ||||
| 399 | January 13, 2016 (2016-01-13) | Danny DeVito, Khloé Kardashian | Colin Hay |
| State of the Union Address Epilogues; Tonight Show Obama Expressions; Jimmy performed "Hotline Bling" as Bob Dylan; Charades (Danny DeVito & Khloé Kardashian Vs. Jimmy Fallon & Norman Reedus); Colin Hay performed "Overkill" ||||
| 400 | January 14, 2016 (2016-01-14) | Hillary Clinton, Lucy Liu | Flo Rida |
| Tonight Show Celebrity Photobomb (with Sesame Street characters); Tonight Show #hashtags: #IfIWonPowerball; Hillary Clinton and Jimmy do a Snapchat video; Jimmy gives Hillary Clinton a mock job interview; Flo Rida performed "My House" ||||
| 401 | January 15, 2016 (2016-01-15) | Ray Romano, Lucy Hale | Brandi Carlile |
| El Chapo Text Messages; Thank You Notes; Tonight Show Explain This Photo (Ray Romano); Ray Romano shows his muscle condition; Brandi Carlile performed "The Things I Regret" ||||
| 402 | January 18, 2016 (2016-01-18) | Tracy Morgan, Julianne Hough | Hank Williams, Jr. |
| Freestylin' with The Roots; Tonight Show Pup Quiz (Tracy Morgan); Hank Williams, Jr. performed "Are You Ready for the Country" ||||
| 403 | January 19, 2016 (2016-01-19) | Chelsea Handler, Fred Armisen, Mario Batali | N/A |
| Tonight Show Pros & Cons: Buying the Playboy Mansion; Fred Armisen does Southern accents; Tonight Show Instant Song Analysis (Fred Armisen) ||||
| 404 | January 20, 2016 (2016-01-20) | Dakota Johnson, Marlon Wayans | Stephen Bishop |
| Donald Trump's Inner Thoughts; Bill Clinton's Odds of Helping Hillary; Tonight Show Audience Suggestion Box (Questlove's birthday, appearance by David Kirsch, NFL players re-enact a scene from Pretty Little Liars) The Acting Game (Dakota Johnson); Jimmy gives Marlon Wayans a Tonight Show Hairstyles sign; Stephen Bishop performed "It Might Be You" ||||
| 405 | January 21, 2016 (2016-01-21) | Sarah Silverman, Marco Rubio | wet |
| Tonight Show #hashtags: #AwwHellSnow; Tonight Show Word Sneak (Sarah Silverman); wet performed "Weak" ||||
| 406 | January 22, 2016 (2016-01-22) | Jeff Daniels, Lilly Singh | St. Lucia |
| Presidential Candidates' Marriage Proposal Quotes; Thank You Notes; Jimmy gives Jeff Daniels a hat; Tonight Show Fast Family Feud (Lilly Singh); St. Lucia performed "Dancing on Glass" ||||
| 407 | January 25, 2016 (2016-01-25) | Kate Hudson, Dan Patrick | G-Eazy |
| Tonight Show Do Not Play; Kate Hudson holds Hashtag the Panda; Tonight Show Dubsmash (Kate Hudson); G-Eazy performed "Me, Myself & I" ||||
| 408 | January 26, 2016 (2016-01-26) | Josh Brolin, Kate McKinnon | Billy Ocean |
| Presidential Candidate Poetry; Tariq challenges Jimmy to count out mathematical number; Jimmy announces week of shows in Los Angeles; Tonight Show Pros & Cons: Going to the Super Bowl; Jimmy shaves off Josh Brolin's mustache; Kate McKinnon comes out wearing a fake mustache; Tonight Show First Impressions (Josh Brolin, Kate McKinnon); Billy Ocean performed "Suddenly/Caribbean Queen" ||||
| 409 | January 27, 2016 (2016-01-27) | Natalie Portman, John Oliver | Sia |
| Presidential Candidates' Opinions on Absence of Donald Trump at Debate; Fox News Debate Commercial; Tonight Show Ice–skiing Questions; Jimmy mentions American Masters installment; Tonight Show Popular Mathematics; Jimmy, Sia, Natalie Portman and The Roots performed "Iko Iko"; Sia performed "Cheap Thrills" ||||

### February

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 410 | February 3, 2016 (2016-02-03) | Martin Scorsese, Gillian Jacobs | The Chainsmokers |
| Donald Trump gives speech; Tonight Show Superlatives; Tonight Show 5–Second Summaries (Martin Scorsese); The Chainsmokers performed "Roses" ||||
| 411 | February 4, 2016 (2016-02-04) | Jonah Hill, Megyn Kelly | Wiz Khalifa |
| Jimmy announces The Tonight Show second anniversary special; Tonight Show Puppy Predictors: Super Bowl 50 Edition; Tonight Show #hashtags: #SuperBowlRaps; Tonight Show Emotional Interview (Jonah Hill); Wiz Khalifa performed "Bake Sale" ||||
| 412 | February 5, 2016 (2016-02-05) | Rebel Wilson, Jack Huston | Nathaniel Rateliff & The Night Sweats |
| Thank You Notes; Chubby Bunny (Rebel Wilson); "Single Life" music video (Rebel Wilson); Chubby Zombie (Jack Huston); Nathaniel Rateliff & The Night Sweats performed "I Need Never Get Old" ||||
| 413 | February 8, 2016 (2016-02-08) | Ben Stiller, Morena Baccarin | Dan White |
| Presidential Candidate Super Bowl 50 Quotes; Jimmy congratulates Dave Diomedi on his DGA Award win; Tonight Show Screengrabs; Ben Stiller's Super Bowl 50 commercial ||||
| 414 | February 9, 2016 (2016-02-09) | Ryan Reynolds, Katie Holmes | Thomas Rhett |
| Questlove and Tariq re-enact a scene from The Bachelor; Tonight Show Pros & Cons: Valentine's Day; Musical Beers (Jimmy Fallon, Katie Holmes, Ryan Reynolds, The Roots); Thomas Rhett performed "Die a Happy Man" ||||
| 415 | February 10, 2016 (2016-02-10) | Penélope Cruz, Peyton Manning, Magic Johnson | Halsey |
| Terminator Vs. Presidential Candidates; Bernie Sanders gives speech; Penélope Cruz and Jimmy use Dubsmash; Peyton Manning reads Tonight Show Superlatives for Jimmy; Egg Russian Roulette (Peyton Manning, Magic Johnson); Halsey performed "Colors" ||||
| 416 | February 11, 2016 (2016-02-11) | Kristen Wiig, Bob Odenkirk | Elle King |
| Posts on Jeb Bush's Facebook Wall; Freestylin' with The Roots; Kristen Wiig appeared as Peyton Manning; Rapid Fire Round (Kristen Wiig); Kristen Wiig throws golden football; Bob Odenkirk introduces his entourage; Bob Odenkirk catches everyone up on Better Call Saul; Elle King performed "America's Sweetheart" ||||
| Special | February 14, 2016 (2016-02-14) | Review of two years' worth of guests, sketches, and musical performances | N/A |
| The show's two-hour, second anniversary special. Note: This episode counted as a special and not a regular episode. ||||
| 417 | February 15, 2016 (2016-02-15) | Will Ferrell, Christina Aguilera | 2 Chainz & Lil Wayne |
| "Going Back to Cali" cold open (appearance by LL Cool J); Jimmy jumps through Randy's Donuts sign; Tight Pants (Will Ferrell, Christina Aguilera); 2 Chainz & Lil Wayne performed "Rolls Royce Weather Every Day" ||||
| 418 | February 16, 2016 (2016-02-16) | Zach Galifianakis, Ronda Rousey | Pitbull featuring Robin Thicke, Joe Perry & Travis Barker |
| Donald Trump visits his family (appearance by Fuller House cast); Tonight Show True Confessions (Zach Galifianakis, Bill Maher); Pitbull featuring Robin Thicke, Joe Perry & Travis Barker performed "Bad Man" ||||
| 419 | February 17, 2016 (2016-02-17) | Jennifer Lopez, Jay Leno | ZAYN |
| Jay Leno subs in for Jimmy's monologue; Ew! sketch (Jennifer Lopez); Password (Jimmy Fallon & Jennifer Lopez Vs. Questlove & Khloé Kardashian); ZAYN performed "It's You"; Note: Snoop Dogg was scheduled; however due to traffic he was unable to make it on time and Leno was interviewed. ||||
| 420 | February 18, 2016 (2016-02-18) | Vince Vaughn, Ryan Seacrest | Dead & Company |
| Tonight Show Audience Suggestion Box (audience member hugs Drew Carey, Jimmy shoots hoops against Kareem Abdul-Jabbar, Tariq raps about Oscar nominees, USC Trojans Drumline plays with Questlove); Box of Lies (Vince Vaughn); Dead & Company performed "Shakedown Street" ||||
| 421 | February 19, 2016 (2016-02-19) | Bryan Cranston, Demi Lovato | The Weeknd |
| Jimmy sings goodbye to Los Angeles (appearance by Carol Burnett); Thank You Notes; Bryan Cranston gives mock Oscar acceptance speech; Bathtub Interview (Bryan Cranston); Tonight Show Wheel of Musical Impressions (Demi Lovato); The Weeknd performed "In the Night" with Ms. Lauryn Hill ||||
| 422 | February 22, 2016 (2016-02-22) | Taron Egerton & Hugh Jackman, Audra McDonald | Daryl Hall & John Oates |
| How Jeb Bush's Campaign Money Was Actually Spent; Friends reboot video; The Yahoo! Answers Lounge Singers (Audra McDonald); Catchphrase (Jimmy Fallon & Steve Higgins Vs. Hugh Jackman & Taron Egerton); Daryl Hall & John Oates performed "I Can't Go for That (No Can Do)" ||||
| 423 | February 23, 2016 (2016-02-23) | Kevin Spacey, Bill & Melinda Gates | Kygo |
| Tonight Show Pros & Cons: The Academy Awards; Kevin Spacey and Jimmy take an Instagram photo; Masterclass Junior (Kevin Spacey); Bill & Melinda Gates dance video; Kygo performed "Stole the Show" ||||
| 424 | February 24, 2016 (2016-02-24) | Taraji P. Henson, Mike Birbiglia | FKA twigs |
| Jimmy announces ten million YouTube channel subscribers; Tonight Show In Reply To; The Acting Game (Taraji P. Henson); FKA twigs performed "Good to Love" ||||
| 425 | February 25, 2016 (2016-02-25) | Gerard Butler, Jenny Slate | The 1975 |
| Facebook Reactions Suggestions; Life on the Line Trailer Mistakes; Tonight Show #hashtags: #MyHometownIsWeird; Slapjack (Gerard Butler); The 1975 performed "The Sound" ||||
| 426 | February 26, 2016 (2016-02-26) | Nathan Lane, Keri Russell | Mary Lynn Rajskub |
| Thank You Notes; Pyramid (Jimmy Fallon & Nathan Lane Vs. Tariq & Keri Russell) ||||
| 427 | February 29, 2016 (2016-02-29) | Steve Martin & Edie Brickell, Martin Freeman | Cast of Bright Star |
| Tonight Show Do Not Read; Steve Martin's musical number; cast of Bright Star performed "Sun's Gonna Shine" ||||

