[123] Caroline Dolehide 6-7,6-1,0-6 Kayla Day [183] 2023-03-28 22:55
Stadium: Stadium Round: 28 Ground: Clay
Head to Head
| WTA San Jose | 2022/08/02 17:00 | Kayla Day v Caroline Dolehide | 6-7,4-6 |
| ITF W60 Honolulu | 2019/07/12 20:00 | Kayla Day v Caroline Dolehide | 7-5,3-6,1-6 |
| ITF Women Midland | 2017/01/31 16:45 | Kayla Day v Caroline Dolehide | 6-3,7-5 |
Home History
| WTA Indian Wells | 2023/03/07 20:20 | Rebecca Peterson v Caroline Dolehide | 7-5,7-6 |
| WTA Indian Wells | 2023/03/06 23:10 | Caroline Dolehide v Harriet Dart | 6-1,6-2 |
| WTA Monterrey | 2023/03/03 20:30 | Lin Zhu v Caroline Dolehide | 6-3,6-2 |
| WTA Monterrey | 2023/03/02 03:00 | Caroline Dolehide v Anna Karolina Schmiedlova | 6-2,6-4 |
| WTA Monterrey | 2023/02/27 18:00 | Caroline Dolehide v Jule Niemeier | 6-1,6-0 |
| WTA Monterrey | 2023/02/26 17:00 | Caroline Dolehide v Marcela Zacarias | 6-4,7-5 |
| WTA Monterrey | 2023/02/25 18:25 | Laura Pigossi v Caroline Dolehide | 2-6,4-6 |
| WTA Merida | 2023/02/18 18:45 | Lesia Tsurenko v Caroline Dolehide | 6-2,6-4 |
Away History
| 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 |
| ITF W25 Orlando | 2023/01/25 14:30 | Kayla Day v Ashley Lahey | 6-3,6-2 |