Round: 25 Ground: Hardcourt outdoor
| Challenger Szczecin | 2016/09/13 12:15 | Dustin Brown v Vladimir Ivanov | 6-3,6-7,6-2 |
| Challenger Szczecin Qual | 2016/09/12 12:10 | George Von Massow v Vladimir Ivanov | 6-7,6-2,2-6 |
| Challenger Szczecin Qual | 2016/09/11 11:55 | Vladimir Ivanov v Maxime Tabatruong | 4-6,6-2,6-4 |
| Challenger Szczecin Qual | 2016/09/10 13:15 | Filip Ambrozy v Vladimir Ivanov | 1-6,2-6 |
| Challenger Alphen Qual | 2016/09/04 13:30 | Vladimir Ivanov v Oscar Otte | 5-7,5-7 |
| ITF Russia F6 | 2016/08/18 07:00 | Alexander Igoshin v Vladimir Ivanov | 3-6,6-4,6-4 |
| ITF Russia F5 | 2016/08/14 07:00 | Evgeny Tyurnev v Vladimir Ivanov | 7-5,6-4 |
| ITF Russia F5 | 2016/08/13 07:00 | Matias Zukas v Vladimir Ivanov | 6-3,3-6,4-6 |
| ITF Spain F29 | 2016/09/05 08:30 | Kento Yamada v Alejandro Ibanez Gallego | 4-6,6-4,3-6 |
| ITF Spain F29 Qual | 2016/09/04 11:10 | Kento Yamada v Harrison Lombe | 6-1,6-3 |
| ITF Spain F21 Qual | 2016/07/11 08:00 | Kento Yamada v Ivan Gakhov | 3-6,2-6 |
| ITF Spain F21 Qual | 2016/07/10 08:00 | Kento Yamada v Alberto C Sanchez | 6-3,6-2 |
| ITF Romania F7 | 2016/06/19 10:30 | Tomas Gerini v Kento Yamada | 6-4,3-6,4-6 |
| ITF Romania F7 | 2016/06/18 10:30 | Ioan Luca Vidan v Kento Yamada | 1-6,1-6 |
| ITF Spain F16 Qual | 2016/06/04 13:00 | Kento Yamada v Felipe Cunha Silva | 7-6,2-6,4-6 |
| ITF Tunisia F20 | 2016/05/26 09:00 | Kento Yamada v Cristian Rodriguez | 4-6,2-6 |