2021 Chicago Fall Tennis Classic – Singles
| Singles | |
|---|---|
| 2021 Chicago Fall Tennis Classic | |
| Champion | Garbiñe Muguruza |
| Runner-up | Ons Jabeur |
| Score | 3–6, 6–3, 6–0 |
| Draw | 56 |
| Seeds | 16 |
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.