Stadium: Court 6 Round: 26 Ground: Hardcourt outdoor
| ITF Japan F5 | 2018/04/04 05:10 | Naoki Tajima v Yusuke Takahashi | 4-6,2-6 |
| ITF Japan F4 | 2017/03/29 05:40 | Naoki Tajima v Yusuke Takahashi | 6-3,1-6,4-6 |
| Challenger Drummondville | 2019/03/12 00:35 | Liam Draxl v Yusuke Takahashi | 6-3,6-2 |
| ITF M15 Nishi-Tama | 2019/03/05 03:30 | Yusuke Takahashi v Shintaro Imai | 1-6,7-5,3-6 |
| Challenger Yokohama | 2019/02/25 06:10 | Yusuke Takahashi v Moez Echargui | 5-7,7-5,2-6 |
| Challenger Launceston | 2019/01/30 23:00 | Max Purcell v Yusuke Takahashi | 6-4,6-4 |
| Challenger Launceston | 2019/01/29 23:00 | Yusuke Takahashi v Hiroki Moriya | 6-3,6-4 |
| Challenger Launceston | 2019/01/28 04:35 | Daniel Altmaier v Yusuke Takahashi | 6-4,4-6,4-6 |
| Challenger Da Nang | 2019/01/08 06:50 | Alen Avidzba v Yusuke Takahashi | 6-4,6-2 |
| Challenger Noumea | 2018/12/31 04:55 | Gleb Sakharov v Yusuke Takahashi | 6-4,6-1 |
| ITF M15 Kofu | 2019/03/20 02:25 | Naoki Tajima v Tomohiro Masabayashi | 4-6,6-1,6-2 |
| ITF M15 Nishi-Tokyo | 2019/03/13 03:50 | Shintaro Imai v Naoki Tajima | 6-1,6-4 |
| ITF M15 Nishi-Tama | 2019/03/08 04:30 | Sho Shimabukuro v Naoki Tajima | 6-3,7-5 |
| ITF M15 Nishi-Tama | 2019/03/05 05:25 | Naoki Tajima v Shinji Hazawa | 7-5,6-3 |
| ITF M15 Anning | 2019/01/18 03:00 | Yan Bai v Naoki Tajima | 3-6,6-1,6-0 |
| ITF M15 Anning | 2019/01/17 03:00 | Naoki Tajima v Michael Zhu | 6-2,6-3 |
| ITF M15 Anning | 2019/01/15 02:00 | Naoki Tajima v Liran Chen | 6-2,6-1 |
| ITF M15 Anning | 2019/01/13 03:00 | Naoki Tajima v Agustin Velotti | 6-4,3-6,5-7 |