### March

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 428 | March 1, 2016 (2016-03-01) | Margot Robbie, Michael McKean, Kevin Delaney | N/A |
| Poll Stickers; Donald Trump Audio Tape; Celebrity Quotes; Jimmy Greene sits in with The Roots; Tonight Show Pros & Cons: Facebook's New Emojis; Tonight Show Whisper Challenge (Margot Robbie) ||||
| 429 | March 2, 2016 (2016-03-02) | Tina Fey, Rachel Maddow | Santigold |
| Donald Trump gives speech; Tonight Show Know It All (Tina Fey Vs. Rachel Maddow); Santigold performed "Can't Get Enough of Myself" ||||
| 430 | March 3, 2016 (2016-03-03) | Pharrell Williams, Priyanka Chopra | Loretta Lynn |
| Airline Basic Economy Features; Jesse Frederick's Tonight Show theme song; Tonight Show #hashtags: #MySiblingIsWeird; Priyanka Chopra and Jimmy have a wing-eating contest; Loretta Lynn performed "Everything It Takes" ||||
| 431 | March 4, 2016 (2016-03-04) | Gwyneth Paltrow, Tyler Oakley | The Who |
| Thank You Notes; Gwyneth Paltrow and Jimmy eat french fries with Goop skin care products; Tonight Show First Textual Experience (Gwyneth Paltrow); Face Swap (Tyler Oakley); The Who performed "Who Are You" ||||
| 432 | March 14, 2016 (2016-03-14) | Shailene Woodley, Eugene Levy & Catherine O'Hara | Aurora |
| Freestylin' with The Roots; Pictionary (Shailene Woodley & Catherine O'Hara Vs. Jimmy Fallon & Eugene Levy); Aurora performed "Conqueror" ||||
| 433 | March 15, 2016 (2016-03-15) | Jesse Eisenberg, Zoë Kravitz, Chris Martin | Coldplay |
| Tonight Show Pros & Cons: Going to Trump University; Zoë Kravitz brings Dark 'N' Stormys; Inflatable Flip Cup (Zoë Kravitz); Coldplay performed "Up&Up" ||||
| 434 | March 16, 2016 (2016-03-16) | Jennifer Garner, Cuba Gooding Jr. | Pete Yorn |
| Tonight Show Picture This; Tonight Show Truth or Door (Jennifer Garner, Cuba Gooding Jr.); Pete Yorn performed "Lost Weekend" ||||
| 435 | March 17, 2016 (2016-03-17) | Clive Owen, Nia Vardalos | Jimmy Carr |
| The Roots wish viewers Happy St. Patrick's Day; Us Weekly 25 Things You Didn't Know About Me: Ted Cruz; Tonight Show #hashtags: #DontJudgeMe; Tonight Show Kid Letters; Clive Owen and Jimmy have Guinness ||||
| 436 | March 18, 2016 (2016-03-18) | John Krasinski, Melissa Benoist | Mike Posner |
| Safe Plastics Day; Easter Vs. Nor'easter; Bumble Bee Foods Statement; Thank You Notes; Tonight Show Word Sneak (John Krasinski); Melissa Benoist teaches Jimmy how to stack cups; Mike Posner performed "I Took a Pill in Ibiza" ||||
| 437 | March 21, 2016 (2016-03-21) | Jake Gyllenhaal, Paul Reubens | Rita Wilson |
| Different hairstyles on Jimmy Fallon; Point Pleasant Police Department (Jake Gyllenhaal); Paul Reubens hides something on the set for Joe Manganiello; Paul Reubens plays the balloon; Rita Wilson performed "Along for the Ride" ||||
| 438 | March 22, 2016 (2016-03-22) | Don Cheadle, Saoirse Ronan | Iggy Azalea |
| Carnival Cruise Line Slogans; Tonight Show Pros & Cons: Going on Spring Break; Catchphrase (Don Cheadle & Steve Higgins Vs. Jimmy Fallon & Saoirse Ronan); Jimmy gives Saoirse Ronan board games; Iggy Azalea performed "Team" ||||
| 439 | March 23, 2016 (2016-03-23) | Ice-T, Allison Williams | Gabriel Iglesias |
| Don Cheadle sits in with The Roots; Tonight Show Screengrabs; Ice-T brings out his new baby; Ice-T does voice-overs ||||
| 440 | March 24, 2016 (2016-03-24) | Ben Affleck, Zoe Lister-Jones | ZAYN |
| Notice of passing of Garry Shandling at top of broadcast; Tonight Show Video Mixtape; Tonight Show #hashtags: #WeddingFail; Tonight Show Pup Quiz (Ben Affleck); ZAYN performed "Like I Would" ||||
| 441 | March 25, 2016 (2016-03-25) | Amy Adams, Timothy Olyphant | Brett Eldredge |
| Where My Peeps At?; Jimmy acknowledges death of Garry Shandling; Thank You Notes; Amy Adams cries on cue; Tonight Show Box of Microphones (Amy Adams); Brett Eldredge performed "Drunk on Your Love" ||||
| 442 | March 28, 2016 (2016-03-28) | Claire Danes, Sullivan Stapleton | Bonnie Raitt |
| Tonight Show 3 Things You Might Not Know; Tonight Show Do Not Play; Tonight Show Fast Family Feud (Claire Danes); Sullivan Stapleton shows scarred injury; Bonnie Raitt performed "Gypsy in Me" ||||
| 443 | March 29, 2016 (2016-03-29) | Susan Sarandon, John Cena | Michael Stipe |
| Tonight Show Pros & Cons: Taking a Carnival Cruise to Cuba; Sticky Balls (John Cena); Michael Stipe performed "The Man Who Sold the World" ||||
| 444 | March 30, 2016 (2016-03-30) | James Spader, Colin Hanks | Bibi Bourelly |
| Presidential Candidate Dates; Tonight Show Audience Suggestion Box (Tonight Show Random Cam, election coverage dubbed with Pee-wee Herman, Jimmy & The Roots Vs. Harlem Globetrotters); Bibi Bourelly performed "Sally" ||||
| 445 | March 31, 2016 (2016-03-31) | Taylor Lautner, Sean "Diddy" Combs | Weezer |
| Marriage Questionnaire; Tonight Show #hashtags: #MyKidIsWeird; Milky Cow (Taylor Lautner); Random Object Shootout (Taylor Lautner); Weezer performed "King of the World" ||||

