Round: 54 Ground: Hardcourt outdoor
| ITF Russia F1 Qual | 2016/06/18 09:30 | Boris Pokotilov v Ivan Kalinin | 4-6,6-3,7-6 |
| ITF Georgia F2 | 2016/08/02 07:30 | Ivan Kalinin v Amirvala Madanchi | 6-3,3-6,3-6 |
| ITF Russia F3 Qual | 2016/07/03 07:00 | Vladimir Polyakov v Ivan Kalinin | 6-4,6-1 |
| ITF Russia F3 Qual | 2016/07/02 09:00 | Ivan Kalinin v Saida'lo Saidkarimov | 7-5,7-5 |
| ITF Russia F2 Qual | 2016/06/25 07:00 | Andrey Chepelev v Ivan Kalinin | 6-1,6-2 |
| ITF Russia F1 Qual | 2016/06/18 09:30 | Boris Pokotilov v Ivan Kalinin | 4-6,6-3,7-6 |
| ITF Croatia F4 Qual | 2016/03/20 08:00 | Mircea-Alexandru Jecan v Ivan Kalinin | 6-1,6-0 |
| ITF Croatia F2 | 2016/03/06 08:30 | Pavel Nejedly v Ivan Kalinin | 6-1,6-1 |
| ITF Belarus F1 Qual | 2015/10/18 07:00 | Daniil Zarichanskiy v Ivan Kalinin | 6-3,6-4 |
| ITF Russia F6 Qual | 2016/08/14 08:30 | Boris Pokotilov v Anton Chekhov | 7-6,0-6,6-4 |
| ITF Russia F5 | 2016/08/09 07:00 | Evgeny Tyurnev v Boris Pokotilov | 6-4,6-1 |
| ITF Russia F5 Qual | 2016/08/08 07:00 | Boris Pokotilov v Mihail Khaldeev | 7-5,6-3 |
| ITF Russia F2 Qual | 2016/06/27 07:00 | Boris Pokotilov v Mihail Khaldeev | 6-4,6-2 |
| ITF Russia F1 | 2016/06/22 07:00 | Alexander Vasilenko v Boris Pokotilov | 6-0,6-0 |
| ITF Russia F1 | 2016/06/20 08:10 | Boris Pokotilov v Tamerlan Evloev | 6-1,6-3 |
| ITF Russia F1 Qual | 2016/06/19 07:00 | Boris Pokotilov v Mihail Khaldeev | 6-4,6-4 |
| ITF Russia F1 Qual | 2016/06/18 09:30 | Boris Pokotilov v Ivan Kalinin | 4-6,6-3,7-6 |