# List of The Daily Show episodes (1999)

This is a list of episodes for The Daily Show with Jon Stewart in 1999, this was the first year to be hosted by Jon Stewart.

## 1999
### January

| No. | Date | Guest | Promotion |
| 387 | January 11 | Michael J. Fox | Spin City |
| 388 | January 12 | Sandra Bernhard | I'm Still Here... Damn It! and May I Kiss You On The Lips, Miss Sandra? |
| 389 | January 13 | Tracey Ullman | Tracey Takes On... |
| 390 | January 14 | Gillian Anderson | The X-Files and Playing by Heart |
| 391 | January 18 | David Alan Grier | A Saintly Switch and The 60's |
| 392 | January 19 | William Baldwin | Virus |
| 393 | January 20 | Michael Stipe | Up (R.E.M. album) |
| 394 | January 21 | Carmen Electra | Hyperion Bay |
| 395 | January 25 | Matthew Lillard | Dead Man's Curve |
| 396 | January 26 | David Cross | The Pride is Back |
| 397 | January 27 | Yasmine Bleeth | Nash Bridges |
| 398 | January 28 | D. L. Hughley | The Hughleys |

### February

| No. | Date | Guest | Promotion |
| 399 | February 1 | George Carlin | You Are All Diseased |
| 400 | February 2 | Dave Foley | NewsRadio |
| 401 | February 3 | Kellie Martin | ER |
| 402 | February 4 | Jerry O'Connell | The '60s |
| 403 | February 8 | Melissa Gilbert | Murder at 75 Birch |
| 404 | February 9 | Brendan Fraser | Blast from the Past |
| 405 | February 10 | Pamela Anderson, Natalie Raitano, Molly Culver | V.I.P. |
| 406 | February 11 | Daniel Stern | Dilbert |
| 407 | February 16 | Melina Kanakaredes | Providence |
| 408 | February 17 | Ed McMahon | Suddenly Susan |
| 409 | February 18 | Mike Judge | Office Space |

### March

| No. | Date | Guest | Promotion |
| 410 | March 1 | John Tesh | One World |
| 411 | March 2 | Eric McCormack | Will & Grace |
| 412 | March 3 | Jeri Ryan | Star Trek: Voyager |
| 413 | March 4 | Ryan Phillippe | Cruel Intentions |
| 414 | March 8 | Ian McKellen | Gods and Monsters |
| 415 | March 9 | Jon Voight | Noah's Ark |
| 416 | March 10 | Sammy Hagar | Album Red Voodoo |
| 417 | March 11 | Hootie & the Blowfish, Billy Crystal | Album Musical Chairs |
| 418 | March 15 | Peter Krause | Sports Night |
| 419 | March 16 | Chris Isaak | Album Speak of the Devil |
| 420 | March 17 | Frank DeCaro's Oscar Special, John Larroquette | Payne |
| 421 | March 18 | Joseph Gordon-Levitt | 10 Things I Hate About You |
| 422 | March 22 | Jennifer Grey | TV series It's Like, You Know... |
| 423 | March 23 | Norm Macdonald | The Norm Show |
| 424 | March 24 | Sandra Bullock | Forces of Nature |
| 425 | March 25 | Janine Turner | Fatal Error |
| 426 | March 29 | Ron Howard | EDtv |
| 427 | March 30 | Omar Epps | The Mod Squad |
| 428 | March 31 | Diane Lane | A Walk on the Moon |

### April

| No. | Date | Guest | Promotion |
| 429 | April 1 | Stephen Baldwin | Friends & Lovers |
| 430 | April 12 | Ernie Hudson | Michael Jordan: An American Hero |
| 431 | April 13 | Josh Charles | Sports Night |
| 432 | April 14 | Jackie Chan | Twin Dragons |
| 433 | April 15 | Marlee Matlin | Freak City |
| 434 | April 19 | Sharon Lawrence | NYPD Blue |
| 435 | April 20 | Rob Estes | Melrose Place Finale |
| 436 | April 21 | Angelina Jolie | Pushing Tin |
| 437 | April 22 | David Spade | Lost & Found |
| 438 | April 26 | Seth Green | Austin Powers 2 and Idle Hands |
| 439 | April 27 | Sheryl Lee Ralph | Producer of Divas Simply Singing |
| 440 | April 28 | Chris Robinson | |
| 441 | April 29 | Joy Behar | Book Joy Shtick and The View |