### April

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 446 | April 1, 2016 (2016-04-01) | Aaron Paul, Governor Chris Christie | Nate Bargatze |
| Election Romance Novels; Now That's What I Call Music! Commercial; Wendy Melvoin sits in with The Roots; Puppy Predictors: 2016 Final Four Edition; Thank You Notes; Jimmy gives Chris Christie a gold candy dish ||||
| 447 | April 4, 2016 (2016-04-04) | Melissa McCarthy, Bobby Cannavale | Wild Belle |
| Jeb Bush Speech Titles; Tonight Show Facebook Comments; Melissa McCarthy brings Jimmy a turtleneck tie; Lip Sync Battle (Melissa McCarthy); Wild Belle performed "Throw Down Your Guns" ||||
| 448 | April 5, 2016 (2016-04-05) | Greg Kinnear, Padma Lakshmi | Andrew Dice Clay |
| Tonight Show Pros & Cons: Chipotle Opening a Burger Chain; Tonight Show Bad Signs ||||
| 449 | April 6, 2016 (2016-04-06) | Cameron Diaz, Jon Favreau | Alessia Cara |
| Chad Smith sits in with The Roots; Tonight Show Popular Mathematics; Drinko (Cameron Diaz); Jon Favreau gives Jimmy a The Jungle Book coin; Alessia Cara performed "Wild Things" ||||
| 450 | April 7, 2016 (2016-04-07) | Russell Crowe, Jonathan Groff | The Lumineers |
| Gangster Turkey Quote; The Sugarhill Gang sits in with The Roots; Tonight Show #hashtags: #SpringRaps; Russell Crowe brings Jimmy a hat; Russell Crowe's birthday; Russell Crowe and Jimmy have fairy bread; Box of Lies (Russell Crowe); Jonathan Groff performs a mock ceremony; The Lumineers performed "Ophelia" ||||
| 451 | April 8, 2016 (2016-04-08) | Kerry Washington, Ken Jeong | Dion |
| Thank You Notes; Famous Face–Off (Kerry Washington & Jimmy Fallon Vs. Steve Higgins & Ken Jeong); Ken Jeong performed "Three Times a Lady"; Dion performed "Ride with You" ||||
| 452 | April 11, 2016 (2016-04-11) | Sir Ben Kingsley, Common | Ice Cube & Common |
| North Korea Rocket Launch Test Footage; Tonight Show Obama Expressions; GE Tonight Show Fallonventions: Kid's Inventions; Jimmy lip syncs to Sir Ben Kingsley; Common break-dances; Ice Cube & Common performed "Real People" ||||
| 453 | April 12, 2016 (2016-04-12) | Amy Schumer, Richard Linklater | Zara Larsson |
| Jimmy congratulates Questlove on his Grammy Award win and new book; Tonight Show Pros & Cons: Campaigning in New York; Tonight Show Explain This Photo (Amy Schumer); Zara Larsson performed "Never Forget You" ||||
| 454 | April 13, 2016 (2016-04-13) | Ice Cube, Ellie Kemper | Conrad Sewell |
| Chicago Melon; Tonight Show Zoomed In; Tonight Show Battle of the Instant Songwriters; Ellie Kemper announces pregnancy and Jimmy gives her The Tonight Show Starring Jimmy Fallon ice cream; Conrad Sewell performed "Remind Me" ||||
| 455 | April 14, 2016 (2016-04-14) | Hugh Laurie, Senator Ted Cruz | Future |
| Donald Trump Phone Call (appearance by Ted Cruz); Tonight Show #hashtags: #MyGeniusIdea; Future performed "Wicked" ||||
| 456 | April 15, 2016 (2016-04-15) | Robert De Niro, Jesse Tyler Ferguson | Nick Guerra |
| Old TSA Policy Vs. New TSA Policy; Tonight Show Kid Impressions: Donald Trump Edition; Thank You Notes ||||
| 457 | April 25, 2016 (2016-04-25) | Ricky Gervais, Ariana Grande | Ariana Grande |
| Film Posters; Jimmy and Questlove acknowledge the death of Prince; Casual Lip Sync (Ariana Grande); Ariana Grande's dog comes out; Ariana Grande performed "Dangerous Woman" ||||
| 458 | April 26, 2016 (2016-04-26) | Chelsea Handler, Eric Bana | D'Angelo & Princess (Maya Rudolph + Gretchen Lieberum) |
| Tonight Show Pros & Cons: The New Season of Game of Thrones; Jimmy promotes the Lexus GS F; Tonight Show Truth or Truth (Chelsea Handler); D'Angelo & Princess performed "Sometimes It Snows in April" ||||
| 459 | April 27, 2016 (2016-04-27) | Matt Lauer, Gisele Bündchen | Fitz and the Tantrums |
| Real Effects of Aging; Tonight Show 3 Things You Might Not Know; Tonight Show Audience Suggestion Box (Tariq raps recap of Game of Thrones); Gisele Bündchen teaches Jimmy how to walk a runway; Fitz and the Tantrums performed "Hand Clap" ||||
| 460 | April 28, 2016 (2016-04-28) | Adam Levine, Michael Shannon | Rae Sremmurd |
| Campaign Slogans; Tonight Show #hashtags: #MyPetIsWeird; Freestylin' with The Roots; Rae Sremmurd performed "Look Alive" ||||
| 461 | April 29, 2016 (2016-04-29) | Paul Rudd, Hugh Dancy | Jack Whitehall |
| Thank You Notes; Paul Rudd and Jimmy recreate "Too Much Time on My Hands" music video ||||

### May

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 462 | May 2, 2016 (2016-05-02) | Louis C.K., Questlove | Rufus Wainwright |
| Republican Quotes; Tonight Show Do Not Read; Rufus Wainwright performed "Zing! Went the Strings of My Heart" ||||
| 463 | May 3, 2016 (2016-05-03) | Chris Evans, Marc Maron | Little Big Shots |
| Lecrae sits in with The Roots; Tonight Show Pros & Cons: Going to Prom; Frozen Blackjack (Chris Evans); The Tonight Show Presents Little Big Shots ||||
| 464 | May 4, 2016 (2016-05-04) | Jeremy Renner, Fran Lebowitz | Grimes |
| Donald Trump Phone Call; Musical Beers (Jimmy Fallon, Captain America: Civil War cast); Grimes performed "Flesh without Blood" ||||
| 465 | May 5, 2016 (2016-05-05) | Robert Downey Jr., Amy Sedaris | Chance the Rapper |
| Tonight Show Puppy Predictors: 2016 Kentucky Derby Edition; Tonight Show #hashtags: #MomQuotes; Robert Downey Jr. gives Jimmy acting lessons; Amy Sedaris brings Jimmy a painting; Amy Sedaris and Jimmy wear sprinkles; Chance the Rapper performed "Blessings" ||||
| 466 | May 6, 2016 (2016-05-06) | Jane Fonda, Andrew Rannells | Keith Urban |
| Tonight Show Bottled Grump and Glittery Mittens; Thank You Notes; FML (Keith Urban); Giant Beer Pong (Jane Fonda); Keith Urban performed "Wasted Time" ||||
| 467 | May 9, 2016 (2016-05-09) | Jodie Foster, Daveed Diggs | Graham Nash |
| Tonight Show Bad Signs; Egg Russian Roulette (Jodie Foster); Daveed Diggs raps; Graham Nash performed "This Path Tonight" ||||
| 468 | May 10, 2016 (2016-05-10) | David Spade, Mrs. Laura Bush & Jenna Bush Hager | Tegan and Sara |
| Tonight Show Pros & Cons: Being Donald Trump's Vice President; Jimmy promotes Bud Light; Tegan and Sara performed "Boyfriend" ||||
| 469 | May 11, 2016 (2016-05-11) | Jada Pinkett Smith, Andy Cohen | Gallant |
| Queen Elizabeth II Quotes; Tonight Show Superlatives; Bonk!; Famous Face–Off (Jada Pinkett-Smith & Jimmy Fallon Vs. Tariq & Andy Cohen); Gallant performed "Weight in Gold" ||||
| 470 | May 12, 2016 (2016-05-12) | Drake, Megyn Kelly | Meghan Trainor |
| Emily Wells sits in with The Roots; Tonight Show #hashtags: #ImDumb; Drake and Jimmy put mini cutouts of album image on the set; Drake and Jimmy have whiskey; Faceketball (Drake); Meghan Trainor performed "Me Too"; Note: Trainor fell to the floor shortly after her performance. ||||
| 471 | May 13, 2016 (2016-05-13) | Kit Harington, Rose Byrne | Blake Shelton |
| Pick–up Lines; Shaq Podcast; Thank You Notes; Charades (Kit Harington & Rose Byrne Vs. Jimmy Fallon & Blake Shelton); Blake Shelton performed "Came Here to Forget" ||||
| 472 | May 16, 2016 (2016-05-16) | Andy Samberg, Gigi Hadid | The Kills |
| Old Worker Quotes; Jimmy Fallon, The Lonely Island & The Roots sing "I'm on a Boat" with classroom instruments; Catchphrase (Andy Samberg & Gigi Hadid Vs. Bryce Harper & Jimmy Fallon); Gigi Hadid and Jimmy have burgers; The Kills performed "Doing It to Death" ||||
| 473 | May 17, 2016 (2016-05-17) | Miley Cyrus, Josh Gad, Anthony Bourdain & Mario Batali | N/A |
| What Cats Are Really Saying; Tonight Show Pros & Cons: Traveling by "Hyperloop"; Tonight Show Funny Face Off (Miley Cyrus); Food Pyramid (Jimmy Fallon & Mario Batali Vs. Anthony Bourdain & Josh Gad) ||||
| 474 | May 18, 2016 (2016-05-18) | Zac Efron, Carmelo Anthony | OneRepublic |
| Soap Opera Clip; Tonight Show Audience Suggestion Box (Two Really Fun Men performed an original song, Jimmy does a dance with Carmelo Anthony); Zac Efron and Jimmy wear wigs; Water War (Zac Efron); OneRepublic performed "Wherever I Go" ||||
| 475 | May 19, 2016 (2016-05-19) | Seth Rogen, Fred Armisen | Corinne Bailey Rae |
| Tonight Show #hashtags: #MyWeirdNeighbor; Tonight Show Kid Standup (Seth Rogen); Fred Armisen and Jimmy read each others' minds; Corinne Bailey Rae performed "Green Aphrodisiac" ||||
| 476 | May 20, 2016 (2016-05-20) | Billy Crystal, Beanie Feldstein | Flatbush Zombies |
| Thank You Notes; Billy Crystal and Jimmy do impressions at the hospital; Flatbush Zombies performed "Bounce" ||||
| 477 | May 23, 2016 (2016-05-23) | Jennifer Lawrence, George Lopez | Tom Odell |
| Obama Quotes; Tonight Show Do Not Play; Tonight Show True Confessions (Jennifer Lawrence, John Oliver); Tom Odell performed "Magnetize" ||||
| 478 | May 24, 2016 (2016-05-24) | Tyler Perry, Dave Franco | Harland Williams |
| Questlove and Tariq re-enact a scene from The Bachelorette; Tonight Show Pros & Cons: Throwing a Memorial Day BBQ; Blake Shelton Tries Sushi; Gimmie One (Tyler Perry); Dave Franco shows Jimmy how to throw cards ||||
| 479 | May 25, 2016 (2016-05-25) | Adam Sandler, Karlie Kloss | Anderson Paak & The Free Nationals featuring T.I. |
| Service men and women in the audience; Horror Film Sequel Titles; Tonight Show Superlatives; Adam Sandler and Jimmy performed a song for the troops ("Friends on All Bases", to the tune of "Friends in Low Places"); Adam Sandler invites audience to his stand-up tour; Karlie Kloss teaches Jimmy how to pose mid-air; Anderson Paak & The Free Nationals featuring T.I. performed "Come Down" ||||
| 480 | May 26, 2016 (2016-05-26) | Penélope Cruz, Jeff Daniels | Dierks Bentley |
| Musiq Soulchild sits in with The Roots; Jimmy tries on Musiq Soulchild's hat; Tonight Show #hashtags: #SummerRaps; Penélope Cruz styles Jimmy's hair; Tonight Show Dubsmash (Penélope Cruz); Dierks Bentley performed "Somewhere on a Beach" ||||
| 481 | May 27, 2016 (2016-05-27) | Maya Rudolph & Martin Short, Leslie Odom Jr. | Courtney Barnett |
| TSA Signs; Thank You Notes; Maya Rudolph & Martin Short bring Jimmy a pie; The Windy City Blue (Maya Rudolph & Martin Short); Leslie Odom Jr. burps; Courtney Barnett performed "New Speedway Boogie" ||||

