Round: 26 Ground: Clay
| ITF Serbia F2 | 2016/07/26 13:10 | Kirill Dmitriev v Viktor Filipenko | 6-2,2-6,4-6 |
| ITF Serbia F1 | 2016/07/22 10:20 | Viktor Filipenko v Milan Drinic | 3-6,3-6 |
| ITF Serbia F1 | 2016/07/21 09:55 | Dejan Katic v Viktor Filipenko | 6-1,3-6,4-6 |
| ITF Belgium F5 | 2016/07/12 14:20 | Viktor Filipenko v Niels Desein | 4-6,4-6 |
| ITF Bosnia and Herzegovina F2 | 2016/05/18 08:00 | Viktor Filipenko v David Pichler | 3-6,4-6 |
| ITF Hungary F3 | 2016/05/05 09:00 | Ondrej Krstev v Viktor Filipenko | 3-6,6-4,7-5 |
| ITF Hungary F3 | 2016/05/03 09:50 | Viktor Filipenko v Victor Vlad Cornea | 6-3,6-3 |
| ITF Hungary F2 | 2016/04/29 09:00 | Tomislav Ternar v Viktor Filipenko | 6-3,6-2 |
| ITF Serbia F2 | 2016/07/26 12:50 | Tomislav Jotovski v Alessandro Luisi | 6-3,6-7,6-3 |
| ITF Serbia F1 | 2016/07/22 08:00 | Christopher O'Connell v Tomislav Jotovski | 6-4,6-0 |
| ITF Serbia F1 | 2016/07/21 08:00 | Tomislav Jotovski v Manuel Pena Lopez | 6-2,6-3 |
| ITF Serbia F1 | 2016/07/20 10:30 | Tomislav Jotovski v Timur Kiyamov | 6-2,6-2 |
| ITF Macedonia F1 | 2016/07/07 10:45 | Richard Gabb v Tomislav Jotovski | 6-3,6-4 |
| ITF Macedonia F1 | 2016/07/05 08:30 | Stefan Micov v Tomislav Jotovski | 3-6,4-6 |
| ITF Macedonia F2 | 2016/07/01 13:00 | Kristijan Mesaros v Tomislav Jotovski | 6-0,6-0 |
| ITF Macedonia F2 | 2016/06/30 10:00 | Tomislav Jotovski v Libor Salaba | 6-3,3-6,6-1 |