Stadium: Court 2 Round: 45 Ground: Hardcourt outdoor
| Challenger Shenzhen | 2023/10/17 06:40 | James Duckworth v Yusuke Takahashi | 6-3,6-2 |
| ITF M25 Takasaki | 2023/09/19 02:30 | Hiroyasu Ehara v Yusuke Takahashi | 7-5,6-4 |
| ITF M25 Sapporo | 2023/09/12 02:00 | Yusuke Takahashi v Kazuma Kawachi | 6-4,3-6,2-6 |
| Challenger Shanghai | 2023/09/04 04:30 | Yan Bai v Yusuke Takahashi | 6-2,6-4 |
| Challenger Zhangjiagang | 2023/09/01 05:55 | Mikalai Haliak v Yusuke Takahashi | 6-4,6-4 |
| Challenger Zhangjiagang | 2023/08/31 04:40 | Stefanos Sakellaridis v Yusuke Takahashi | 3-6,1-6 |
| Challenger Zhangjiagang | 2023/08/29 12:20 | Jie Cui v Yusuke Takahashi | 2-6,2-6 |
| Challenger Zhangjiagang | 2023/08/28 09:15 | Yusuke Takahashi v Yan Bai | 2-6,1-6 |
| ITF M15 Monastir | 2023/05/10 11:45 | Shohei Chikami v Daniil Glinka | 6-2,1-6,0-6 |
| ITF M15 Monastir | 2023/05/03 11:00 | Shohei Chikami v Youssef Labbene | 7-5,3-6,6-7 |
| ITF M15 Monastir | 2023/04/27 12:30 | Shohei Chikami v Max Wiskandt | 2-6,1-6 |
| ITF M15 Monastir | 2023/04/25 10:10 | Aleksi Lofman v Shohei Chikami | 6-1,3-6,5-7 |
| ITF M25 Kashiwa | 2023/04/03 02:30 | Kazuma Kawachi v Shohei Chikami | 7-6,6-4 |
| ITF M25 Kashiwa | 2023/04/02 02:30 | Mao Takada v Shohei Chikami | 0-6,2-6 |
| ITF M25 Tsukuba | 2023/03/27 07:35 | Kaito Uesugi v Shohei Chikami | 5-7,6-1,10-5 |
| ITF M25 Tsukuba | 2023/03/27 00:30 | Krittin Koaykul v Shohei Chikami | 1-6,3-6 |