Round: 25 Ground: Clay
| ITF Japan F8 | 2016/06/13 01:00 | Koichi Sano v Kaito Uesugi | 2-6,4-6 |
| ITF Japan F8 | 2016/06/12 01:00 | Kaito Uesugi v Taiki Hashimoto | 7-5,6-2 |
| ITF Japan F8 | 2016/06/11 04:00 | Kaito Uesugi v Tomohiro Masabayashi | 6-1,6-2 |
| ITF Japan F7 Qual | 2016/06/05 01:00 | Yusuke Takahashi v Kaito Uesugi | 6-4,6-0 |
| ITF Japan F6 | 2016/05/31 05:10 | Andrew Whittington v Kaito Uesugi | 3-6,6-4,6-4 |
| ITF Japan F5 | 2016/04/05 07:30 | Arata Onozawa v Kaito Uesugi | 6-3,6-4 |
| ITF Japan F4 | 2016/03/29 01:00 | Rigele Te v Kaito Uesugi | 3-6,6-1,6-3 |
| ITF Japan F1 | 2016/03/06 01:00 | Kaito Uesugi v Ryota Kishi | 2-6,3-6 |
| ITF Japan F7 Qual | 2016/06/04 01:00 | Kousuke Ogura v Chan-Yeong Oh | 2-6,3-6 |
| ITF Japan F6 Qual | 2016/05/28 01:00 | Yuya Ito v Kousuke Ogura | 7-6,6-1 |
| ITF Japan F4 | 2016/03/28 01:00 | Ryota Tanuma v Kousuke Ogura | 6-4,2-6,6-2 |
| ITF Japan F4 | 2016/03/27 01:00 | Kousuke Ogura v Renta Tokuda | 6-4,6-4 |
| ITF Japan F2 | 2016/03/13 01:00 | Ryota Kishi v Kousuke Ogura | 7-6,7-5 |
| ITF Japan F2 | 2016/03/12 02:00 | Kousuke Ogura v Masaki Sasai | 6-2,6-1 |
| ITF Japan F1 | 2016/03/05 03:00 | Ken Onoda v Kousuke Ogura | 7-6,7-5 |