Round: 44 Ground: Clay
| ITF Ukraine F4 Qual | 2016/09/17 09:30 | Simon Yastremskiy v Egor Baklanov | 6-1,6-3 |
| ITF Russia F6 Qual | 2016/08/14 09:30 | Kristian Lozan v Simon Yastremskiy | 6-2,6-2 |
| ITF Qatar F3 Qual | 2016/04/15 22:00 | Chris Wettengel v Simon Yastremskiy | 6-3,6-2 |
| ITF Qatar F1 Qual | 2016/04/01 22:00 | Simon Yastremskiy v Ameur Ben Hassen | 4-6,7-6,5-7 |
| ITF Tunisia F11 | 2016/03/23 12:25 | Marc Giner v Simon Yastremskiy | 6-1,6-3 |
| ITF Tunisia F10 | 2016/03/15 09:55 | Simon Yastremskiy v Mukund Sasikumar | 0-6,1-6 |
| ITF Tunisia F5 | 2016/02/11 08:00 | Simon Yastremskiy v Joao Domingues | 2-6,3-6 |
| ITF Tunisia F4 | 2016/02/03 10:45 | Jeremy Jahn v Simon Yastremskiy | 6-1,6-0 |
| ITF Ukraine F4 Qual | 2016/09/18 07:00 | Arnold Kokulewski v Egor Matvievici | 6-4,6-1 |
| ITF Ukraine F4 Qual | 2016/09/17 07:00 | Vasil Yehorov v Arnold Kokulewski | 2-6,6-4,2-6 |
| ITF Poland F6 Qual | 2016/08/21 11:00 | Ondrej Krstev v Arnold Kokulewski | 6-2,6-1 |
| ITF Czech Republic F1 Qual | 2016/05/08 08:00 | Arnold Kokulewski v Gil Uwe Grund | 4-6,4-6 |
| ITF USA F16 | 2016/04/29 12:30 | Brian Boggs v Arnold Kokulewski | 4-6,6-4,2-6 |
| ITF Greece F8 | 2015/10/17 08:30 | Arnold Kokulewski v Raul Brancaccio | 2-6,0-6 |
| ITF Poland F4 Qual | 2015/08/30 07:30 | Maciej Smola v Arnold Kokulewski | 6-4,6-2 |
| ITF Poland F3 Qual | 2015/08/22 08:00 | Arnold Kokulewski v Marcus Mansson | 3-6,1-6 |