Round: 25 Ground: Clay
| ITF Serbia F6 | 2016/09/07 10:05 | Milenkovic, Nebojsa v Kaplja, Aljaz Jakob | 6-1,6-7,0-6 |
| Serbia F5, Singles | 2016/08/17 08:00 | Milenkovic, Nebojsa v Delic, Mate | 3-6,0-6 |
| ITF Serbia F1 Qual | 2016/07/16 07:30 | Rogic Hadzalic, Alen v Milenkovic, Nebojsa | 6-4,6-4 |
| ITF Serbia F6 | 2015/07/04 07:00 | Ivanov, Klim v Milenkovic, Nebojsa | 0-6,2-6 |
| ITF Serbia F2 Qual | 2015/06/13 13:00 | Bajic, Bogdan v Milenkovic, Nebojsa | 6-7,6-1,7-6 |
| ITF Serbia F8 | 2014/08/17 13:00 | Micevski, David v Milenkovic, Nebojsa | 6-3,6-0 |
| ITF Serbia F1 Qual | 2014/06/08 10:00 | Kijametovic, Aziz v Milenkovic, Nebojsa | 6-0,6-0 |
| ITF Serbia F7 Qual | 2016/09/12 08:00 | Hirschmueller, Christian v Bogdan Bobrov | 7-5,4-6,2-6 |
| ITF Serbia F7 Qual | 2016/09/11 10:00 | Hirschmueller, Christian v Rajic, Dusan | 6-0,6-4 |
| ITF Serbia F7 Qual | 2016/09/10 10:00 | Hirschmueller, Christian v Lazar Vojinovic | 6-2,6-0 |
| ITF Serbia F6 | 2016/09/09 08:00 | Hirschmueller, Christian v Gojo, Borna | 7-6,4-6,1-6 |
| ITF Serbia F6 | 2016/09/08 09:35 | Hirschmueller, Christian v Jandric, Darko | 6-4,6-3 |
| ITF Serbia F6 | 2016/09/07 07:45 | Ilic, Luka v Hirschmueller, Christian | 6-4,4-6,4-6 |
| Serbia F5, Singles | 2016/08/18 10:05 | Stefano Travaglia v Hirschmueller, Christian | 7-6,6-4 |
| Serbia F5, Singles | 2016/08/17 08:00 | Hirschmueller, Christian v Jandric, Darko | 2-6,6-3,6-4 |