Round: 26 Ground: Clay
| ITF Serbia F1 | 2016/07/20 13:55 | Milan Drinic v Luca Giacomelli | 6-1,6-3 |
| ITF Macedonia F1 | 2016/07/07 12:10 | Milan Drinic v Lenny Hampel | 5-7,1-6 |
| ITF Macedonia F1 | 2016/07/06 10:10 | Milan Drinic v Mukund Sasikumar | 6-4,6-2 |
| ITF Macedonia F1 | 2016/07/04 12:50 | Milan Drinic v Alberto Nieto | 1-6,6-1,6-4 |
| ITF Macedonia F1 | 2016/06/23 09:10 | Milan Drinic v Claudio Fortuna | 6-3,6-7,3-6 |
| ITF Macedonia F1 | 2016/06/21 08:50 | Goran Markovic v Milan Drinic | 4-6,4-6 |
| ITF Macedonia F1 Qual | 2016/06/19 14:00 | Milan Drinic v Dante Gennaro | 7-6,2-6,6-4 |
| ITF Macedonia F1 Qual | 2016/06/18 10:00 | Milan Drinic v Thomas Does | 6-0,6-4 |
| ITF Czech Republic F5 | 2016/07/09 09:00 | Pawel Juszczak v Uladzimir Ignatik | 1-6,4-6 |
| ITF Czech Republic F5 | 2016/07/08 10:15 | Pawel Juszczak v Dominik Kellovsky | 6-7,6-3,6-3 |
| ITF Czech Republic F5 | 2016/07/07 13:50 | Vit Kopriva v Pawel Juszczak | 4-6,3-6 |
| ITF Czech Republic F5 | 2016/07/06 08:00 | Matej Vocel v Pawel Juszczak | 4-6,4-6 |
| ITF Czech Republic F5 | 2016/07/05 08:00 | Filip Duda v Pawel Juszczak | 5-7,2-6 |
| ITF Germany F4 | 2016/06/22 10:00 | Francois-Arthur Vibert v Pawel Juszczak | 6-2,6-3 |
| ITF Poland F4 | 2016/06/14 08:00 | Vadim Alekseenko v Pawel Juszczak | 6-4,3-6,6-4 |
| ITF Poland F3 | 2016/06/10 11:10 | Fabrizio Ornago v Pawel Juszczak | 6-2,6-0 |