# 2021 Chicago Fall Tennis Classic – Singles

This was the first edition of the event.
Garbiñe Muguruza won the title, defeating Ons Jabeur in the final, 3–6, 6–3, 6–0.

## Seeds

The top eight seeds received a bye into the second round.
* Elina Svitolina (quarterfinals)
* Garbiñe Muguruza (champion)
* Belinda Bencic (quarterfinals, retired)
* Anastasia Pavlyuchenkova (second round)
* Elena Rybakina (semifinals, retired)
* Ons Jabeur (final)
* Elise Mertens (third round)
* Bianca Andreescu (second round)
* Jessica Pegula (third round)
* Danielle Collins (quarterfinals)
* Anett Kontaveit (second round, withdrew)
* Veronika Kudermetova (third round)
* Tamara Zidanšek (second round)
* Victoria Azarenka (third round, withdrew)
* Camila Giorgi (first round)
* Jil Teichmann (third round)

## Draw
### Key

* Q = Qualifier
* WC = Wild card
* LL = Lucky loser
* Alt = Alternate
* SE = Special exempt
* PR = Protected ranking
* ITF = ITF entry
* JE = Junior exempt
* w/o = Walkover
* r = Retired
* d = Defaulted
* SR = Special ranking

### Finals

| Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Semifinals | Semifinals | Semifinals | Semifinals | Final | Final | Final | Final | Final |
| 1 | Elina Svitolina | 4 | 2 | | | | | | | | | | |
| 6 | Ons Jabeur | 6 | 6 | | | | | | | | | | |
| 6 | Ons Jabeur | 6 | 6 | | 6 | Ons Jabeur | 6 | 3 | | | | | |
| | | | | | 5 | Elena Rybakina | 4 | 2$^r$ | | | | | |
| 3 | Belinda Bencic | 4 | 1$^r$ | | 5 | Elena Rybakina | 4 | 2$^r$ | | | | | |
| 5 | Elena Rybakina | 6 | 3 | | | | | | | | | | |
| 5 | Elena Rybakina | 6 | 3 | | | | | | 6 | Ons Jabeur | 6 | 3 | 0 |
| | | | | | | | | | 2 | Garbiñe Muguruza | 3 | 6 | 6 |
| 10 | Danielle Collins | 7$^7$ | 0 | 6$^3$ | | | | | | | | | | 2 | Garbiñe Muguruza | 3 | 6 | 6 |
| | Markéta Vondroušová | 6$^4$ | 6 | 7$^7$ | | | | | | | | | |
| | Markéta Vondroušová | 6$^4$ | 6 | 7$^7$ | | Markéta Vondroušová | | | | | | | |
| | | | | | 2 | Garbiñe Muguruza | w/o | | | | | | |
| Q | Mai Hontama | 3 | 2 | | 2 | Garbiñe Muguruza | w/o | | | | | | |
| 2 | Garbiñe Muguruza | 6 | 6 | | | | | | | | | | |

### Top half
#### Section 1

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Third round | Third round | Third round | Third round | Third round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals |
| | | | | | 1 | E Svitolina | 6 | 6 | | | | | | | | | |
| | A Anisimova | 6 | 5 | 6 | | A Anisimova | 4 | 3 | | | | | | | | | |
| | V Golubic | 0 | 7 | 4 | | | | | 1 | E Svitolina | 6 | 6 | | | | | |
| Q | K Kozlova | 6$^2$ | 6 | 6 | | | | | | E-G Ruse | 3 | 3 | | | | | |
| | M Kostyuk | 7$^7$ | 3 | 0 | Q | K Kozlova | 5 | 2 | | | | | | | | | |
| | E-G Ruse | 6 | 6 | | | E-G Ruse | 7 | 6 | | | | | | | | | |
| 15 | C Giorgi | 4 | 2 | | | | | | | | | | | 1 | E Svitolina | 4 | 2 |
| 9 | J Pegula | 6 | 6 | | | | | | | | | | | 6 | O Jabeur | 6 | 6 |
| Q | M Fręch | 3 | 0 | | 9 | J Pegula | 6 | 7 | | | | | | | | | |
| | A Petkovic | 6 | 6 | | | A Petkovic | 2 | 5 | | | | | | | | | |
| LL | O Govortsova | 2 | 2 | | | | | | 9 | J Pegula | 6 | 2 | 3 | | | | |
| WC | K Clijsters | 3 | 7 | 3 | | | | | 6 | O Jabeur | 1 | 6 | 6 | | | | |
| | S-w Hsieh | 6 | 5 | 6 | | S-w Hsieh | 1 | 0 | | | | | | | | | |
| | | | | | 6 | O Jabeur | 6 | 6 | | | | | | | | | |

