Round: 25 Ground: Clay
| ITF Ukraine F2 | 2016/05/19 13:15 | Johan Sebastien Tatlot v Vitalii Shcherba | 7-6,6-1 |
| ITF Ukraine F2 | 2016/05/18 10:20 | Daniil Zarichanskiy v Vitalii Shcherba | 4-6,2-6 |
| ITF Ukraine F1 | 2016/05/13 09:20 | Oleg Prihodko v Vitalii Shcherba | 7-5,5-7,6-4 |
| ITF Ukraine F1 | 2016/05/12 09:15 | Vitalii Shcherba v Kristian Lozan | 6-4,7-6 |
| ITF Ukraine F1 | 2016/05/10 13:25 | Vitalii Shcherba v Olexiy Kolisnyk | 6-1,6-2 |
| ITF Tunisia F16 | 2016/04/27 11:25 | Pol Toledo Bague v Vitalii Shcherba | 6-1,6-0 |
| ITF Tunisia F15 | 2016/04/18 08:30 | Filipp Kekercheni v Vitalii Shcherba | 6-1,6-3 |
| ITF Greece F2 | 2016/03/28 12:45 | Sami Reinwein v Vitalii Shcherba | 6-3,6-4 |
| ITF Ukraine F2 | 2016/05/20 10:30 | Vladimir Ivanov v Antoine Bellier | 2-6,2-6 |
| ITF Ukraine F2 | 2016/05/19 12:00 | Vladimir Ivanov v Alexander Lebedyn | 3-6,6-4,6-2 |
| ITF Ukraine F2 | 2016/05/18 08:00 | Vladimir Ivanov v Vasko Mladenov | 6-3,6-2 |
| ITF Kazakhstan F4 | 2016/04/26 10:30 | Vladimir Ivanov v Markos Kalovelonis | 3-6,2-6 |
| ITF Kazakhstan F3 Qual | 2016/04/20 06:30 | Vladimir Ivanov v Stanislav Poplavskyy | 5-7,5-7 |
| Davis Cup | 2016/03/03 14:00 | Vladimir Ivanov v Granit Bajraliu | 6-0,6-2 |
| ITF Turkey F8 | 2016/02/25 10:50 | Scott Griekspoor v Vladimir Ivanov | 6-2,7-5 |
| ITF Turkey F8 | 2016/02/23 08:00 | Petar Conkic v Vladimir Ivanov | 6-3,3-6,3-6 |