Round: 26 Ground: Carpet indoor
| ITF Estonia F3 | 2016/11/01 12:05 | Alexander Vasilenko v Mattias Siimar | 6-1,6-3 |
| ITF Estonia F2 | 2016/10/27 11:00 | Alexander Vasilenko v Mark Whitehouse | 5-7,6-7 |
| ITF Estonia F2 | 2016/10/25 13:00 | Alexander Vasilenko v Anton Pavlov | 6-4,7-5 |
| Challenger Tashkent | 2016/10/11 06:50 | Alexander Vasilenko v Denys Molchanov | 6-7,6-7 |
| Challenger Tashkent Qual | 2016/10/10 05:00 | Marcelo Demoliner v Alexander Vasilenko | 4-6,4-6 |
| Challenger Tashkent Qual | 2016/10/09 07:25 | Alexander Vasilenko v Vladimir Ivanov | 7-6,6-4 |
| Challenger Tashkent Qual | 2016/10/08 09:30 | Alexander Vasilenko v Gero Kretschmer | 7-6,6-3 |
| ITF Russia F8 | 2016/09/10 12:30 | Alexander Vasilenko v Alexander Bublik | 3-6,5-7 |
| ITF Estonia F3 | 2016/11/01 16:00 | Kenneth Raisma v Vitaly Kozyukov | 6-3,6-4 |
| 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 |