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