Stadium: Court 11 Round: 23 Ground: Hardcourt outdoor
| WTA Chicago | 2021/08/23 16:00 | Ann Li v Alize Cornet | 7-6,0-6,4-6 |
| WTA Chicago | 2021/08/21 16:00 | Ann Li v Clara Tauson | 6-7,1-6 |
| WTA Chicago | 2021/08/20 16:00 | Zarina Diyas v Ann Li | 4-6,6-2,3-6 |
| WTA Chicago | 2021/08/18 22:30 | Oceane Dodin v Ann Li | 3-6,1-6 |
| WTA Chicago | 2021/08/16 22:15 | Whitney Osuigwe v Ann Li | 3-6,4-6 |
| WTA Montreal | 2021/08/08 17:00 | Ann Li v Oceane Dodin | 1-6,4-6 |
| WTA Montreal | 2021/08/07 18:45 | Ann Li v Kupres, Mia | 6-1,6-3 |
| Wimbledon Women | 2021/06/29 10:00 | Ann Li v Nadia Podoroska | 4-6,6-7 |
| US Open Women | 2021/08/27 16:35 | Kucova, Kristina v Katie Boulter | 5-7,6-2,4-6 |
| US Open Women | 2021/08/26 18:00 | Kucova, Kristina v Hanna Chang | 7-5,7-6 |
| US Open Women | 2021/08/25 15:00 | Kucova, Kristina v Daniela Seguel | 6-3,6-2 |
| WTA Chicago | 2021/08/16 17:25 | Kucova, Kristina v Harriet Dart | 6-2,4-6,4-6 |
| WTA - Cluj-Napoca | 2021/08/06 09:00 | Sherif, M. v Kucova, Kristina | 6-3,6-1 |
| WTA - Cluj-Napoca | 2021/08/05 09:25 | Irina Maria Bara v Kucova, Kristina | 6-2,6-7,6-7 |
| WTA - Cluj-Napoca | 2021/08/03 07:30 | Cagla Buyukakcay v Kucova, Kristina | 1-6,1-6 |
| WTA Gdynia | 2021/07/25 15:00 | Zanevska, Maryna v Kucova, Kristina | 6-4,7-6 |