Round: 29 Ground: Clay
| ITF Estonia F1 | 2015/08/01 11:20 | Kenneth Raisma v Ivanov, Vladimir | 6-7,6-7 |
| ITF Estonia F2 | 2016/10/29 09:00 | Zhyrmont, Dzmitry v Ivanov, Vladimir | 3-6,7-6,2-6 |
| ITF Estonia F2 | 2016/10/28 12:30 | Ivanov, Vladimir v Basso, Andrea | 6-2,6-4 |
| ITF Estonia F2 | 2016/10/27 13:00 | Ivanov, Vladimir v Lusti, Oskar | 6-0,6-0 |
| ITF Estonia F2 | 2016/10/25 09:20 | Ivanov, Vladimir v Elbaz, Shahar | 6-1,6-0 |
| Challenger Tashkent Qual | 2016/10/09 07:25 | Alexander Vasilenko v Ivanov, Vladimir | 7-6,6-4 |
| Challenger Tashkent Qual | 2016/10/08 09:05 | Petrov, Pavel v Ivanov, Vladimir | 5-7,2-6 |
| ITF Kazakhstan F7 | 2016/10/06 05:50 | Ivanov, Vladimir v Igoshin, Alexander | 6-4,6-7,0-6 |
| ITF Kazakhstan F7 | 2016/10/05 05:15 | Ivanov, Vladimir v Grigoriy Lomakin | 4-6,6-0,6-1 |
| ITF Estonia F2 | 2016/10/29 11:30 | Igoshin, Alexander v Kenneth Raisma | 3-6,6-7 |
| ITF Estonia F2 | 2016/10/28 14:00 | Kenneth Raisma v Stabins, Krisjanis | 7-5,7-5 |
| ITF Estonia F2 | 2016/10/27 14:30 | Kenneth Raisma v Siimar, Mattias | 6-1,6-4 |
| ITF Estonia F2 | 2016/10/25 15:00 | Kozyukov, Vitaly 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 | Eriksson, Markus v Kenneth Raisma | 6-4,6-0 |
| ITF Sweden F4 | 2016/09/27 10:35 | Kenneth Raisma v Samuelsson, Christian | 6-3,7-6 |