2021 Chicago Fall Tennis Classic

The 2021 Chicago Fall Tennis Classic was a WTA tournament organised for female professional tennis players on outdoor hard courts due to the cancellation of the Asian tournaments because of the ongoing COVID-19 pandemic. It was the 1st edition of the event and took place at XS Tennis and Education Foundation in Chicago, United States from 27 September to 3 October 2021.

Singles

 * 🇪🇸 Garbiñe Muguruza def. 🇹🇳 Ons Jabeur, 3–6, 6–3, 6–0

Doubles

 * 🇨🇿 Květa Peschke / 🇩🇪 Andrea Petkovic def. 🇺🇸 Caroline Dolehide / 🇺🇸 CoCo Vandeweghe, 6–3, 6–1

Seeds

 * Rankings are as of September 20, 2021.

Other entrants
The following players received wildcard s into the singles main draw:
 * 🇺🇸 Hailey Baptiste
 * 🇧🇪 Kim Clijsters
 * 🇺🇸 Caroline Dolehide
 * 🇺🇸 CoCo Vandeweghe

The following players received entry from the qualifying draw:
 * 🇦🇺 Lizette Cabrera
 * 🇧🇪 Kirsten Flipkens
 * 🇵🇱 Magdalena Fręch
 * 🇧🇷 Beatriz Haddad Maia
 * 🇯🇵 Mai Hontama
 * 🇦🇺 Maddison Inglis
 * 🇷🇺 Anna Kalinskaya
 * 🇺🇦 Kateryna Kozlova

The following players received entry as lucky losers:
 * 🇬🇧 Harriet Dart
 * 🇧🇾 Olga Govortsova

Withdrawals

 * Before the tournament
 * 🇷🇴 Sorana Cîrstea → replaced by Hsieh Su-wei
 * 🇺🇸 Coco Gauff → replaced by 🇺🇸 Ann Li
 * 🇷🇺 Daria Kasatkina → replaced by 🇺🇸 Amanda Anisimova
 * 🇺🇸 Sofia Kenin → replaced by 🇩🇪 Andrea Petkovic
 * 🇬🇧 Johanna Konta → replaced by 🇺🇸 Madison Brengle
 * 🇨🇿 Petra Kvitová → replaced by 🇯🇵 Misaki Doi
 * Petra Martić → replaced by 🇨🇴 Camila Osorio
 * Jeļena Ostapenko → replaced by 🇬🇧 Harriet Dart
 * 🇨🇿 Karolína Plíšková → replaced by 🇪🇪 Kaia Kanepi
 * 🇺🇸 Alison Riske → replaced by 🇮🇹 Jasmine Paolini
 * 🇧🇾 Aryna Sabalenka → replaced by 🇺🇸 Sloane Stephens
 * Maria Sakkari → replaced by 🇧🇾 Olga Govortsova
 * 🇷🇺 Elena Vesnina → replaced by 🇨🇿 Marie Bouzková


 * During the tournament
 * 🇧🇾 Victoria Azarenka
 * 🇪🇪 Anett Kontaveit
 * 🇨🇿 Markéta Vondroušová

Seeds

 * 1 Rankings as of September 20, 2021.

Other entrants
The following pairs received wildcard s into the doubles main draw:
 * 🇺🇸 Hailey Baptiste / 🇺🇸 Whitney Osuigwe
 * 🇧🇪 Kim Clijsters / 🇧🇪 Kirsten Flipkens
 * 🇺🇸 Caroline Dolehide / 🇺🇸 CoCo Vandeweghe

The following pair received entry into the doubles main draw using a protected ranking:
 * 🇺🇸 Ingrid Neel / 🇦🇺 Anastasia Rodionova

Withdrawals

 * Before the tournament
 * 🇺🇦 Lyudmyla Kichenok / Jeļena Ostapenko → replaced by 🇵🇱 Magdalena Fręch / 🇵🇱 Katarzyna Kawa
 * 🇺🇦 Marta Kostyuk / 🇺🇦 Dayana Yastremska → replaced by 🇺🇦 Lyudmyla Kichenok / 🇺🇦 Marta Kostyuk
 * 🇺🇸 Jamie Loeb / 🇸🇰 Tereza Mihalíková → replaced by 🇬🇧 Harriet Dart / 🇸🇰 Tereza Mihalíková