#### Section 2

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Third round | Third round | Third round | Third round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals |
| | | | | | 3 | B Bencic | 5 | 6 | 6 | | | | | | | | |
| Q | M Inglis | 4 | 6 | 6 | Q | M Inglis | 7 | 1 | 0 | | | | | | | | |
| WC | C Dolehide | 6 | 2 | 4 | | | | | | 3 | B Bencic | 6 | 7$^7$ | | | | |
| | C Osorio | 3 | 5 | | | | | | | | T Martincová | 2 | 6$^5$ | | | | |
| | T Martincová | 6 | 7 | | | T Martincová | 6 | 7 | | | | | | | | | |
| | S Stephens | 2 | 1 | | 13 | T Zidanšek | 2 | 5 | | | | | | | | | |
| 13 | T Zidanšek | 6 | 6 | | | | | | | | | | | 3 | B Bencic | 4 | 1$^r$ |
| 12 | V Kudermetova | 7 | 4 | 6 | | | | | | | | | | 5 | E Rybakina | 6 | 3 |
| Q | A Kalinskaya | 6$^8$ | 6 | 2 | 12 | V Kudermetova | 6 | 6 | | | | | | | | | |
| LL | H Dart | 6 | 3 | 6 | LL | H Dart | 3 | 4 | | | | | | | | | |
| Q | B Haddad Maia | 1 | 6 | 1 | | | | | | 12 | V Kudermetova | 6$^4$ | 5 | | | | |
| | A Sasnovich | 6 | 2 | | | | | | | 5 | E Rybakina | 7$^7$ | 7 | | | | |
| | M Keys | 4 | 0$^r$ | | | A Sasnovich | 4 | 4 | | | | | | | | | |
| | | | | | 5 | E Rybakina | 6 | 6 | | | | | | | | | |

### Bottom half
#### Section 3

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Third round | Third round | Third round | Third round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals |
| | | | | | 7 | E Mertens | 6 | 6 | | | | | | | | | | |
| | A Cornet | 5 | 1 | | | D Yastremska | 1 | 3 | | | | | | | | | | |
| | D Yastremska | 7 | 6 | | | | | | | 7 | E Mertens | 2 | 4 | | | | | |
| | M Bouzková | 3 | 7$^7$ | 3 | | | | | | 10 | D Collins | 6 | 6 | | | | | |
| | M Doi | 6 | 6$^4$ | 6 | | M Doi | 6 | 3 | 5 | | | | | | | | | |
| Q | K Flipkens | 4 | 2 | | 10 | D Collins | 4 | 6 | 7 | | | | | | | | | |
| 10 | D Collins | 6 | 6 | | | | | | | | | | | 10 | D Collins | 7$^7$ | 0 | 6$^3$ |
| 16 | J Teichmann | 7$^7$ | 7 | | | | | | | | | | | | M Vondroušová | 6$^4$ | 6 | 7$^7$ |
| | K Kanepi | 6$^3$ | 5 | | 16 | J Teichmann | 6 | 6 | | | | | | | | | | |
| WC | C Vandeweghe | 1 | 4 | | | M Linette | 2 | 4 | | | | | | | | | | |
| | M Linette | 6 | 6 | | | | | | | 16 | J Teichmann | 4 | 3 | | | | | |
| | A Tomljanović | 2 | 1 | | | | | | | | M Vondroušová | 6 | 6 | | | | | |
| | M Vondroušová | 6 | 6 | | | M Vondroušová | 6 | 6 | | | | | | | | | | |
| | | | | | 4 | A Pavlyuchenkova | 3 | 2 | | | | | | | | | | |

