Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| ITF - W25 El Espinar | 2023/07/25 11:05 | Ena Shibahara v Rasheeda McAdoo | 6-3,7-6 |
| ITF - W40 Porto | 2023/07/19 14:50 | Ena Shibahara v Lina Glushko | 3-6,4-6 |
| ITF - W40 Porto | 2023/07/18 14:45 | Ena Shibahara v Fangran Tian | 6-4,5-7,6-4 |
| WTA - Štrasburg | 2023/05/20 12:55 | Zhuoxuan Bai v Ena Shibahara | 6-2,6-2 |
| ITF - W25 Alaminos-Larnaca | 2023/05/04 07:40 | Raluca Georgiana Serban v Ena Shibahara | 6-2,6-0 |
| ITF - W25 Alaminos-Larnaca | 2023/05/03 09:20 | Maria Siopacha v Ena Shibahara | 0-6,7-5,2-6 |
| ITF - W25 Alaminos-Larnaca | 2023/05/01 09:55 | Ena Shibahara v Janika K Alzugaray | 6-2,6-3 |
| ITF - W25 Boca Raton | 2023/04/11 14:00 | Taylor Ng v Ena Shibahara | 7-5,4-6,14-16 |
| ITF - W25 El Espinar | 2023/07/24 14:00 | Jenna Defalco v Anna Brogan | 2-6,6-4,2-6 |
| ITF - W25 Roehampton | 2023/07/20 11:20 | Anna Brogan v Asia Muhammad | 2-6,4-6 |
| ITF - W25 Roehampton | 2023/07/19 14:55 | Anna Brogan v Ranah Akua Stoiber | 6-4,6-4 |
| ITF - W25 Roehampton | 2023/07/18 08:30 | Anna Brogan v Anastasia Piangerelli | 6-1,6-0 |
| Wimbledon - ženy | 2023/06/29 13:10 | Anna Brogan v Zhuoxuan Bai | 3-6,0-6 |
| Wimbledon - ženy | 2023/06/28 16:35 | Diana Shnaider v Anna Brogan | 3-6,6-7 |
| Wimbledon - ženy | 2023/06/27 15:15 | Victoria Jimenez Kasintseva v Anna Brogan | 6-4,5-7,3-6 |
| ITF - W100 Ilkley | 2023/06/21 14:20 | Katrina Scott v Anna Brogan | 7-5,3-6,6-1 |