### May

| No. | Date | Guest | Promotion |
| 442 | May 10 | Thomas Gibson | Dharma & Greg |
| 443 | May 11 | Paula Cale | Providence |
| 444 | May 12 | Ted Danson | Becker |
| 445 | May 13 | Esai Morales | Atomic Train |
| 446 | May 17 | Jane Seymour | Dr. Quinn, Medicine Woman |
| 447 | May 18 | Robert Schimmel | |
| 448 | May 19 | Camryn Manheim | Book "Wake Up, I'm Fat!" |
| 449 | May 20 | Ray Romano | Everybody Loves Raymond |
| 450 | May 24 | Patricia Richardson | Home Improvement |
| 451 | May 25 | Suzanne Somers | Book "Suzanne Somers' Get Skinny on Fabulous Food" |
| 452 | May 26 | Natalie Portman | Star Wars: Episode I – The Phantom Menace |
| 453 | May 27 | Jamie Foxx | Any Given Sunday |

### June

| No. | Date | Guest | Promotion |
| 454 | June 7 | Harry Connick Jr. | Album Come by Me |
| 455 | June 8 | Caroline Rhea | Sabrina, the Teenage Witch |
| 456 | June 9 | Damon Wayans | Book Bootleg |
| 457 | June 10 | Timothy Hutton | The General's Daughter |
| 458 | June 14 | Mike Myers | Austin Powers: The Spy Who Shagged Me |
| 459 | June 15 | Rob Lowe | Austin Powers: The Spy Who Shagged Me |
| 460 | June 16 | Mike Myers | Austin Powers: The Spy Who Shagged Me |
| 461 | June 17 | Heather Graham | Austin Powers: The Spy Who Shagged Me |
| 462 | June 21 | Felicity Huffman | Play "Boston Marriage" and Sports Night |
| 463 | June 22 | Jimmy Kimmel | The Man Show |
| 464 | June 23 | Adam Sandler | Big Daddy |
| 465 | June 24 | Richard Belzer | Book "UFOs, JFK, and Elvis: Conspiracies You Don't Have to be Crazy to Believe" |
| 466 | June 28 | Margaret Cho | Show "I'm the One That I Want" |
| 467 | June 29 | Scott Wolf | Broadway show Side Man |
| 468 | June 30 | Roseanne Barr | |

### July

| No. | Date | Guest | Promotion |
| 469 | July 1 | Rob Schneider | Big Daddy |
| 470 | July 12 | Adam Arkin | Chicago Hope |
| 471 | July 13 | Miss Piggy | Muppets From Space |
| 472 | July 14 | John Leguizamo | Summer of Sam |
| 473 | July 15 | Robert Klein | |
| 474 | July 19 | Christa Miller | The Drew Carey Show |
| 475 | July 20 | David Brenner | |
| 476 | July 21 | Third Anniversary Special | |
| 477 | July 22 | Joely Fisher | Inspector Gadget and Cabaret |
| 478 | July 26 | Donny Osmond | Book "Life is just what you make it" |
| 479 | July 27 | Wendie Malick | Just Shoot Me! |
| 480 | July 28 | Vince Neil | |
| 481 | July 29 | Janeane Garofalo | Mystery Men |

