Round: 62 Ground: Hardcourt outdoor
| ITF Macedonia F1 | 2016/07/03 08:00 | Ivan Saveljic v Milos Nikolic | 2-6,6-7 |
| ITF Macedonia F2 | 2016/06/26 14:00 | Gabriel Donev v Milos Nikolic | 6-3,6-4 |
| ITF Macedonia F2 | 2016/06/25 14:00 | Luka Pavlovic v Milos Nikolic | 0-6,3-6 |
| 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 F6 | 2016/04/24 09:30 | Peter Bothwell v Milos Nikolic | 6-1,6-1 |
| 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 Germany F4 | 2016/06/22 17:20 | Gabor Borsos v Delf Gohlke | 6-3,7-5 |
| ITF Germany F4 | 2016/06/20 15:30 | David Eisenzapf v Delf Gohlke | 4-6,5-7 |
| ITF Italy F7 Qual | 2016/04/17 08:00 | Julian Onken v Delf Gohlke | 6-1,6-2 |
| ITF Italy F7 Qual | 2016/04/16 07:30 | Linus Krohn v Delf Gohlke | 3-6,6-4,4-6 |
| ITF Greece F4 | 2016/04/09 10:00 | Delf Gohlke v Robbie Mudge | 2-6,6-4,3-6 |
| ITF Greece F3 | 2016/04/03 10:00 | Milan Drinic v Delf Gohlke | 7-6,6-7,6-4 |
| ITF Greece F2 | 2016/03/28 08:00 | Delf Gohlke v Pavel Krainik | 2-6,4-6 |
| ITF Greece F2 | 2016/03/26 14:00 | Javier Nunez v Delf Gohlke | 3-6,6-7 |