Round: 25 Ground: Clay
| ITF Finland F3 Qual | 2016/08/13 22:00 | Khomentovskiy, Matvey v Di Maro, Lorenzo | 6-3,6-3 |
| ITF Finland F2 | 2016/08/10 13:00 | Khomentovskiy, Matvey v Griekspoor, Kevin | 1-6,3-6 |
| ITF Finland F2 | 2016/08/09 07:30 | Lin, Winston v Khomentovskiy, Matvey | 4-6,2-6 |
| ITF Finland F2 Qual | 2016/08/07 13:45 | Khomentovskiy, Matvey v Peters, Flemming | 6-3,6-4 |
| ITF Finland F2 Qual | 2016/08/06 10:00 | Khomentovskiy, Matvey v Alvarez-Guzman, Mauricio | 6-2,6-1 |
| ITF Latvia F1 | 2016/08/03 08:30 | Khomentovskiy, Matvey v Maiga, Riccardo | 5-7,0-6 |
| ITF Latvia F1 | 2016/08/02 09:45 | Maciej Rajski v Khomentovskiy, Matvey | 6-7,1-6 |
| ITF Latvia F1 | 2016/07/31 10:20 | Khomentovskiy, Matvey v Tarasevicius, Tadas | 6-4,6-4 |
| ITF Finland F2 | 2016/08/11 10:55 | Rosenholm, Patrik v Makiguchi, Ryusei | 6-2,6-1 |
| ITF Finland F2 | 2016/08/10 14:00 | Makiguchi, Ryusei v Tuomi, Verneri | 6-2,6-4 |
| ITF Brazil F3 | 2016/07/13 14:00 | Makiguchi, Ryusei v Gasperini, Lourenzo | 7-6,3-6,4-6 |
| ITF Brazil F3 | 2016/07/12 15:20 | Makiguchi, Ryusei v Spiering, Marvin Bernardo Becker | 3-6,6-3,6-1 |
| ITF Brazil F2 | 2016/07/06 15:50 | Wilson Leite v Makiguchi, Ryusei | 6-1,6-2 |
| ITF Brazil F2 | 2016/07/05 14:00 | Eduardo Ribeiro v Makiguchi, Ryusei | 4-6,1-6 |
| ITF Bolivia F3 | 2015/09/25 21:40 | Makiguchi, Ryusei v Federico Zeballos | 3-6,4-6 |
| ITF Bolivia F3 | 2015/09/24 19:00 | Miele, Andre v Makiguchi, Ryusei | 4-6,4-6 |