Stadium: Court 4 Round: 25 Ground: Hardcourt indoor
| UTR - Pro Atlanta - Dames | 2023/10/29 13:00 | Maria F Navarro Oliva v Najah Dawson | 4-6,6-3,6-0 |
| UTR - Pro Atlanta - Dames | 2023/10/28 13:00 | Maria F Navarro Oliva v Mia Robinson | 6-2,5-3 |
| UTR - Pro Atlanta - Dames | 2023/10/26 17:30 | Maria F Navarro Oliva v Mansi Vadyala | 6-2,6-1 |
| UTR - Pro Atlanta - Dames | 2023/10/25 18:34 | Maria F Navarro Oliva v Lilian Poling | 7-6,2-6,5-7 |
| UTR - Pro Atlanta - Dames | 2023/10/24 16:00 | Maria F Navarro Oliva v Conley Raidt | 6-2,6-4 |
| UTR - Pro Atlanta - Dames | 2023/10/23 19:00 | Maria F Navarro Oliva v Emily Baek | 6-3,6-4 |
| ITF - W25 Redding | 2023/10/04 20:40 | Maria Mateas v Maria F Navarro Oliva | 6-3,6-2 |
| WTA - Guadalajara | 2023/09/15 17:25 | Maria F Navarro Oliva v Maria Mateas | 1-6,2-6 |
| ITF - W15 Norman | 2023/10/31 15:00 | Madeleine Jessup v Mckenna Schaefbauer | 6-2,6-4 |
| ITF - W15 Jackson | 2023/10/18 16:50 | Madeleine Jessup v Ania Hertel | 3-6,2-6 |
| Billie Jean King Cup | 2023/07/29 03:55 | Erin Routliffe v Madeleine Jessup | 3-6,5-7 |
| Billie Jean King Cup | 2023/07/28 05:10 | Madeleine Jessup v Ho Ching Wu | 6-4,5-7,3-6 |
| Billie Jean King Cup | 2023/07/27 02:00 | Madeleine Jessup v Amna Ali Qayum | 6-0,6-0 |
| Billie Jean King Cup | 2023/07/26 03:05 | Madeleine Jessup v Fremont Gibson | 6-2,6-1 |
| UTR - Pro Taipei - Dames | 2023/07/20 04:30 | Madeleine Jessup v Daria Lodikova | 3-6,1-4 |
| UTR - Pro Taipei - Dames | 2023/07/19 01:00 | Deanne Choo v Madeleine Jessup | 1-6,3-6 |