Round: 29 Ground: Clay
| ITF Ukraine F3 | 2016/05/27 07:30 | Ivan Nedelko v Vladyslav Manafov | 3-6,7-5,7-5 |
| ITF Ukraine F3 | 2016/05/26 09:40 | Ivan Nedelko v Antoine Bellier | 6-2,6-7,7-5 |
| ITF Ukraine F3 | 2016/05/25 08:00 | Ivan Nedelko v Danylo Veremeychuk | 6-3,6-2 |
| ITF Ukraine F3 | 2016/05/23 09:30 | Ivan Nedelko v Olexiy Kolisnyk | 6-1,6-1 |
| ATP Geneva Qual | 2016/05/14 11:05 | Andreas Beck v Ivan Nedelko | 6-4,6-4 |
| Challenger Rome | 2016/05/02 12:30 | Frederico Ferreira Silva v Ivan Nedelko | 6-4,6-0 |
| Challenger Rome Qual | 2016/05/01 14:10 | Ivan Nedelko v Yasutaka Uchiyama | 6-3,7-6 |
| Challenger Rome Qual | 2016/04/30 12:55 | Ivan Nedelko v Volodymyr Uzhylovskyi | 6-2,6-4 |
| ITF Ukraine F3 | 2016/05/27 07:30 | Denys Mylokostov v Volodymyr Uzhylovskyi | 6-3,0-6,6-2 |
| ITF Ukraine F3 | 2016/05/26 07:30 | Denys Mylokostov v Vladimir Ivanov | 7-5,6-1 |
| ITF Ukraine F3 | 2016/05/25 07:00 | Denys Mylokostov v Gleb Alekseenko | 6-4,6-3 |
| ITF Ukraine F3 | 2016/05/23 09:30 | Johan Sebastien Tatlot v Denys Mylokostov | 3-6,4-6 |
| ITF Ukraine F2 | 2016/05/20 11:30 | Kamil Majchrzak v Denys Mylokostov | 6-1,6-1 |
| ITF Ukraine F2 | 2016/05/19 08:00 | Denys Mylokostov v Vadim Alekseenko | 7-6,1-6,6-4 |
| ITF Ukraine F1 | 2016/05/11 08:05 | Denys Mylokostov v Antoine Bellier | 3-6,6-7 |
| ITF Ukraine F1 | 2016/05/09 11:30 | Bjoern Petersen v Denys Mylokostov | 3-6,3-6 |