Round: 26
| ITF Estonia F2 | 2016/10/29 09:00 | Dzmitry Zhyrmont v Vladimir Ivanov | 3-6,7-6,2-6 |
| Challenger Astana 2 | 2016/11/22 08:10 | Nikola Milojevic v Vladimir Ivanov | 7-6,6-1 |
| ITF Finland F4 | 2016/11/17 23:00 | Jeremy Jahn v Vladimir Ivanov | 7-6,6-4 |
| ITF Finland F4 | 2016/11/16 23:00 | Vladimir Ivanov v Takanyi Garanganga | 6-3,6-4 |
| ITF Finland F4 | 2016/11/15 23:00 | Vladimir Ivanov v Jonathan Mridha | 6-2,6-2 |
| ITF Estonia F4 | 2016/11/11 23:00 | Botic Van De Zandschulp v Vladimir Ivanov | 6-2,6-4 |
| ITF Estonia F4 | 2016/11/09 23:00 | Vladimir Ivanov v Evgeny Tyurnev | 6-3,7-6 |
| ITF Estonia F4 | 2016/11/08 23:00 | Vladimir Ivanov v Matvey Khomentovskiy | 3-6,7-6,6-4 |
| ITF Estonia F4 | 2016/11/07 23:00 | Vladimir Ivanov v Milos Sekulic | 3-6,7-5,7-6 |
| ITF Finland F4 | 2016/11/16 23:00 | Nino Serdarusic v Dzmitry Zhyrmont | 6-3,5-7,7-5 |
| ITF Finland F4 | 2016/11/15 23:00 | Vitaly Kozyukov v Dzmitry Zhyrmont | 6-1,3-6,2-6 |
| ITF Finland F4 | 2016/11/14 23:00 | Eero Vasa v Dzmitry Zhyrmont | 3-6,3-6 |
| ITF Estonia F4 | 2016/11/06 23:00 | Dzmitry Zhyrmont v Patrik Niklas-Salminen | 6-3,6-2 |
| ITF Estonia F3 | 2016/11/04 15:20 | Dzmitry Zhyrmont v Alexander Vasilenko | 1-6,7-6,5-7 |
| ITF Estonia F3 | 2016/11/02 15:20 | Dzmitry Zhyrmont v Shane Vinsant | 6-4,6-2 |
| ITF Estonia F2 | 2016/10/29 09:00 | Dzmitry Zhyrmont v Vladimir Ivanov | 3-6,7-6,2-6 |
| ITF Estonia F2 | 2016/10/28 11:00 | Dzmitry Zhyrmont v Patrik Fabian | 6-3,6-3 |