Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
| ITF - W100 Takasaki | 2023/11/21 00:55 | Eudice Chong v Ena Shibahara | 2-6,4-6 |
| ITF - W100 Takasaki | 2023/11/20 02:55 | Ena Shibahara v Ksenia Zaytseva | 6-1,7-6 |
| ITF - W100 Takasaki | 2023/11/13 02:25 | Sijia Wei v Ena Shibahara | 6-2,3-6,6-2 |
| WTA - Zhengzhou | 2023/10/07 04:25 | Tamara Korpatsch v Ena Shibahara | 7-5,6-2 |
| WTA - Tokyo | 2023/09/23 06:40 | Ena Shibahara v Ellen Perez | 6-3,2-6,3-6 |
| WTA - Guadalajara | 2023/09/17 19:05 | Karolina Pliskova v Ena Shibahara | 7-5,6-2 |
| WTA - Guadalajara | 2023/09/16 19:30 | Sachia Vickery v Ena Shibahara | 2-6,3-6 |
| WTA - Guadalajara | 2023/09/15 20:25 | Ena Shibahara v Whitney Osuigwe | 6-1,6-3 |
| ITF - W100 Takasaki | 2023/11/17 06:00 | Sijia Wei v Ena Koike | 6-4,6-3 |
| ITF - W100 Takasaki | 2023/11/16 03:40 | Ayano Shimizu v Ena Koike | 5-7,2-6 |
| ITF - W100 Takasaki | 2023/11/15 01:00 | Ena Koike v Nao Hibino | 6-4,7-5 |
| ITF - W100 Takasaki | 2023/11/13 06:30 | Ena Koike v Erika Sema | 6-4,6-4 |
| ITF - W100 Takasaki | 2023/11/13 00:55 | Joanna Garland v Ena Koike | 6-7,6-3,1-6 |
| ITF - W60 Rome, GA | 2023/10/04 18:35 | Raveena Kingsley v Ena Koike | 6-7,6-3,6-2 |
| ITF - W60 Rome, GA | 2023/10/03 14:00 | Sara Daavettila v Ena Koike | 7-5,3-6,6-7 |
| ITF - W60 Rome, GA | 2023/10/02 16:30 | Adaugo Ukaegbu v Ena Koike | 1-6,0-6 |