| ITF - Tainan W25 | 2023/06/13 03:50 | Irina Fetecau v Madeleine Jessup | 6-1,6-1 |
| ITF - Tainan W25 | 2023/06/12 02:00 | Madeleine Jessup v Yu Hua Cheng | 6-1,6-3 |
| ITF - Fukui W15 | 2023/04/25 02:00 | Mio Mushika v Madeleine Jessup | 6-1,6-3 |
| ITF - Osaka W25 | 2023/04/18 01:00 | Nanari Katsumi v Madeleine Jessup | 6-4,0-6,1-10 |
| ITF - Sharm El Sheikh W15 | 2022/11/03 12:40 | BoYoung Jeong v Madeleine Jessup | 7-5,6-0 |
| ITF - Sharm El Sheikh W15 | 2022/11/02 11:05 | Madeleine Jessup v Nahia Berecoechea | 6-4,6-4 |
| ITF - Sharm El Sheikh W15 | 2022/10/28 08:00 | Madeleine Jessup v Andre Lukosiute | 5-7,3-6 |
| ITF - Sharm El Sheikh W15 | 2022/10/27 08:00 | Han Shi v Madeleine Jessup | 4-6,2-6 |