Round: 62 Ground: Clay
| 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 F1 | 2016/03/05 03:00 | Keisuke Numajiri v Kaito Uesugi | 2-6,6-3,3-6 |
| ITF Japan F4 | 2015/03/30 01:00 | Kittiphong Wachiramanowong v Kaito Uesugi | 3-6,6-4,6-1 |
| ITF Japan F3 | 2015/03/21 02:30 | Hiromasa Oku v Kaito Uesugi | 6-4,6-4 |
| ITF Japan F7 Qual | 2016/06/04 01:00 | Shunrou Takeshima v Tomohiro Masabayashi | 6-2,6-2 |
| ITF Japan F6 Qual | 2016/05/28 01:00 | Renta Tokuda v Tomohiro Masabayashi | 6-2,6-4 |