#### Section 4

| First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Third round | Third round | Third round | Third round | Third round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals |
| | | | | 8 | B Andreescu | 4 | 5 | | | | | | | | | | |
| Q | L Cabrera | 2 | 1 | | S Rogers | 6 | 7 | | | | | | | | | | |
| | S Rogers | 6 | 6 | | | | | | | S Rogers | 4 | 7$^7$ | 1 | | | | |
| Q | M Hontama | 6 | 6 | | | | | | Q | M Hontama | 6 | 6$^1$ | 6 | | | | |
| | C Garcia | 3 | 0 | Q | M Hontama | w/o | | | | | | | | | | | |
| | M Brengle | 4 | 3 | 11 | A Kontaveit | | | | | | | | | | | | |
| 11 | A Kontaveit | 6 | 6 | | | | | | | | | | | Q | M Hontama | 3 | 2 |
| 14 | V Azarenka | 6 | 6 | | | | | | | | | | | 2 | G Muguruza | 6 | 6 |
| | S Zhang | 2 | 1 | 14 | V Azarenka | 6 | 4 | 6 | | | | | | | | | |
| WC | H Baptiste | 7 | 6 | WC | H Baptiste | 2 | 6 | 3 | | | | | | | | | |
| | J Paolini | 5 | 3 | | | | | | 14 | V Azarenka | | | | | | | |
| | D Vekić | 3 | 1 | | | | | | 2 | G Muguruza | w/o | | | | | | |
| | A Li | 6 | 6 | | A Li | 4 | 4 | | | | | | | | | | |
| | | | | 2 | G Muguruza | 6 | 6 | | | | | | | | | | |

## Qualifying
### Seeds

* Magdalena Fręch (qualified)
* Beatriz Haddad Maia (qualified)
* Maddison Inglis (qualified)
* Olga Govortsova (qualifying competition, lucky loser)
* Kirsten Flipkens (qualified)
* Kateryna Kozlova (qualified)
* Anna Kalinskaya (qualified)
* Harriet Dart (qualifying competition, lucky loser)
* Rebecca Marino (qualifying competition)
* Katarzyna Kawa (qualifying competition)
* Lizette Cabrera (qualified)
* Asia Muhammad (qualifying competition)
* Mariam Bolkvadze (qualifying competition)
* Mai Hontama (qualified)
* Alycia Parks (first round)
* Priscilla Hon (qualifying competition)

### Qualifiers

* Magdalena Fręch
* Beatriz Haddad Maia
* Maddison Inglis
* Lizette Cabrera
* Kirsten Flipkens
* Kateryna Kozlova
* Anna Kalinskaya
* Mai Hontama

### Lucky losers

* Olga Govortsova
* Harriet Dart

### Draw
#### First qualifier

| First round | First round | First round | First round | First round | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition |
| 1 | Magdalena Fręch | 6$^6$ | 7$^7$ | 7 | | | | |
| | Alexa Glatch | 7$^8$ | 6$^5$ | 5 | | | | |
| | Alexa Glatch | 7$^8$ | 6$^5$ | 5 | 1 | Magdalena Fręch | 6 | 6 |
| | | | | | | Bethanie Mattek-Sands | 2 | 2 |
| | Bethanie Mattek-Sands | 6 | 6 | | | Bethanie Mattek-Sands | 2 | 2 |
| 15 | Alycia Parks | 3 | 4 | | | | | |

#### Second qualifier

| First round | First round | First round | First round | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition |
| 2 | Beatriz Haddad Maia | 6 | 6 | | | | |
| | Nadiia Kichenok | 1 | 1 | | | | |
| | Nadiia Kichenok | 1 | 1 | 2 | Beatriz Haddad Maia | 6 | 6 |
| | | | | 10 | Katarzyna Kawa | 4 | 2 |
| WC | Ingrid Neel | 3 | 4 | 10 | Katarzyna Kawa | 4 | 2 |
| 10 | Katarzyna Kawa | 6 | 6 | | | | |