### August

| No. | Date | Guest | Promotion |
| 482 | August 2 | Bebe Neuwirth | Summer of Sam |
| 483 | August 3 | Garry Marshall | Runaway Bride |
| 484 | August 4 | Denis Leary | Thomas Crown Affair |
| 485 | August 5 | Jeffrey Tambor | Teaching Mrs. Tingle |
| 486 | August 9 | Dave Foley | Dick |
| 487 | August 10 | Dom Irrera | |
| 488 | August 11 | Pierce Brosnan | Thomas Crown Affair |
| 489 | August 12 | Eduardo Sanchez and Daniel Myrick | The Blair Witch Project |
| 490 | August 16 | Carson Daly | |
| 491 | August 17 | Molly Ringwald | Teaching Mrs. Tingle |
| 492 | August 18 | Sarah Jessica Parker | Sex and the City |
| 493 | August 19 | French Stewart | Love Stinks |
| 494 | August 23 | Cheryl Ladd | A Dog of Flanders |
| 495 | August 24 | LL Cool J | In Too Deep |
| 496 | August 25 | Dwight Yoakam | |
| 497 | August 26 | Nia Long | |
| 498 | August 30 | The Daily Show Summer Spectacular | |

### September

| No. | Date | Guest | Promotion |
| 499 | September 13 | Elayne Boosler | |
| 500 | September 14 | Tom Green | First TDS broadcast in Canada |
| 501 | September 15 | Jason Priestley | |
| 502 | September 16 | David Cross | David Cross: The Pride Is Back |
| 503 | September 20 | Andy Richter | |
| 504 | September 21 | Donny Osmond, Marie Osmond | |
| 505 | September 22 | Dave Chappelle | |
| 506 | September 23 | Steve Zahn | |
| 507 | September 27 | Norm Macdonald | |
| 508 | September 28 | Melissa Joan Hart | Drive Me Crazy |
| 509 | September 29 | Richard Lewis | |
| 510 | September 30 | Bruce McCulloch and Mark McKinney | |

### October

| No. | Date | Guest | Promotion |
| 511 | October 4 | Greg Proops | |
| 512 | October 5 | Maury Povich | |
| 513 | October 6 | Brooke Shields | |
| 514 | October 7 | Molly Shannon | Superstar |
| 515 | October 18 | Rebecca Gayheart | |
| 516 | October 19 | Steven Wright | |
| 517 | October 20 | Amy Brenneman | Judging Amy |
| 518 | October 21 | Melissa Gilbert | |
| 519 | October 25 | Cathy Moriarty | Crazy in Alabama |
| 520 | October 26 | Louie Anderson | Family Feud |
| 521 | October 27 | Sarah Michelle Gellar | |
| 522 | October 28 | Melanie C | Northern Star |

### November

| No. | Date | Guest | Promotion |
| 523 | November 1 | Chris O'Donnell | The Bachelor |
| 524 | November 2 | Jennifer Love Hewitt | Time of Your Life |
| 525 | November 3 | Dave Grohl | |
| 526 | November 4 | Roshumba Williams | |
| 527 | November 8 | Kellie Martin | |
| 528 | November 9 | Kathy Griffin | |
| 529 | November 15 | Christina Ricci | Sleepy Hollow |
| 530 | November 16 | Tori Amos | To Venus And Back |
| 531 | November 17 | Yasmine Bleeth | |
| 532 | November 18 | Bill Maher | |
| 533 | November 29 | Goo Goo Dolls | |
| 534 | November 30 | Stephen Rea | The End of the Affair |

### December

| No. | Date | Guest | Promotion |
| 535 | December 1 | Laura San Giacomo | |
| 536 | December 2 | Michael Boatman | |
| 537 | December 6 | Paul Rudd | |
| 538 | December 7 | Senator Bob Dole, part 1 | |
| 539 | December 8 | Senator Bob Dole, part 2 | |
| 540 | December 9 | Rob Schneider | Deuce Bigalow: Male Gigolo |
| 541 | December 13 | Joan Lunden | |
| 542 | December 14 | Shannen Doherty | |
| 543 | December 15 | Greatest Millennium Special, with house band They Might Be Giants | |
| 544 | December 16 | George Carlin | |
| 545 | December 20 | David Boreanaz | Angel TV series |
| 546 | December 21 | Jewel | Joy - A Holiday Collection album |