### June

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 482 | June 6, 2016 (2016-06-06) | Daniel Radcliffe, Mel B | Maren Morris |
| Song Lyrics; Tonight Show Screengrabs; Daniel Radcliffe tries on outfit; Maren Morris performed "My Church" ||||
| 483 | June 7, 2016 (2016-06-07) | Ethan Hawke, Freddie Prinze Jr. | Ingrid Michaelson |
| Tonight Show Pros & Cons: The NBA Finals; FML (Ethan Hawke); Jimmy gives Ethan Hawke his Saturday Night Live jacket; Ingrid Michaelson performed "Hell No" ||||
| 484 | June 8, 2016 (2016-06-08) | Mark Ruffalo, Paula Patton | The Lucas Brothers |
| Trump University Survey Questions; Tonight Show Superlatives; Freestylin' with The Roots; The Best Friends Challenge (Mark Ruffalo); Jimmy gives Paula Patton a "Best Friends" necklace ||||
| 485 | June 9, 2016 (2016-06-09) | President Barack Obama | Madonna |
| Slow Jam the News (Barack Obama); Thank You Notes; (Barack Obama); Madonna performed "Borderline" ||||
| 486 | June 10, 2016 (2016-06-10) | Ryan Seacrest, Cedric the Entertainer | Chris Young featuring Vince Gill |
| Dog Quotes; Thank You Notes; Jimmy tries on shirt; Pictionary (Jimmy Fallon & Cedric the Entertainer Vs. Ryan Seacrest & Steve Higgins); Cedric the Entertainer and Jimmy try on wigs; Chris Young featuring Vince Gill performed "Sober Saturday Night" ||||
| 487 | June 13, 2016 (2016-06-13) | Liam Hemsworth, Nick Jonas | Nick Jonas |
| Jimmy acknowledges the Orlando nightclub shooting at the top of the program; Tonight Show Do Not Read; Slip n'Flip (Liam Hemsworth); Nick Jonas and Jimmy redo a game; Nick Jonas gives audience concert tickets; Nick Jonas performed "Close" ||||
| 488 | June 14, 2016 (2016-06-14) | Don Rickles, Lena Dunham | DJ Shadow featuring Run the Jewels |
| Steph Curry Products; Donald Trump Accomplishments; Tonight Show Pros & Cons: Father's Day; Regis Philbin brings out a birthday cake for Don Rickles; Box of Lies (Lena Dunham); DJ Shadow featuring Run the Jewels performed "Nobody Speak" ||||
| 489 | June 15, 2016 (2016-06-15) | Jay Leno, Jeff Goldblum | A-F-R-O, Wale |
| Jay Leno subs in for Jimmy's monologue; Bruce Hornsby and Sonny Emory sit in with The Roots; Tonight Show Audience Suggestion Box (Hashtag the Panda dances to "Panda", The Tariq & Adler Show, Box of Freestyle (A-F-R-O); Jeff Goldblum teaches Jimmy chiropratic moves; Wale performed "My PYT" ||||
| 490 | June 16, 2016 (2016-06-16) | Dwayne Johnson, Jim Gaffigan | Phantogram |
| Riley Rowin; Howard Jones sits in with The Roots; Tonight Show #hashtags: #DadQuotes; Saugerties High School Senior Prom (Dwayne Johnson); Jimmy brings out candy for Dwayne Johnson; Phantogram performed "You Don't Get Me High Anymore" ||||
| 491 | June 17, 2016 (2016-06-17) | Ricky Gervais, Tony Hale | Brian Regan |
| Tonight Show I've Got Good News and Good News; Father's Day Dad Rap; Thank You Notes; Ricky Gervais does terrible impressions ||||
| 492 | June 20, 2016 (2016-06-20) | Blake Lively, Luke Wilson | Mumford & Sons featuring Baaba Maal & Beatenberg |
| Tonight Show Good Name Bad Name Great Name; Tonight Show Know It All (Blake Lively); Jimmy gives Blake Lively a cardboard cutout of himself; Luke Wilson brings Jimmy a book; Mumford & Sons featuring Baaba Maal & Beatenberg performed "There Will Be Time" ||||
| 493 | June 21, 2016 (2016-06-21) | Whoopi Goldberg, Ben Simmons, Kevin Delaney | N/A |
| Republican Phone Call Audio; Hillary Clinton Film Titles; Cat Quotes; Tonight Show Pros & Cons: Microsoft Getting Into the Weed Business; Two Neil Youngs on a Tree Stump (appearance by Neil Young); Whoopi Goldberg brings Jimmy candy; Whoopi Goldberg and Jimmy sit in the audience; Jimmy gives Ben Simmons a cheesesteak ||||
| 494 | June 22, 2016 (2016-06-22) | Gordon Ramsay, Elle Fanning, Jack Aiello | Macklemore & Ryan Lewis |
| NBC Sunday Night Football Theme Song; Donald Trump Speech (appearance by Jack Aiello); Gordon Ramsay comes out with crutches and a foot cast; Gordon Ramsay and Jimmy have cocktails; Jimmy gives Elle Fanning a high school graduation present; Catchphrase (Jimmy Fallon & Macklemore & Ryan Lewis Vs. Elle Fanning & Steve Higgins); Jack Aiello does impressions; Macklemore & Ryan Lewis performed "Dance Off" ||||
| 495 | June 23, 2016 (2016-06-23) | Will Forte, Ashley Benson | Joseph |
| Tim Calhoun (Will Forte); Tonight Show #hashtags: #HowIGotFired; Will Forte and Jason Sudeikis performed "Can't Fight This Feeling"; Ashley Benson and Jimmy take videos; Joseph performed "White Flag" ||||
| 496 | June 24, 2016 (2016-06-24) | Jim Parsons, J. J. Watt | The Avett Brothers |
| Thank You Notes; J. J. Watt and Jimmy take a picture; Egg Russian Roulette (J. J. Watt); The Avett Brothers performed "Satan Pulls the Strings" ||||

