Round: 25 Ground: Clay
| ITF Macedonia F1 | 2016/06/22 14:00 | Mesaros, Kristijan v Durguti, Besir | 6-1,6-2 |
| Umag, Croatie, Qualifications | 2016/07/17 09:00 | Ghem, Andre v Mesaros, Kristijan | 2-6,6-3,6-1 |
| ITF Macedonia F1 | 2016/07/09 10:45 | Gabb, Richard v Mesaros, Kristijan | 6-4,3-6,2-6 |
| ITF Macedonia F1 | 2016/07/08 10:05 | Mesaros, Kristijan v Celebic, Ljubomir | 6-3,6-1 |
| ITF Macedonia F1 | 2016/07/07 08:30 | Mesaros, Kristijan v Garzelli, Francesco | 6-2,7-5 |
| ITF Macedonia F2 | 2016/07/03 09:15 | Dimitar Grabul v Mesaros, Kristijan | 7-5,1-6,7-6 |
| ITF Macedonia F2 | 2016/07/01 13:00 | Mesaros, Kristijan v Jotovski, Tomislav | 6-0,6-0 |
| ITF Macedonia F2 | 2016/06/30 09:30 | Kalovelonis, Markos v Mesaros, Kristijan | 1-6,1-6 |
| ITF Macedonia F2 | 2016/06/29 10:10 | Veger, Filip v Mesaros, Kristijan | 4-6,5-7 |
| ITF Serbia F2 Qual | 2016/07/24 10:30 | Durguti, Besir v Bajic, Bogdan | 7-5,6-2 |
| ITF Serbia F2 Qual | 2016/07/23 09:30 | Kranic, Karlo v Durguti, Besir | 1-6,4-6 |
| ITF Serbia F1 Qual | 2016/07/18 13:00 | Hiramatsu, Shinnosuke v Durguti, Besir | 4-6,4-6 |
| ITF Serbia F1 Qual | 2016/07/16 10:00 | Vladusic, Nenad v Durguti, Besir | 2-6,6-4,2-6 |
| ITF Macedonia F1 | 2016/07/06 08:30 | Durguti, Besir v Celebic, Ljubomir | 0-6,3-6 |
| ITF Macedonia F2 | 2016/06/28 07:30 | Christopher O'Connell v Durguti, Besir | 7-5,6-2 |
| ITF Macedonia F1 | 2016/06/22 14:00 | Mesaros, Kristijan v Durguti, Besir | 6-1,6-2 |
| ITF Hungary F1 Qual | 2016/04/18 10:00 | Durguti, Besir v Krivokuca, Neven | 7-6,1-6,2-6 |