Round: 25 Ground: Carpet indoor
| ITF Estonia F2 | 2016/10/25 15:00 | Vitaly Kozyukov v Kenneth Raisma | 3-6,6-3,3-6 |
| ITF Estonia F2 | 2016/10/30 10:00 | Vladimir Ivanov v Kenneth Raisma | 4-6,3-6 |
| ITF Estonia F2 | 2016/10/29 11:30 | Alexander Igoshin v Kenneth Raisma | 3-6,6-7 |
| ITF Estonia F2 | 2016/10/28 14:00 | Kenneth Raisma v Krisjanis Stabins | 7-5,7-5 |
| ITF Estonia F2 | 2016/10/27 14:30 | Kenneth Raisma v Mattias Siimar | 6-1,6-4 |
| ITF Estonia F2 | 2016/10/25 15:00 | Vitaly Kozyukov v Kenneth Raisma | 3-6,6-3,3-6 |
| ITF Sweden F5 | 2016/10/05 12:00 | Kenneth Raisma v Tim Van Rijthoven | 2-6,6-3,2-6 |
| ITF Sweden F5 | 2016/10/04 15:10 | Kenneth Raisma v Fred Simonsson | 6-3,7-5 |
| ITF Sweden F4 | 2016/09/28 08:00 | Markus Eriksson v Kenneth Raisma | 6-4,6-0 |
| 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 |
| Challenger Izmir Qual | 2016/09/18 10:45 | Marek Jaloviec v Vitaly Kozyukov | 3-6,4-6 |
| Challenger - Istanbul | 2016/09/13 10:40 | Vitaly Kozyukov v Marco Chiudinelli | 5-7,0-6 |
| Challenger Istanbul Qual | 2016/09/11 09:00 | Kimmer Coppejans v Vitaly Kozyukov | 6-2,3-6,4-6 |