### July

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 497 | July 11, 2016 (2016-07-11) | Kristen Stewart, Chris Colfer | Shawn Mendes |
| Horse Quote; Newt Gingrich Resume; Tonight Show Popular Mathematics; Kristen Stewart shows her new tattoo; Jello Shot Twister (Kristen Stewart); Shawn Mendes performed "Treat You Better" ||||
| 498 | July 12, 2016 (2016-07-12) | Melissa McCarthy, Christian Slater | Jennifer Lopez & Lin-Manuel Miranda |
| Tonight Show Pros & Cons: Shopping on Amazon; Tonight Show Word Sneak (Melissa McCarthy); Jennifer Lopez & Lin-Manuel Miranda performed "Love Make The World Go Round" ||||
| 499 | July 13, 2016 (2016-07-13) | Kristen Wiig, Rami Malek | Benjamin Clementine |
| Cookbook Chapters; Ariana Grande and Jimmy in Snapchat music video for "Into You"; Tonight Show Bad Signs; Kristen Wiig comes out as JoJo Fletcher; Kristen Wiig and Jimmy performed a song; Benjamin Clementine performed "Cornerstone" ||||
| 500 | July 14, 2016 (2016-07-14) | Michael Strahan, Parker Posey | Margo Price |
| Tonight Show #hashtags: #HadToDoIt; Face Breakers (Michael Strahan); Parker Posey brings Jimmy a 500 episode celebration cake and comes out with balloons tied to herself; Margo Price performed "Four Years of Chances" ||||
| 501 | July 15, 2016 (2016-07-15) | Blake Lively, Rachel Maddow | Good Charlotte |
| Bernie Sanders Book Titles; Ray Parker Jr. sits in with The Roots; Thank You Notes; Password (Blake Lively & Jimmy Fallon Vs. Good Charlotte); Jimmy gives Rachel Maddow jerky; Good Charlotte performed "Life Can't Get Much Better" ||||
| 502 | July 18, 2016 (2016-07-18) | Chris Pine, Joanna Lumley | Troye Sivan |
| Mike Pence Tweets; Tonight Show Do Not Watch; Inflatable Flip Cup (Chris Pine); Joanna Lumley and Jimmy have champagne; Troye Sivan performed "Wild" ||||
| 503 | July 19, 2016 (2016-07-19) | Idris Elba, Heidi Klum | Lukas Graham |
| Tonight Show Pros & Cons: The Republican National Convention; Donald Trump Speech; Idris Elba dances; Tonight Show Box of Microphones (Idris Elba); Heidi Klum performed a German song; Lukas Graham performed "Mama Said" ||||
| 504 | July 20, 2016 (2016-07-20) | Mila Kunis, Mike Birbiglia | A$AP Mob |
| Mike Pence Quotes; Tonight Show Audience Suggestion Box (Steve Higgins and Jimmy play Corn Hole, Bernie Williams plays whiffle ball, Jimmy does a cannonball); Tonight Show Filtered Scenes (Mila Kunis); A$AP Mob performed "Yamborghini High" ||||
| 505 | July 21, 2016 (2016-07-21) | Alicia Vikander, Celine Dion | Celine Dion |
| Tonight Show Split the Difference; Tonight Show #hashtags: #IGotBusted; Pen in Bottle (Alicia Vikander); Tonight Show Wheel of Musical Impressions (Celine Dion); Celine Dion performed "The Show Must Go On" ||||
| 506 | July 22, 2016 (2016-07-22) | Simon Cowell, Lilly Singh | Penn & Teller |
| The Tonight Show Recap; Tonight Show The Meme–ing of Art; Thank You Notes; Lilly Singh announces release of her first book; Jimmy Meets Lilly Singh's Parents (Lilly Singh) ||||
| 507 | July 25, 2016 (2016-07-25) | Denis Leary, Shay Mitchell | G-Eazy |
| Tim Kaine Instagram Photos; Corey Henry sits in with The Roots; Tonight Show Good Name Bad Name Great Name; Catchphrase (Jimmy Fallon & Denis Leary Vs. G-Eazy & Shay Mitchell); G-Eazy performed "Drifting" ||||
| 508 | July 26, 2016 (2016-07-26) | Michael Fassbender, Abby Elliott | Bastille |
| Tonight Show Pros & Cons: The Democratic National Convention; Pen in Bottle (Michael Fassbender); Frozen Blackjack (Michael Fassbender); Abby Elliott gives Jimmy a dollar; Bastille performed "Good Grief" ||||
| 509 | July 27, 2016 (2016-07-27) | Matt Damon, David Feherty | Sturgill Simpson |
| Army Representative Quotes; Tonight Show 3 Things You Might Not Know; Box of Lies (Matt Damon); Sturgill Simpson performed "All Around You" ||||
| 510 | July 28, 2016 (2016-07-28) | Will Smith | Usher |
| Candidate Photos; The Tonight Show Recap; Tonight Show #hashtags: #WorstFirstDate; Will Smith re-does his intro; Will Smith and Jimmy plan a trip; Usher performed "Crash" ||||
| 511 | July 29, 2016 (2016-07-29) | Margot Robbie, Nick Cannon, Martha Stewart | N/A |
| Thank You Notes; Tonight Show Jinx Challenge (Margot Robbie); Jimmy Snapchats cooking segment ||||

### August

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 512 | August 1, 2016 (2016-08-01) | Jared Leto, John Turturro | Bishop Briggs |
| Facebook Headlines; Leslie Odom Jr. sits in with The Roots; Tonight Show Screengrabs; Jared Leto brings Jimmy a gift; Tonight Show Pup Quiz (Jared Leto); Bishop Briggs performed "River" ||||
| 513 | August 2, 2016 (2016-08-02) | Jonah Hill, Jaden Smith | Dua Lipa |
| Tonight Show Netflix Picks; Tonight Show Pros & Cons: The Olympics in Rio; Jonah Hill and Jimmy Take a Drawing Class; Dua Lipa performed "Hotter than Hell" ||||
| 514 | August 3, 2016 (2016-08-03) | Aziz Ansari, Carla Gugino | Jeff Dye |
| Chad Smith sits in with The Roots; Tonight Show YouTube Premiere; Tonight Show First Textual Experience (Aziz Ansari) ||||
| 515 | August 4, 2016 (2016-08-04) | Miles Teller, Keri Russell | Steven Tyler |
| United States Badminton team performed "Badminton Boogie"; Writer orders Slurpee by drone; Facebook Messages; Tonight Show #hashtags: #WhyDidISayThat; Slip and Flip (Miles Teller); Steven Tyler performed "We're All Somebody from Somewhere" ||||
| 516 | August 5, 2016 (2016-08-05) | Jerry Seinfeld, Seth Rogen | Jason Derulo |
| Olympic Memes; Thank You Notes; Lip Sync Battle (Seth Rogen); Jason Derulo performed "Kiss the Sky" ||||
| 517 | August 22, 2016 (2016-08-22) | Robert De Niro, Jordan Spieth | Martin Garrix & Bebe Rexha |
| Ryan Lochte Endorsements; Tonight Show Do Not Read; Freestylin' with The Roots; Jordan Spieth attempts to drive a marshmallow into Jimmy's mouth; Martin Garrix & Bebe Rexha performed "In the Name of Love" ||||
| 518 | August 23, 2016 (2016-08-23) | Dolly Parton, Donald Glover, U.S. Women's Gymnastics Team | Dolly Parton |
| Real Briefing Vs. Trump Briefing; Tonight Show Pros & Cons: Returning Home with a Gold Medal; Hungry Hungry Humans (Simone Biles & Jimmy Fallon Vs. Laurie Hernandez & Aly Raisman Vs. Gabby Douglas & Madison Kocian Vs. Tariq & Donald Glover); Dolly Parton performed "Pure & Simple" ||||
| 519 | August 24, 2016 (2016-08-24) | Aaron Paul, Tig Notaro | Florida Georgia Line |
| James Valentine sits in with The Roots; Bonk!; Jimmy debuts the show's new app; Aaron Paul uses the app; Musical Beers (Aaron Paul, Tig Notaro, Florida Georgia Line); Jimmy uses the new app; Florida Georgia Line performed "H.O.L.Y." ||||
| 520 | August 25, 2016 (2016-08-25) | Barbra Streisand, Alec Baldwin | Barbra Streisand & Alec Baldwin |
| Tonight Show #hashtags: #MyDumbLie; Barbra Streisand and Jimmy as Donald Trump performed a duet; Barbra Streisand & Alec Baldwin performed "The Best Thing That Ever Has Happened" ||||
| 521 | August 26, 2016 (2016-08-26) | Jessica Alba, Jeff Foxworthy | Jeff Foxworthy |
| The Tower Opening Credits; Hillary Clinton Phone Call; Thank You Notes; Jessica Alba uses the Bonk! app; Roomba Pong (Jessica Alba & Jimmy Fallon Vs. Jeff Foxworthy & Steve Higgins); Jeff Foxworthy did a stand-up comedy bit ||||
| 522 | August 29, 2016 (2016-08-29) | Kevin Bacon, Meghan Trainor | Meghan Trainor featuring Yo Gotti |
| Tonight Show Picture This; First Drafts of Rock: "Free Fallin'" (Kevin Bacon); Meghan Trainor comes out in a giraffe onesie and brings Jimmy a dinosaur onesie; Meghan Trainor featuring Yo Gotti performed "Better" ||||
| 523 | August 30, 2016 (2016-08-30) | Mel Brooks, Rita Ora | Banks & Steelz |
| Tonight Show Pros & Cons: Being a Freshman in College; Tonight Show Audience Suggestion Box (Tariq & Adler Podcast, Matt Farley performed an original song); Mel Brooks and Jimmy acknowledge Gene Wilder's death; Banks & Steelz performed "Giant" ||||
| 524 | August 31, 2016 (2016-08-31) | David Spade, The Kids from Stranger Things | Tove Lo |
| Questlove & David Spade re-enact a scene from Bachelor in Paradise; Frédéric Yonnet sits in with The Roots; Deleted scene from Stranger Things; Stranger Strings (The Kids from Stranger Things); Tove Lo performed "Cool Girl" ||||

