Stadium: 3 Round: 2
| Billie Jean King Cup | 2023/07/27 02:00 | Jessup, Madeleine v Amna Ali Qayum | 6-0,6-0 |
| Billie Jean King Cup | 2023/07/26 03:05 | Jessup, Madeleine v Fremont Gibson | 6-2,6-1 |
| UTR - Série Pro Tennis - Taipei - Femmes | 2023/07/20 04:30 | Jessup, Madeleine v Daria Lodikova | 3-6,1-4 |
| UTR - Série Pro Tennis - Taipei - Femmes | 2023/07/19 01:00 | Choo, Deanne v Jessup, Madeleine | 1-6,3-6 |
| UTR - Série Pro Tennis - Taipei - Femmes | 2023/07/18 01:00 | Hsuan Huang v Jessup, Madeleine | 3-6,2-6 |
| ITF W25 Tainan | 2023/06/13 03:50 | Irina Fetecau v Jessup, Madeleine | 6-1,6-1 |
| ITF W25 Tainan | 2023/06/12 02:00 | Jessup, Madeleine v Yu Hua Cheng | 6-1,6-3 |
| ITF - W15 Fukui | 2023/04/25 02:00 | Mio Mushika v Jessup, Madeleine | 6-1,6-3 |
| Billie Jean King Cup | 2023/07/27 03:20 | Ho Ching Wu v Sue Yan Tan | 4-6,3-6 |
| Billie Jean King Cup | 2023/07/26 03:05 | Ho Ching Wu v Sarah Ibrahim Khan | 6-0,6-1 |
| Billie Jean King Cup | 2023/07/25 03:15 | Ho Ching Wu v Fremont Gibson | 6-2,6-1 |
| Billie Jean King Cup | 2023/07/24 03:50 | Ho Ching Wu v Lee, Carol Youngsuh | 4-6,3-6 |
| ITF W40 Hong Kong | 2023/07/05 02:00 | Ho Ching Wu v Nana Kawagishi | 6-2,4-6,6-3 |
| Hong Kong, Simples W-ITF-HKG-01B | 2023/06/28 05:30 | Haruka Kaji v Ho Ching Wu | 2-6,6-4,6-1 |
| ITF - W15 Nakhon Si Thammarat | 2023/06/13 03:30 | Anna Sedysheva v Ho Ching Wu | 6-2,6-7,6-3 |
| ITF - W15 Nakhon Si Thammarat | 2023/06/09 02:00 | Ho Ching Wu v Chanta, Aunchisa | 6-2,2-6,1-6 |