#### Third qualifier

| First round | First round | First round | First round | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition |
| 3 | Maddison Inglis | 6 | 6 | | | | | |
| WC | Julia Lohoff | 2 | 2 | | | | | |
| WC | Julia Lohoff | 2 | 2 | 3 | Maddison Inglis | 6$^2$ | 6 | 7$^7$ |
| | | | | 12 | Asia Muhammad | 7$^7$ | 4 | 6$^3$ |
| | Ena Shibahara | 0 | 4 | 12 | Asia Muhammad | 7$^7$ | 4 | 6$^3$ |
| 12 | Asia Muhammad | 6 | 6 | | | | | |

#### Fourth qualifier

| First round | First round | First round | First round | First round | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition |
| 4 | Olga Govortsova | 6 | 6 | | | | | |
| WC | Adesuwa Osabuohien | 3 | 2 | | | | | |
| WC | Adesuwa Osabuohien | 3 | 2 | | 4 | Olga Govortsova | 4 | 0 |
| | | | | | 11 | Lizette Cabrera | 6 | 6 |
| | Tara Moore | 1 | 7$^7$ | 2 | 11 | Lizette Cabrera | 6 | 6 |
| 11 | Lizette Cabrera | 6 | 6$^4$ | 6 | | | | |

#### Fifth qualifier

| First round | First round | First round | First round | First round | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition |
| 5 | Kirsten Flipkens | 6 | 6 | | | | | | |
| WC | Madison Beckham | 0 | 0 | | | | | | |
| WC | Madison Beckham | 0 | 0 | | 5 | Kirsten Flipkens | 6 | 6$^2$ | 6 |
| | | | | | 9 | Rebecca Marino | 4 | 7$^7$ | 4 |
| | Catherine Harrison | 6 | 3 | 2 | 9 | Rebecca Marino | 4 | 7$^7$ | 4 |
| 9 | Rebecca Marino | 3 | 6 | 6 | | | | | |

#### Sixth qualifier

| First round | First round | First round | First round | First round | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition |
| 6 | Kateryna Kozlova | 6 | 6 | | | | | | |
| | Nicole Melichar-Martinez | 4 | 4 | | | | | | |
| | Nicole Melichar-Martinez | 4 | 4 | | 6 | Kateryna Kozlova | 6 | 6$^4$ | 6 |
| | | | | | 16/PR | Priscilla Hon | 2 | 7$^7$ | 3 |
| | Ulrikke Eikeri | 1 | 7$^7$ | 4 | 16/PR | Priscilla Hon | 2 | 7$^7$ | 3 |
| 16/PR | Priscilla Hon | 6 | 6$^3$ | 6 | | | | | |

#### Seventh qualifier

| First round | First round | First round | First round | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition |
| 7 | Anna Kalinskaya | 7$^9$ | 6 | | | | |
| | Whitney Osuigwe | 6$^7$ | 3 | | | | |
| | Whitney Osuigwe | 6$^7$ | 3 | 7 | Anna Kalinskaya | 6 | 6 |
| | | | | 13 | Mariam Bolkvadze | 2 | 1 |
| | Bárbara Gatica | 2 | 1 | 13 | Mariam Bolkvadze | 2 | 1 |
| 13 | Mariam Bolkvadze | 6 | 6 | | | | |

#### Eighth qualifier

| First round | First round | First round | First round | Qualifying competition | Qualifying competition | Qualifying competition | Qualifying competition |
| 8 | Harriet Dart | 7 | 6 | | | | |
| | Quinn Gleason | 5 | 2 | | | | |
| | Quinn Gleason | 5 | 2 | 8 | Harriet Dart | 5 | 6$^3$ |
| | | | | 14 | Mai Hontama | 7 | 7$^7$ |
| | Emina Bektas | 2 | 5 | 14 | Mai Hontama | 7 | 7$^7$ |
| 14 | Mai Hontama | 6 | 7 | | | | |