Round: 44 Ground: Clay
| ITF Macedonia F2 | 2016/06/26 07:30 | Dejan Katic v Shunsuke Wakita | 6-1,6-1 |
| ITF Romania F5 | 2016/06/06 14:55 | Shunsuke Wakita v Philip Bachmaier | 6-2,5-7,5-7 |
| ITF Romania F5 | 2016/06/05 10:00 | Shunsuke Wakita v Vasil Yehorov | 2-6,6-2,6-3 |
| ITF Turchia F19 - Qual. | 2016/05/08 08:00 | Shunsuke Wakita v Vazha Shubladze | 6-2,6-2 |
| ITF Turchia F18 | 2016/05/04 11:25 | Shunsuke Wakita v Hugo Nys | 3-6,6-4,1-6 |
| ITF Turchia F18 | 2016/05/02 08:00 | Shunsuke Wakita v Cem Erturk | 7-6,6-2 |
| ITF Turchia F15 | 2016/04/14 07:00 | Shunsuke Wakita v Nerman Fatic | 4-6,6-4,6-4 |
| ITF Turchia F15 | 2016/04/13 10:35 | Shunsuke Wakita v Daisuke Sumizawa | 6-4,6-2 |
| 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 Grecia F5 | 2016/04/17 08:30 | Milos Nikolic v Aaron Addison | 6-7,4-6 |
| ITF Grecia F5 | 2016/04/16 06:00 | Milos Nikolic v Robbie Mudge | 6-4,6-3 |
| ITF Grecia F4 | 2016/04/10 10:00 | Mike Urbanija v Milos Nikolic | 6-1,6-1 |