### September

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 525 | September 1, 2016 (2016-09-01) | Harry Connick Jr., Michael Phelps | Zara Larsson |
| New Hats; Quarterback Quotes; Tonight Show #hashtags: #MyRoomateIsWeird; Jimmy promotes Masterpass; Harry Connick Jr. plays a miniature piano; Egg Russian Roullette (Michael Phelps); Zara Larsson performed "Lush Life" ||||
| 526 | September 2, 2016 (2016-09-02) | Meg Ryan, Nick Kroll & John Mulaney | Dan White |
| Writer goes through electric wall; Election Fight Titles; Thank You Notes; Pictionary (Jimmy Fallon & Meg Ryan Vs. Nick Kroll & John Mulaney); Nick Kroll & John Mulaney bring Jimmy a Tonight Show sweatshirt ||||
| 527 | September 6, 2016 (2016-09-06) | Clint Eastwood, Molly Shannon | Mike Posner |
| Millennial Quotes; Tonight Show Pros & Cons: The New NFL Season; Tonight Show Bad Signs; Clint Eastwood uses the Bonk! app; Mike Posner performed "Be As You Are" ||||
| 528 | September 7, 2016 (2016-09-07) | Michael Strahan, Zachary Quinto, James Cameron | Vince Staples |
| Tonight Show Don't Quote Me.; Giant Tricycle Race (Michael Strahan); Vince Staples performed "Smile" ||||
| 529 | September 8, 2016 (2016-09-08) | Ariana Grande, Russell Westbrook | Ariana Grande |
| New Siri Voices; Tonight Show Superlatives; Jimmy tries Ariana Grande's frangrance; Tonight Show Best Friends Challenge (Ariana Grande); Jimmy gives Russell Westbrook a Tonight Show ball; Jimmy tries Russell Westbrook's sunglasses and jewelry; Random Object Football Toss (Russell Westbrook); Ariana Grande performed "Side to Side" ||||
| 530 | September 9, 2016 (2016-09-09) | James Spader, Mandy Moore | Jack White |
| Tonight Show Fashion Week: Dad Edition; Stewart Lindsey sit in with The Roots; Thank You Notes; Jimmy gives James Spader a signed Jack White album; Jack White performed "Love Is the Truth/You Got Her in Your Pocket" ||||
| 531 | September 12, 2016 (2016-09-12) | Renée Zellweger, Shaquille O'Neal | Eric Church |
| Stan Wawrinka and Jimmy play Wii Tennis; Tonight Show Good Name Bad Name Great Name; Renée Zellweger and Jimmy do dance moves; Heavyweight Wrestling (Renée Zellweger); Jimmy gives Shaquille O'Neal a framed picture of his last appearance; Jell-O Shot Twister (Shaquille O'Neal); Eric Church performed "Kill a Word" ||||
| 532 | September 13, 2016 (2016-09-13) | Shailene Woodley, Carol Burnett | Jason Aldean |
| Hillary supporters' illnesses; Wayne Newton sits in with The Roots; Tonight Show Pros & Cons: The Trump–Putin "Bromance"; Tonight Show Whisper Challenge (Carol Burnett); Jason Aldean performed "A Little More Summertime" ||||
| 533 | September 14, 2016 (2016-09-14) | Kevin James, Michael B. Jordan | Bon Iver |
| Donald Trump's Childhood Home Listing; Tonight Show Superlatives; Kevin James re-does his entrance and prat falls; Slapjack (Kevin James); Jimmy gives Michael B. Jordan a cheesesteak and soda; Michael B. Jordan shows Jimmy his signature handshake; Bon Iver performed "8 (circle)" ||||
| 534 | September 15, 2016 (2016-09-15) | Donald Trump, Norm Macdonald | Kiiara |
| Colin Powell Quotes; Tortoise Pick–up Lines; Tonight Show #hashtags: #MyTeacherIsWeird; Jimmy gives Donald Trump a mock job interview; Jimmy messes up Donald Trump's hair; Norm MacDonald reads his medical records; Kiiara performed "Gold" ||||
| 535 | September 16, 2016 (2016-09-16) | Miley Cyrus | Miley Cyrus |
| New Yorker Quotes; Runner Quotes; Tonight Show I've Got Good News and Good News; Thank You Notes; Phone Booth (Miley Cyrus); Miley Cyrus shows Jimmy a yoga move; Miley Cyrus performed "Baby, I'm in the Mood for You" ||||
| 536 | September 19, 2016 (2016-09-19) | Hillary Clinton, Terry Crews | Ariana Grande |
| Jimmy's birthday; Samsung Slogans; Ew! sketch (with Miley Cyrus); Jimmy gives Hillary Clinton Donald Trump's alleged presents to her; Jimmy reads kids' letters to Hillary Clinton; Terry Crews dances; Ariana Grande performed "Jason's Song (Gave It Away)" ||||
| 537 | September 20, 2016 (2016-09-20) | Mark Wahlberg, Sofía Vergara | MØ |
| Tonight Show Pros & Cons: Taking a Self-Driving Uber; Giant Slingshot Target Practice (Mark Wahlberg); Mark Wahlberg and Jimmy have watermelon; Sofía Vergara gives Jimmy a Pittsburgh Steelers nail file; Sofía Vergara sucks on a helium balloon; MØ performed "Final Song" ||||
| 538 | September 21, 2016 (2016-09-21) | Kelly Ripa, Priyanka Chopra | Band of Horses |
| Letter to Santa; Stephen King Novels; Tonight Show Superlatives; Kelly & Jimmy (Tonight Show Word Sneak (Questlove, Kelly Ripa)); Priyanka Chopra and Jimmy bob for apples; Band of Horses performed "Casual Party" ||||
| 539 | September 22, 2016 (2016-09-22) | Hugh Jackman, Ken Jeong | Shawn Mendes |
| Tonight Show #hashtags: #FallSongs (with Shawn Mendes); Tonight Show Do Not Play; Jimmy gives Hugh Jackman a hat; Tonight Show Turn and Face the Music (Ken Jeong); Shawn Mendes performed "Mercy" ||||
| 540 | September 23, 2016 (2016-09-23) | Will Forte, Haley Bennett, Grace VanderWaal | Grace VanderWaal |
| Obama Letters; Will Forte sits in with The Roots; Thank You Notes; Will Forte does his Emmy acceptance speech; Haley Bennett brings Jimmy a pie; Chubby Bunny (Grace VanderWaal); Grace VanderWaal performed "Clay" ||||
| 541 | September 26, 2016 (2016-09-26) | Samuel L. Jackson, Gina Rodriguez | The Lemon Twigs |
| Tonight Show Picture This; Tonight Show Truth or Door (Samuel L. Jackson, Gina Rodriguez); Gina Rodriguez raps; The Lemon Twigs performed "These Words" ||||
| 542 | September 27, 2016 (2016-09-27) | Kate Hudson, David Oyelowo | De La Soul featuring Estelle |
| Soundcheck Audio; Tonight Show Pros & Cons: Getting a Flu Shot; Tonight Show Audience Suggestion Box (Tod the Turtle makes an appearance, celebrity impersonators re-enact a scene from A Few Good Men, Hashtag the Panda visits a corn maze); David Oyelowo impersonates an elephant; De La Soul featuring Estelle performed "Memory Of... (US)" ||||
| 543 | September 28, 2016 (2016-09-28) | Sting, Kate McKinnon | Sting |
| Disney Character Issues; Tonight Show Superlatives; Tonight Show First Textual Experience (Sting); Sting performed "I Can't Stop Thinking About You" ||||
| 544 | September 29, 2016 (2016-09-29) | Margot Robbie, Vice President Joe Biden | Metallica |
| Tonight Show #hashtags: #Badvice; Margot Robbie and Jimmy give each other temporary tattoos; Joe Biden and Jimmy have ice cream cones; Metallica performed "Moth Into Flame" ||||
| 545 | September 30, 2016 (2016-09-30) | Nathan Lane, James Marsden | Nikki Glaser |
| Jimmy chats with Willie Nelson in his tour bus; Thank You Notes; Tonight Show Fast Family Feud (Nathan Lane); James Marsden uses the Bonk! app ||||

