Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| Challenger Calgary | 2020/02/28 21:55 | Maxime Cressy v Yusuke Takahashi | 4-6,7-6,6-4 |
| Challenger Calgary | 2020/02/27 17:00 | Tobias Simon v Yusuke Takahashi | 4-6,6-7 |
| Challenger Calgary | 2020/02/26 01:25 | Yusuke Takahashi v Tatsuma Ito | 6-3,6-3 |
| Challenger Calgary | 2020/02/24 19:25 | Yusuke Takahashi v Quentin Robert | 6-4,6-4 |
| Challenger Drummondville | 2020/02/16 16:20 | Liam Caruana v Yusuke Takahashi | 7-5,6-3 |
| ITF M25 Nonthaburi | 2020/01/30 02:30 | Chun Hsin Tseng v Yusuke Takahashi | 1-6,6-4,7-6 |
| ITF M25 Nonthaburi | 2020/01/28 06:15 | Krittin Koaykul v Yusuke Takahashi | 1-6,3-6 |
| Challenger Pune | 2019/11/13 09:30 | Steven Diez v Yusuke Takahashi | 6-2,6-2 |