Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| WTA New Haven | 2019/09/03 15:35 | Dalila Jakupovic v Ann Li | 4-6,1-6 |
| US Open Women | 2019/08/21 17:35 | Nina Stojanovic v Ann Li | 6-4,7-6 |
| US Open Women | 2019/08/19 19:20 | Ann Li v Anhelina Kalinina | 6-0,6-3 |
| ITF W60 Concord | 2019/08/17 20:00 | Caroline Dolehide v Ann Li | 6-3,7-5 |
| ITF W60 Concord | 2019/08/16 19:30 | Usue Maitane Arconada v Ann Li | 6-2,1-6,4-6 |
| ITF W60 Concord | 2019/08/15 15:00 | Ann Li v Magdalena Frech | 6-3,6-2 |
| ITF W60 Concord | 2019/08/14 17:45 | En Shuo Liang v Ann Li | 2-6,3-6 |
| ITF W60 Concord | 2019/08/13 19:20 | Ann Li v Elizabeth Halbauer | 6-0,6-7,7-6 |
| US Open Women | 2019/08/29 18:40 | Sorana Cirstea v Aliona Bolsova Zadoinov | 3-6,6-4,6-2 |
| US Open Women | 2019/08/27 23:15 | Aliona Bolsova Zadoinov v Barbora Strycova | 6-3,0-6,6-1 |
| WTA New York | 2019/08/16 14:00 | Astra Sharma v Aliona Bolsova Zadoinov | 3-6,6-1,6-1 |
| WTA Bucharest | 2019/07/15 12:30 | Aliona Bolsova Zadoinov v Varvara Flink | 6-3,6-2 |
| WTA Bastad | 2019/07/10 09:00 | Danka Kovinic v Aliona Bolsova Zadoinov | 6-4,6-2 |
| WTA Bastad | 2019/07/08 11:25 | Paula Ormaechea v Aliona Bolsova Zadoinov | 3-6,0-6 |
| Wimbledon Women | 2019/06/25 16:20 | Aliona Bolsova Zadoinov v Cori Gauff | 3-6,4-6 |
| WTA Mallorca | 2019/06/17 11:35 | Aliona Bolsova Zadoinov v Tereza Martincova | 7-6,4-6,3-6 |