### October

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 546 | October 3, 2016 (2016-10-03) | Emily Blunt, Mario Batali | Chance the Rapper |
| Tonight Show Screengrabs; Box of Lies (Emily Blunt); Mario Batali and Jimmy have roast beef sandwiches; Mario Batali and Jimmy taste test wine; Chance the Rapper performed "Blessings"; Chance the Rapper brings Jimmy a hat; Tariq's birthday ||||
| 547 | October 4, 2016 (2016-10-04) | John Goodman, Lin-Manuel Miranda | Empire of the Sun |
| Tonight Show VP or TV; Olivia Newton-John sits in with The Roots; Tonight Show Pros & Cons: Disney Buying Twitter; Hashtag the Panda drives John Goodman to Broadway; Lin-Manuel Miranda debuts footage from Hamilton documentary urging people to vote; Tonight Show Wheel of Freestyle (Lin-Manuel Miranda); Empire of the Sun performed "High and Low"; Jimmy and Olivia Newton-John sing "You're the One That I Want" ||||
| 548 | October 5, 2016 (2016-10-05) | Ashton Kutcher, Issa Rae | Norah Jones |
| Tonight Show Superlatives; Freestylin' with The Roots; Norah Jones performed "Flipside" ||||
| 549 | October 6, 2016 (2016-10-06) | Ben Affleck, Sarah Paulson | Green Day |
| Jimmy requests an Uber driver; Tonight Show #hashtags: #MyDumbArguement; Tonight Show Kid Theater (Ben Affleck); Sarah Paulson performed "Shoop"; Green Day performed "Bang Bang" ||||
| 550 | October 7, 2016 (2016-10-07) | Tyler Perry, Abigail Spencer | Van Morrison |
| Thank You Notes; Donald Trump calls Madea for her vote; Abigail Spencer performed "New York, New York"; Van Morrison performed "Too Late" ||||
| 551 | October 10, 2016 (2016-10-10) | Taraji P. Henson, David Harbour | Phish |
| Doyle Bramhall II sits in with The Roots; Jimmy & Blake Milk a Cow; Password (Taraji P. Henson & Jimmy Fallon Vs. Questlove & Tariq); David Harbour explains his recent injury; Phish performed "Breath and Burning" ||||
| 552 | October 11, 2016 (2016-10-11) | Kevin Hart, Phoebe Waller-Bridge | James Bay |
| Cards; Football Player Quotes; Tonight Show Pros & Cons: Going to a Netflix Movie Theater; Kevin Hart brings Jimmy underwear; Tonight Show Would You Rather (Kevin Hart); James Bay performed "Hold Back the River" ||||
| 553 | October 12, 2016 (2016-10-12) | Bryan Cranston, Dakota Fanning | Barry Gibb |
| Silhouette Singing with Barry Gibb; Tonight Show Superlatives; Cranst In, Cranst Out (Bryan Cranston); Dakota Fanning and Jimmy have spaghetti and meatballs; Barry Gibb performed "In the Now" ||||
| 554 | October 13, 2016 (2016-10-13) | Vin Diesel, Norman Reedus | Christine and the Queens |
| Hillary Clinton Rapper Names; Tonight Show #hashtags: #IOnceOverheard; Jimmy and Kevin Visit a Haunted House; Vin Diesel speaks Korean; Norman Reedus and Jimmy try on motorcycle helmuts; Christine and the Queens performed "Tilted" ||||
| 555 | October 14, 2016 (2016-10-14) | Jon Hamm, Colleen Ballinger | Kings of Leon |
| Thank You Notes; In the Dusk of Night (Jon Hamm); Colleen Ballinger does her character of Miranda Sings; Kings of Leon performed "Waste a Moment" ||||
| 556 | October 24, 2016 (2016-10-24) | Ricky Gervais, Evan Rachel Wood | Michael Bublé |
| Tonight Show This Week in Memes; Ricky Gervais gives audience copies of his new book; Tonight Show Random People Random Questions (Ricky Gervais); Michael Bublé performed "Nobody but Me" ||||
| 557 | October 25, 2016 (2016-10-25) | Ethan Hawke, Phil Collins | Phil Collins |
| Tonight Show Tips: Life Without the Internet; Tonight Show Pros & Cons: Halloween; Tonight Show Today I Learned; Phil Collins performed "In the Air Tonight" ||||
| 558 | October 26, 2016 (2016-10-26) | Justin Timberlake, Tracey Ullman | Stanaj |
| Facebook Messages; Tonight Show Superlatives; Camp Winnipesaukee (Justin Timberlake); Justin Timberlake and Jimmy throw a pizza party for the audience; Tonight Show Best Friends Challenge (Justin Timberlake); Stanaj performed "Ain't Love Strange" ||||
| 559 | October 27, 2016 (2016-10-27) | Martin Short & Steve Martin, Ruth Negga | Common |
| Baseball Cards; Jimmy bumps into Martin Short & Steve Martin backstage; Tonight Show #hashtags: #CrappyHalloween; Tonight Show True Confessions (Martin Short & Steve Martin); Common performed "Black America Again" ||||
| 560 | October 28, 2016 (2016-10-28) | Anna Kendrick, John Lithgow | Iliza |
| Vine User; Chick Corea sits in with The Roots; Thank You Notes; Kids Campfire (Anna Kendrick, John Lithgow); John Lithgow has chicken soup; John Lithgow reads lines from "Monster Mash" as Winston Churchill ||||
| 561 | October 31, 2016 (2016-10-31) | Jay Leno, Gabrielle Union | Big Sean |
| Jay Leno subs in for Jimmy during the monologue; Tonight Show Good Name Bad Name Great Name; Jay Leno, Gabrielle Union and Jimmy have beef sandwiches; Big Sean performed "Bounce Back" ||||

### November

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 562 | November 1, 2016 (2016-11-01) | Whoopi Goldberg, Zoe Lister-Jones | Lecrae featuring Lalah Hathaway |
| Cleveland Browns Playbook; High Pet Quotes; Tonight Show Netflix Picks; Tonight Show Audience Suggestion Box (Jimmy, Steve Higgins and Questlove snap their fingers to change things, Hashtag the Panda dunks a basketball, Tariq raps, Don Francisco makes an appearance); Whoopi Goldberg brings Jimmy gingerbread men; Jimmy tries on one of Whoopi Goldberg's Christmas sweaters; Lecrae featuring Lalah Hathaway performed "Can't Stop Me Now" ||||
| 563 | November 2, 2016 (2016-11-02) | Vince Vaughn, Patton Oswalt | Nate Bargatze |
| News Reporter Quotes; Tonight Show Superlatives; Tonight Show Emotional Interview (Vince Vaughn) ||||
| 564 | November 3, 2016 (2016-11-03) | Benedict Cumberbatch, Rachel Maddow | Jim James |
| Chicago Cubs Player Statistics; Tonight Show #hashtags: #ThatHappened; Benedict Cumberbatch and Jimmy go through a list of Cumberbatch's firsts; Tonight Show Mad Lib Theater (Benedict Cumberbatch); Jim James performed "Here in Spirit" ||||
| 565 | November 4, 2016 (2016-11-04) | Dana Carvey, Alicia Keys | Alicia Keys featuring Young M.A. |
| Tonight Show I've Got Good News and Good News; Thank You Notes; Dana Carvey and Jimmy do impressions; Tumbleweed Canyon (Dana Carvey); Questlove brings Alicia Keys Krispy Kreme doughnuts; Alicia Keys featuring Young M.A. performed "Blended Family (What You Do for Love)" ||||
| 566 | November 7, 2016 (2016-11-07) | Bill Maher, Anthony Rizzo, Dexter Fowler, Ben Zobrist, Daveed Diggs | MUNA |
| Tonight Show Obama Expressions; Ultimate Staring Contest (appearance by Alicia Keys); Anthony Rizzo, Dexter Fowler and Ben Zobrist bring out the World Series and Most Valuable Player trophies; Daveed Diggs raps with Tariq; MUNA performed "Loudspeaker" ||||
| 567 | November 9, 2016 (2016-11-09) | Eddie Redmayne, Lily Collins | Martha Wainwright |
| Republican Quotes; Tonight Show Superlatives; Eddie Redmayne teaches Jimmy a mating dance; Tonight Show Know It All (Eddie Redmayne, Lilly Collins); Martha Wainwright performed "Around the Bend" ||||
| 568 | November 10, 2016 (2016-11-10) | Amy Adams, Joe Buck | Morgane & Chris Stapleton |
| Dow Jones Index; Starbucks Cup Designs; Seattle Seahawks do Thank You Notes; Tonight Show #hashtags: #NewWeedLaws; Tonight Show Whisper Challenge (Amy Adams); Joe Buck performed "Ring of Fire"; Morgane & Chris Stapleton performed "You Are My Sunshine" ||||
| 569 | November 11, 2016 (2016-11-11) | Jeremy Renner, Michelle Dockery | David Blaine |
| Jeremy Renner and Jimmy play catch; Thank You Notes; Michelle Dockery reads affirmations; Michelle Dockery and Jimmy use magnetic poetry ||||
| 570 | November 14, 2016 (2016-11-14) | Billy Bob Thornton, Andy Cohen | Little Big Town |
| Barack Obama and Donald Trump Phone Call; Tonight Show Sidewalk of Fame; Stranger Strings (Little Big Town); The Muff of Truth (Andy Cohen); Little Big Town performed "Better Man" ||||
| 571 | November 15, 2016 (2016-11-15) | Warren Beatty, Naomie Harris, Robbie Robertson | Aminé |
| US Senator Jobs; Tonight Show Polls; Aminé performed "Caroline" ||||
| 572 | November 16, 2016 (2016-11-16) | Jude Law, Sterling K. Brown | Macklemore featuring Ariana DeBoo |
| Application For Employment; Jimmy Fallon, Metallica & The Roots sing "Enter Sandman" with classroom instruments; Tonight Show Kid Letters; Macklemore featuring Ariana DeBoo performed "Drug Dealer" ||||
| 573 | November 17, 2016 (2016-11-17) | Nicole Kidman, Michael Shannon | Miranda Lambert |
| NFL Improvements; Tonight Show Superlatives; Tonight Show #hashtags: #MyFamilyIsWeird; Keith Urban makes an appearance; Tonight Show Jinx Challenge (Nicole Kidman, Keith Urban); Michael Shannon brings Jimmy clothing; Jimmy gives Michael Shannon a destroyed novel; Miranda Lambert performed "Vice" ||||
| 574 | November 18, 2016 (2016-11-18) | Megyn Kelly, Chris Hardwick | Emeli Sandé |
| Jimmy invites audience member (Joe Biagini) back to re-do a failed high five; Jimmy plays Mario Kart with race car drivers; Thank You Notes; Megyn Kelly's birthday; Box of Lies (Megyn Kelly); Emeli Sandé performed "Hurts" ||||
| 575 | November 21, 2016 (2016-11-21) | Jason Sudeikis, Kristin Chenoweth | DNCE |
| Donald Trump Tweets; Tonight Show Motivational Monday; Tonight Show Do Not Read; Tandem Sculptionary (Jason Sudeikis & Kristin Chenoweth Vs. Jimmy Fallon & Joe Jonas); Kristin Chenoweth performed "The Chipmunk Song (Christmas Don't Be Late)"; DNCE performed "Body Moves" ||||
| 576 | November 22, 2016 (2016-11-22) | Sarah Jessica Parker, Scott Patterson, Liza Weil, Sean Gunn, Frank Pellegrino Jr. | N/A |
| Popular Times; Tonight Show Siri Reminders; Tonight Show Bad Signs ||||
| 577 | November 23, 2016 (2016-11-23) | Leslie Mann, Jonathan Groff | Machine Gun Kelly & Camila Cabello |
| Thanksgiving Timeline; Tonight Show Superlatives; GE Tonight Show Fallonventions: Kid's Inventions; Leslie Mann gives Jimmy a coin to give to Harvey Keitel; Jimmy teaches Jonathan Groff a breathing technique; Machine Gun Kelly & Camila Cabello performed "Bad Things" ||||
| 578 | November 24, 2016 (2016-11-24) | Kevin James, Tim Gunn | The Weeknd |
| Thank You Notes; Point Pleasant Police Department (Kevin James); The Weeknd performed "I Feel It Coming/Starboy" ||||
| 579 | November 28, 2016 (2016-11-28) | John Goodman, Alexis Bledel | David Gray |
| Tonight Show This Week in Memes; Freestylin' with The Roots; David Gray performed "Babylon" ||||
| 580 | November 29, 2016 (2016-11-29) | Natalie Portman, J. J. Abrams | Neil Diamond |
| Tonight Show Podcasts; Jimmy gives Natalie Portman an ornament; Password (Jimmy Fallon & Neil Diamond Vs. Natalie Portman & J. J. Abrams); Neil Diamond performed "Christmas Medley" ||||
| 581 | November 30, 2016 (2016-11-30) | Felicity Jones, Billy Crudup | Car Seat Headrest |
| Betsy DeVos Phone Call; Tonight Show Superlatives; Tonight Show Audience Suggestion Box (Jimmy dresses up as Santa Claus and tackles a Christmas tree); Felicity Jones teaches Jimmy kung fu; Car Seat Headrest performed "Drunk Drivers/Killer Whales" ||||

