Round: 44 Ground: Hardcourt outdoor
| ITF Turkey F43 | 2016/10/22 07:30 | Martin Dimitrov v Karen Khachatryan | 6-2,6-1 |
| ITF Turkey F42 | 2016/10/16 07:30 | Artem Smirnov v Martin Dimitrov | 7-6,6-2 |
| ITF Turkey F42 | 2016/10/15 07:30 | Martin Dimitrov v Curtis Clarke | 5-7,6-4,7-5 |
| ITF Serbia F8 Qual | 2016/09/19 07:30 | Goran Markovic v Martin Dimitrov | 6-2,6-4 |
| ITF Serbia F5 Qual | 2016/08/15 07:30 | Tomislav Brkic v Martin Dimitrov | 6-3,6-4 |
| ITF Serbia F5 Qual | 2016/08/14 07:30 | Edoardo Sardella v Martin Dimitrov | 1-6,6-7 |
| ITF Serbia F5 Qual | 2016/08/13 07:00 | Martin Dimitrov v Kevin Portmann | 6-0,6-1 |
| ITF Serbia F4 Qual | 2016/08/07 10:00 | Antun Vidak v Martin Dimitrov | 6-3,6-4 |
| ITF Russia F4 Qual | 2016/07/30 09:00 | Alexander Guskov v Denis Merkulov | 6-4,6-7,7-5 |
| ITF Lithuania F1 | 2016/07/16 13:00 | Mika Kosonen v Denis Merkulov | 6-1,4-6,7-5 |
| ITF Lithuania F1 | 2016/07/16 07:00 | Denis Merkulov v Daniel Querol Cherigny | 6-4,4-6,6-1 |
| ITF Russia F3 Qual | 2016/07/02 07:00 | Denis Merkulov v Mikhail Fufygin | 4-6,4-6 |
| ITF Russia F2 Qual | 2016/06/26 09:00 | Denis Merkulov v Oleksandr Bielinskyi | 2-6,6-7 |
| ITF Russia F2 Qual | 2016/06/25 09:00 | Denis Merkulov v Alexey Baryshev | 6-3,1-6,6-4 |
| ITF Russia F1 Qual | 2016/06/18 07:00 | Vladimir Korolev v Denis Merkulov | 6-4,6-0 |
| ITF Poland F2 | 2015/08/16 08:00 | Denis Merkulov v Jan Zielinski | 4-6,2-6 |