Round: 44 Ground: Clay
| ITF Macedonia F1 Qual | 2016/06/19 07:00 | Milos Nikolic v Goran Markovic | 3-6,2-6 |
| ITF Macedonia F1 Qual | 2016/06/18 08:00 | Milos Nikolic v Yuichiro Inui | 4-6,6-1,6-2 |
| ITF Greece F5 | 2016/04/17 08:30 | Milos Nikolic v Aaron Addison | 6-7,4-6 |
| ITF Greece F5 | 2016/04/16 06:00 | Milos Nikolic v Robbie Mudge | 6-4,6-3 |
| ITF Greece F4 | 2016/04/10 10:00 | Mike Urbanija v Milos Nikolic | 6-1,6-1 |
| ITF Greece F9 Qual | 2015/10/24 11:00 | Milos Nikolic v Sergi Perez Contri | 3-6,4-6 |
| ITF Greece F8 | 2015/10/21 10:25 | Ivan Bjelica v Milos Nikolic | 6-2,7-6 |
| ITF Greece F8 | 2015/10/19 07:00 | Milos Nikolic v Raul Brancaccio | 6-4,5-7,6-3 |