### December

| No. | Original air date | Guest(s) | Musical/entertainment guest(s) |
| 582 | December 1, 2016 (2016-12-01) | Emma Stone, Jeffrey Dean Morgan | Kacey Musgraves |
| Tariq promotes his grill; Tonight Show #hashtags: #OfficePartyFail; Tonight Show Whisper Challenge (Emma Stone); Jeffrey Dean Morgan brings Jimmy a basket of candy; Kacey Musgraves performed "Present Without a Bow" ||||
| 583 | December 2, 2016 (2016-12-02) | Chelsea Handler, John Legend | John Legend |
| Trump Tower Audio Book; Chuck Leavell sits in with The Roots; Thank You Notes; Charades (Jimmy Fallon & Chelsea Handler Vs. John Legend & Chrissy Teigen); John Legend performed "Penthouse Floor" ||||
| 584 | December 5, 2016 (2016-12-05) | Annette Bening, Steve Harvey | The Hamilton Mixtape |
| Tonight Show Popular Mathematics; Tonight Show Family Feud (The Roots Vs. Jimmy Fallon & the cast of 20th Century Women); The Hamilton Mixtape performed "My Shot" ||||
| 585 | December 6, 2016 (2016-12-06) | Chris Pratt, Katie Holmes | John Mayer |
| Tonight Show Screengrabs; Tonight Show Mad Lib Theater (Chris Pratt); John Mayer performed "Love on the Weekend" ||||
| 586 | December 7, 2016 (2016-12-07) | Edward Norton, Riz Ahmed, Reggie Fils-Aimé | N/A |
| Holiday Edition: Tariq & Adler Podcast; Tonight Show Superlatives; Tonight Show Wheel of Freestyle (Riz Ahmed); Shigeru Miyamoto performed the Super Mario Bros. theme with The Roots; Nintendo of America CEO Reggie Fils-Aimé demonstrates the Nintendo Switch ||||
| 587 | December 8, 2016 (2016-12-08) | Robert De Niro, Pharrell Williams | Pharrell Williams & Kim Burrell |
| Updated Books; Tom Petty makes an appearance; Tonight Show 12 Days of Christmas Sweaters; Tonight Show #hashtags: #TextFail; Pharrell Williams & Kim Burrell performed "I See a Victory" ||||
| 588 | December 9, 2016 (2016-12-09) | Dwayne Johnson, Kevin Nealon | Gary Clark Jr. |
| DuckTales Opening Credits; Tonight Show 12 Days of Christmas Sweaters; Thank You Notes; Jimmy gives Dwayne Johnson rocks; Dwayne Johnson gives back to a show producer and army veteran; Gary Clark Jr. performed "Hold On" ||||
| 589 | December 12, 2016 (2016-12-12) | Bryan Cranston, Hailee Steinfeld | OneRepublic |
| Tonight Show 12 Days of Christmas Sweaters; Cranst n' Cranst Out (Bryan Cranston); Canyon Confessions (Bryan Cranston); OneRepublic performed "Let's Hurt Tonight" ||||
| 590 | December 13, 2016 (2016-12-13) | Michael Fassbender, Jon Glaser | Niall Horan |
| Gift Ideas; Tonight Show 12 Days of Christmas Sweaters; Tonight Show Superlatives; Tonight Show Air Guitar Battle (Michael Fassbender); Jon Glaser comes out in a relaxation hoodie and gives Jimmy a hoodie; Jon Glaser and Jimmy have a relaxing interview; Niall Horan performed "This Town" ||||
| 591 | December 14, 2016 (2016-12-14) | Arnold Schwarzenegger, Elle Fanning | Childish Gambino |
| Tonight Show 12 Days of Christmas Sweaters; Tonight Show Do Not Play; Arnold Schwarzenegger explains his recent injury; Tonight Show Snapchat Interview (Arnold Schwarzenegger); Childish Gambino performed "Redbone" ||||
| 592 | December 15, 2016 (2016-12-15) | Casey Affleck, Sienna Miller | Solange |
| Tonight Show Break from Political Jokes; Tonight Show 12 Days of Christmas Sweaters; Tonight Show #hashtags: #CrappyHolidays; Tonight Show Ramen Challenge (Sienna Miller); Solange performed "Rise/Weary" ||||
| 593 | December 16, 2016 (2016-12-16) | Reese Witherspoon, Andrew Rannells | Warpaint |
| Tonight Show 12 Days of Christmas Sweaters; Tonight Show Stocking Stuffers; Thank You Notes; Jimmy gives Reese Witherspoon a present for her mother; Tonight Show Virtual Reality Pictionary (Jimmy Fallon & Andrew Rannells Vs. Steve Higgins & Michael Che); Warpaint performed "New Song" ||||
| 594 | December 19, 2016 (2016-12-19) | Denzel Washington, Tony Bennett | Tony Bennett |
| Tonight Show 12 Days of Christmas Sweaters; Tonight Show Sidewalk of Fame; Tonight Show Greeting Card Monologues (Denzel Washington); Tony Bennett performed "I Left My Heart in San Francisco" ||||
| 595 | December 20, 2016 (2016-12-20) | Matthew McConaughey, Janelle Monáe | Sylvan Esso |
| Jimmy, The Roots, the cast of Sing and Paul McCartney performed an A cappella rendition of "Wonderful Christmastime"; Tonight Show 12 Days of Christmas Sweaters; Kid Theater (Matthew McConaughey); Sylvan Esso performed "Radio" ||||
| 596 | December 21, 2016 (2016-12-21) | Viola Davis, Nick Kroll, Chef Daniel Humm | Pentatonix |
| Donald Trump Audio Tapes; Tonight Show Break from Political Jokes; Marijuana User Quotes; Tonight Show 12 Days of Christmas Sweaters; Tonight Show Superlatives; Tonight Show Best Friends Challenge (Viola Davis); Pentatonix performed "The Christmas Sing Along". ||||
| 597 | December 22, 2016 (2016-12-22) | Jim Parsons, Evan & Jillian | Dec 99th |
| Trump Winery Ad; Tonight Show I've Got Good News and Good News; Tonight Show 12 Days of Christmas Sweaters; Tonight Show #hashtags: #NewXmasCarols; Tonight Show 5–Second Summaries (Jim Parsons); Dec 99th performed "Seaside Panic Room/N.A.W. Medley" ||||
| 598 | December 23, 2016 (2016-12-23) | Adam Driver, Rhett and Link | R. Kelly |
| Tariq interrupts the monologue; Tonight Show 12 Days of Christmas Sweaters; Thank You Notes; Will It Tea? (Rhett and Link); R. Kelly performed "Step in the Name of Love/Home for Christmas" ||||