Round: 26 Ground: Hardcourt indoor
| ITF Belarus F1 Qual | 2015/10/20 07:00 | Vitaly Kozyukov v Dzmitry Zhyrmont | 6-3,3-6,6-7 |
| 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 |
| ITF Estonia F2 | 2016/10/26 13:00 | Dzmitry Zhyrmont v Kristjan Tamm | 6-3,4-6,6-3 |
| ITF Estonia F2 | 2016/10/24 15:00 | Dzmitry Zhyrmont v Kristofer Siimar | 6-0,6-0 |
| ATP Moscow Qual | 2016/10/15 13:00 | Dzmitry Zhyrmont v Federico Gaio | 6-7,3-6 |
| ITF Estonia F4 | 2016/11/08 11:30 | Kristjan Tamm v Vitaly Kozyukov | 1-6,0-6 |
| ITF Estonia F4 | 2016/11/07 23:00 | Kristjan Tamm v Vitaly Kozyukov | 1-6,0-6 |
| ITF Estonia F3 | 2016/11/01 16:00 | Kenneth Raisma v Vitaly Kozyukov | 6-3,6-4 |
| ITF Estonia F2 | 2016/10/25 15:00 | Vitaly Kozyukov v Kenneth Raisma | 3-6,6-3,3-6 |
| Challenger Tashkent Qual | 2016/10/09 08:05 | Mikhail Elgin v Vitaly Kozyukov | 4-6,6-4,6-4 |
| Challenger Tashkent Qual | 2016/10/08 09:50 | Pavel Tsoy v Vitaly Kozyukov | 3-6,2-6 |
| Challenger Izmir | 2016/09/21 15:00 | Vitaly Kozyukov v Marsel Ilhan | 2-6,2-6 |
| Challenger Izmir | 2016/09/20 13:45 | Vitaly Kozyukov v Sadio Doumbia | 7-6,6-4 |