Stadium: Court 7 Round: 25 Ground: Hardcourt outdoor
| Osaka, Japon | 2019/09/14 01:00 | Katarzyna Kawa v Hibi, Mayo | 6-4,2-6,6-4 |
| Hiroshima, Japon | 2019/09/09 02:30 | Viktoriya Tomova v Hibi, Mayo | 4-6,6-4,6-2 |
| Hiroshima, Japon | 2019/09/08 02:00 | Himari Sato v Hibi, Mayo | 1-6,2-6 |
| New Haven, USA | 2019/09/04 16:15 | Anna Blinkova v Hibi, Mayo | 5-7,6-3,6-2 |
| New Haven, USA | 2019/09/02 14:00 | Hibi, Mayo v Lizette Cabrera | 6-4,7-5 |
| New York, USA | 2019/08/17 16:55 | Kaia Kanepi v Hibi, Mayo | 6-3,6-4 |
| WTA San Jose | 2019/07/31 18:00 | Hibi, Mayo v Maria Sakkari | 6-4,4-6,2-6 |
| WTA San Jose | 2019/07/29 18:40 | Timea Babos v Hibi, Mayo | 2-6,6-3,6-7 |
| ITF W80 Macon | 2019/10/24 17:30 | Lao, Danielle v Ann Li | 6-2,6-4 |
| ITF W80 Macon | 2019/10/23 20:00 | Anhzelika Isaeva v Ann Li | 3-6,1-6 |
| ITF W60 Templeton | 2019/09/25 17:00 | Ann Li v Catherine Harrison | 7-5,4-6,3-6 |
| New Haven, USA | 2019/09/05 14:00 | Parmentier, Pauline v Ann Li | 6-4,4-6,7-5 |
| New Haven, USA | 2019/09/04 14:00 | Ann Li v Bolsova Zadoinov, Aliona | 2-6,6-4,6-2 |
| New Haven, USA | 2019/09/03 15:35 | Dalila Jakupovic v Ann Li | 4-6,1-6 |
| US Open Women | 2019/08/21 17:35 | Stojanovic, Nina v Ann Li | 6-4,7-6 |
| US Open Women | 2019/08/19 19:20 | Ann Li v Anhelina Kalinina | 6-0,6-3 |