Round: 28 Ground: Hardcourt indoor
| ITF Estonia F3 | 2016/11/04 13:25 | Niels Lootsma v Vladimir Ivanov | 7-5,6-3 |
| ITF Estonia F4 | 2016/11/10 13:46 | Shane Vinsant v Niels Lootsma | 3-6,5-7 |
| ITF Estonia F4 | 2016/11/09 23:00 | Shane Vinsant v Niels Lootsma | 3-6,5-7 |
| ITF Estonia F4 | 2016/11/09 09:54 | Niels Lootsma v Markus Eriksson | 7-6,6-3 |
| ITF Estonia F4 | 2016/11/08 23:00 | Niels Lootsma v Markus Eriksson | 7-6,6-3 |
| ITF Estonia F3 | 2016/11/06 09:00 | Niels Lootsma v Marat Deviatiarov | 6-2,6-4 |
| ITF Estonia F3 | 2016/11/05 12:25 | Alexander Vasilenko v Niels Lootsma | 3-6,6-3,3-6 |
| ITF Estonia F3 | 2016/11/04 13:25 | Niels Lootsma v Vladimir Ivanov | 7-5,6-3 |
| ITF Estonia F3 | 2016/11/02 11:00 | Temur Ismailov v Niels Lootsma | 3-6,6-2,0-6 |
| ITF Estonia F4 | 2016/11/09 23:00 | Vladimir Ivanov v Evgeny Tyurnev | 6-3,7-6 |
| ITF Estonia F4 | 2016/11/08 23:00 | Vladimir Ivanov v Matvey Khomentovskiy | 3-6,7-6,6-4 |
| ITF Estonia F4 | 2016/11/07 23:00 | Vladimir Ivanov v Milos Sekulic | 3-6,7-5,7-6 |
| ITF Estonia F3 | 2016/11/04 13:25 | Niels Lootsma v Vladimir Ivanov | 7-5,6-3 |
| ITF Estonia F3 | 2016/11/03 14:50 | Karol Beck v Vladimir Ivanov | 3-6,5-7 |
| ITF Estonia F3 | 2016/11/01 13:25 | Kristofer Siimar v Vladimir Ivanov | 0-6,4-6 |
| ITF Estonia F2 | 2016/10/30 10:00 | Vladimir Ivanov v Kenneth Raisma | 4-6,3-6 |
| ITF Estonia F2 | 2016/10/29 09:00 | Dzmitry Zhyrmont v Vladimir Ivanov | 3-6,7-6,2-6 |