Stadium: Court 4 Round: 14 Ground: Hardcourt outdoor
| Challenger Matsuyama | 2023/11/06 01:00 | Naoki Nakagawa v Yusuke Takahashi | 6-3,6-2 |
| ITF M25 Champaign | 2021/07/29 19:05 | Naoki Nakagawa v Yusuke Takahashi | 6-3,6-4 |
| ITF M25 Tay Ninh | 2019/10/03 02:00 | Yusuke Takahashi v Naoki Nakagawa | 6-4,6-3 |
| ITF USA F6 | 2017/02/02 15:00 | Yusuke Takahashi v Naoki Nakagawa | 6-7,3-6 |
| Challenger Kobe | 2023/11/13 04:35 | Yusuke Takahashi v August Holmgren | 4-6,4-6 |
| Challenger Matsuyama | 2023/11/06 01:00 | Naoki Nakagawa v Yusuke Takahashi | 6-3,6-2 |
| Challenger Matsuyama | 2023/11/05 04:10 | Yusuke Kusuhara v Yusuke Takahashi | 2-6,2-6 |
| Challenger Sydney | 2023/10/31 02:20 | Dane Sweeny v Yusuke Takahashi | 4-6,6-3,7-6 |
| Challenger Sydney | 2023/10/29 23:00 | Yusuke Takahashi v Ji Sung Nam | 3-6,1-6 |
| Challenger Sydney | 2023/10/28 23:00 | Yusuke Takahashi v Bang Shuo Yin | 6-2,6-3 |
| Challenger Playford | 2023/10/24 02:55 | Thanasi Kokkinakis v Yusuke Takahashi | 6-7,6-3,6-2 |
| Challenger Playford | 2023/10/22 23:30 | Yusuke Takahashi v Ryan Seggerman | 6-3,6-2 |
| Challenger Kobe | 2023/11/12 03:25 | Blake Ellis v Naoki Nakagawa | 6-2,6-7,7-6 |
| Challenger Matsuyama | 2023/11/07 06:30 | Naoki Nakagawa v Shintaro Mochizuki | 2-6,2-6 |
| Challenger Matsuyama | 2023/11/06 01:00 | Naoki Nakagawa v Yusuke Takahashi | 6-3,6-2 |
| Challenger Matsuyama | 2023/11/05 03:35 | Naoki Nakagawa v Yuto Oki | 6-4,6-2 |
| Challenger Sydney | 2023/10/31 00:20 | Hiroki Moriya v Naoki Nakagawa | 6-3,7-6 |
| Challenger Playford | 2023/10/26 02:25 | Seong Chan Hong v Naoki Nakagawa | 6-3,6-3 |
| Challenger Playford | 2023/10/23 04:20 | Blake Mott v Naoki Nakagawa | 7-5,1-6,3-6 |
| ATP Tokyo | 2023/10/14 06:15 | Rinky Hijikata v Naoki Nakagawa | 6-4,7-5 |