Round: 26 Ground: Hardcourt indoor
| ITF Estonia F4 | 2016/11/07 23:00 | Adam Chadaj v Kenneth Raisma | 4-6,5-7 |
| ITF Estonia F3 | 2016/11/03 12:00 | Alexander Vasilenko v Kenneth Raisma | 7-6,3-6,6-3 |
| 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 Estonia F4 | 2016/11/07 23:00 | Martins Podzus v Temur Ismailov | 7-5,6-7,3-6 |
| ITF Estonia F3 | 2016/11/02 11:00 | Temur Ismailov v Niels Lootsma | 3-6,6-2,0-6 |
| ITF Estonia F3 | 2016/10/31 10:40 | Temur Ismailov v Michal Dembek | 6-0,7-6 |
| Challenger Tashkent Qual | 2016/10/09 06:00 | Temur Ismailov v Marcelo Demoliner | 6-7,6-7 |
| ITF USA F30 | 2016/09/28 16:00 | Lucas Catarina v Temur Ismailov | 6-2,3-6,6-0 |
| ITF USA F29 | 2016/09/22 17:00 | Miomir Kecmanovic v Temur Ismailov | 6-3,6-3 |
| ITF USA F29 | 2016/09/21 19:10 | Alan Kohen v Temur Ismailov | 1-6,4-6 |
| ITF Russia F8 | 2016/09/07 09:30 | Temur Ismailov v Marat Deviatiarov | 6-4,3-6,2-6 |