Round: 25 Ground: Clay
| ITF Russia F3 | 2016/07/06 07:30 | Anton Zaitcev v Denis Matsukevich | 6-3,6-0 |
| ITF Russia F1 | 2016/06/21 12:05 | Denis Matsukevich v Alexander Bublik | 6-4,1-6,4-6 |
| ITF Uzbekistan F4 | 2016/05/31 08:45 | Ti Chen v Denis Matsukevich | 4-6,6-3,6-2 |
| ITF Francia F4 | 2016/03/01 17:45 | Yann Marti v Denis Matsukevich | 6-4,6-3 |
| ITF Svizzera F2 | 2016/02/15 12:30 | Enzo Couacaud v Denis Matsukevich | 6-2,3-6,6-4 |
| ITF Svizzera F1 | 2016/02/09 08:00 | Daniel Altmaier v Denis Matsukevich | 6-4,7-6 |
| ITF Kazakistan F2 | 2016/01/27 07:35 | Sanjar Fayziev v Denis Matsukevich | 6-2,6-7,6-4 |
| ITF Kazakistan F2 | 2016/01/25 07:45 | Pirmin Haenle v Denis Matsukevich | 3-6,2-6 |
| ITF Russia F4 Qual. | 2016/07/30 09:00 | Alexander Chepik v Oleg Ladik | 4-6,7-6,2-6 |