Head to Head
| ITF Women Tyler | 2018/10/31 15:00 | Ann Li v Kayla Day | 2-6,5-7 |
Home History
| WTA Charleston | 2023/04/01 17:35 | Tamara Korpatsch v Ann Li | 6-2,2-6,1-6 |
| WTA Indian Wells | 2023/03/08 19:00 | Ann Li v Anna Blinkova | 1-6,2-6 |
| WTA Austin | 2023/02/27 18:00 | Anna Blinkova v Ann Li | 6-4,6-4 |
| WTA Austin | 2023/02/26 18:40 | Nao Hibino v Ann Li | 1-6,6-3,4-6 |
| WTA Austin | 2023/02/25 16:00 | Ellen Perez v Ann Li | 6-7,2-6 |
| ITF W60 Orlando | 2023/02/09 17:00 | Sabine Lisicki v Ann Li | 7-6,6-3 |
| ITF W60 Orlando | 2023/02/07 17:45 | Irina Falconi v Ann Li | 3-6,1-6 |
| ITF W60 Rome GA | 2023/02/02 16:00 | Ann Li v Lulu Sun | 4-6,6-3,4-6 |
Away History
| WTA Charleston | 2023/04/01 18:45 | Gabriela Lee v Kayla Day | 2-6,6-7 |
| ITF W25 Fredericton | 2023/03/08 22:00 | Kayla Day v Gabriela Knutson | 4-6,1-6 |
| WTA Austin | 2023/02/25 19:25 | Kayla Day v Elina Avanesyan | 6-7,4-6 |
| ITF W60 Irapuato | 2023/02/17 01:00 | Kayla Day v Nadia Podoroska | 5-7,2-6 |
| ITF W60 Irapuato | 2023/02/16 03:55 | Jamie Loeb v Kayla Day | 3-6,3-6 |
| ITF W60 Rome GA | 2023/02/01 17:30 | Kayla Day v Robin Montgomery | 6-7,6-7 |
| ITF W25 Orlando | 2023/01/27 16:15 | Kayla Day v Peyton Stearns | 3-6,0-6 |
| ITF W25 Orlando | 2023/01/26 17:00 | Kayla Day v Kayla Cross | 6-3,6-0 |