Head to Head
| ITF W100 Bonita Springs | 2023/05/07 17:25 | Ann Li v Kayla Day | 2-6,2-6 |
| WTA Charleston | 2023/04/02 15:35 | Ann Li v Kayla Day | 2-6,4-6 |
| ITF Women Tyler | 2018/10/31 15:00 | Ann Li v Kayla Day | 2-6,5-7 |
Home History
| WTA San Diego | 2024/02/24 19:25 | Kayla Day v Madison Sieg | 6-3,6-3 |
| WTA Mumbai | 2024/02/05 12:20 | Kayla Day v Sahaja Yamalapalli | 4-6,6-1,4-6 |
| Australian Open Women | 2024/01/15 00:00 | Kayla Day v Viktoriya Tomova | 4-6,2-6 |
| WTA Hobart | 2024/01/06 00:00 | Kayla Day v Viktoriya Tomova | 6-3,0-6,3-6 |
| WTA Auckland | 2024/01/02 05:15 | Yue Yuan v Kayla Day | 7-6,6-7,6-1 |
| ITF W80 Tyler | 2023/10/29 18:00 | Emma Navarro v Kayla Day | 6-3,6-4 |
| ITF W80 Tyler | 2023/10/28 17:45 | Ayana Akli v Kayla Day | 2-6,5-7 |
| ITF W80 Tyler | 2023/10/27 19:20 | Maria Kozyreva v Kayla Day | 4-6,4-6 |
Away History
| WTA San Diego | 2024/02/24 21:05 | Alyssa Ahn v Ann Li | 5-7,5-7 |
| ITF W50 Morelia | 2024/02/13 23:00 | Ann Li v Irene Burillo Escorihuela | 4-6,6-1,3-6 |
| ITF W100 Irapuato | 2024/02/06 19:00 | Adriana Reami v Ann Li | 6-2,6-1 |
| ITF W75 Rome (GA) | 2024/01/31 19:05 | Ann Li v Elizabeth Ionescu | 0-6,3-6 |
| Australian Open Women | 2024/01/11 05:00 | Ann Li v Daria Snigur | 4-6,2-6 |
| Australian Open Women | 2024/01/10 01:50 | Ann Li v Tereza Martincova | 6-7,6-4,6-4 |
| WTA Canberra | 2023/12/31 06:50 | Petra Hule v Ann Li | 7-5,6-7,6-4 |
| ITF W100 Charleston | 2023/11/10 19:00 | Ann Li v Renata Zarazua | 4-6,1-6 |