Stadium: Court 1 Round: 25 Ground: Clay
| ITF W100 Bonita Springs | 2023/05/06 16:55 | Caroline Dolehide v Kayla Day | 6-7,6-1,0-6 |
| ITF W100 Bonita Springs | 2023/05/05 16:40 | Kaitlin Quevedo v Caroline Dolehide | 0-6,0-6 |
| ITF W100 Bonita Springs | 2023/05/04 19:00 | Louisa Chirico v Caroline Dolehide | 4-6,4-6 |
| ITF W100 Bonita Springs | 2023/05/03 21:25 | Yulia Starodubtsewa v Caroline Dolehide | 4-6,4-6 |
| ITF W60 Charlottesville | 2023/04/29 17:25 | Ashlyn Krueger v Caroline Dolehide | 6-4,7-5 |
| ITF W60 Charlottesville | 2023/04/28 17:30 | Renata Zarazua v Caroline Dolehide | 3-6,3-6 |
| ITF W60 Charlottesville | 2023/04/27 15:50 | Marcela Zacarias v Caroline Dolehide | 0-6,2-6 |
| ITF W60 Charlottesville | 2023/04/26 13:50 | Liv Hovde v Caroline Dolehide | 6-3,4-6,1-6 |
| ITF W100 Bonita Springs | 2023/05/01 16:05 | Yuki Naito v Kaitlin Quevedo | 2-6,6-7 |
| ITF W60 Charlottesville | 2023/04/26 14:00 | Maria Lourdes Carle v Yuki Naito | 6-4,6-2 |
| ITF W60 Charlottesville | 2023/04/24 20:50 | Yuki Naito v Christina Rosca | 6-2,6-1 |
| ITF W25 Zephyrhills | 2023/04/20 13:55 | Yuki Naito v Allura Zamarripa | 7-6,4-6,0-6 |
| ITF W25 Zephyrhills | 2023/04/18 17:45 | Yuki Naito v Samantha Crawford | 6-2,7-5 |
| ITF W25 Osaka | 2023/04/12 09:05 | Ya-Hsuan Lee v Yuki Naito | 6-4,6-7,6-1 |
| ITF W60 Canberra | 2023/03/23 22:30 | Yuki Naito v Alana Parnaby | 4-6,7-5,1-6 |
| ITF W60 Canberra | 2023/03/21 00:00 | Yuki Naito v Alexandra Osborne | 2-6,6-0,6-4 |