Round: 25 Ground: Clay
| ITF Japan F7 | 2016/06/06 02:50 | Issei Okamura v Kento Takeuchi | 2-6,3-6 |
| ITF Japan F6 | 2016/05/31 01:00 | Ko Suzuki v Issei Okamura | 6-1,6-3 |
| ITF Spain F15 | 2016/05/25 09:00 | Issei Okamura v Bernabe Zapata Miralles | 3-6,2-6 |
| ITF Spain F14 | 2016/05/16 09:00 | Issei Okamura v Ryota Tanuma | 0-6,3-6 |
| ITF Spain F13 | 2016/05/12 10:10 | Issei Okamura v Juan Lizariturry | 5-7,5-7 |
| ITF Spain F13 | 2016/05/10 16:00 | Issei Okamura v Andrey Chepelev | 3-6,6-4,7-6 |
| ITF Spain F13 | 2016/05/09 08:00 | Issei Okamura v Thibault Cancel | 6-4,5-7,4-6 |
| ITF Spain F13 | 2016/05/07 13:30 | Issei Okamura v Brandon Levendale | 6-2,6-1 |
| ITF Japan F7 | 2016/06/11 03:40 | Yusuke Takahashi v Sho Katayama | 2-6,0-6 |
| ITF Japan F7 | 2016/06/10 01:00 | Yusuke Takahashi v Chan-Yeong Oh | 6-1,6-0 |
| ITF Japan F7 | 2016/06/08 03:00 | Yusuke Takahashi v Ryota Kishi | 6-3,6-2 |
| ITF Japan F7 | 2016/06/06 03:00 | Yuya Kibi v Yusuke Takahashi | 1-6,3-6 |
| ITF Japan F7 Qual | 2016/06/05 01:00 | Yusuke Takahashi v Kaito Uesugi | 6-4,6-0 |
| ITF Japan F6 | 2016/06/02 02:50 | Duckhee Lee v Yusuke Takahashi | 6-3,6-0 |
| ITF Japan F6 | 2016/05/31 05:25 | Yusuke Takahashi v Keisuke Watanuki | 6-3,6-4 |
| ITF Japan F6 Qual | 2016/05/28 01:00 | Yusuke Takahashi v Yuga Tashiro | 6-4,6-1 |