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)

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