Round: 27 Ground: Carpet indoor
| ITF - Estland F3 | 2016/11/02 11:00 | Temur Ismailov v Niels Lootsma | 3-6,6-2,0-6 |
| ITF - Estland F3 | 2016/10/31 12:05 | Bart Stevens v Niels Lootsma | 3-6,4-6 |
| ITF - Tschechien F8 | 2016/10/23 08:00 | Niels Lootsma v Petr Michnev | 6-7,5-7 |
| ITF - Tschechien F8 | 2016/10/22 08:00 | Marek Gengel v Niels Lootsma | 3-6,2-6 |
| ITF - Tschechien F8 | 2016/10/21 09:10 | Ondrej Krstev v Niels Lootsma | 6-7,2-6 |
| ITF - Tschechien F8 | 2016/10/20 08:00 | Matej Vocel v Niels Lootsma | 7-6,2-6,6-7 |
| ITF - Tschechien F8 | 2016/10/19 12:05 | David Poljak v Niels Lootsma | 6-7,6-7 |
| ITF Czech Republic F7 | 2016/10/16 08:00 | Niels Lootsma v Petr Michnev | 6-3,6-7,4-6 |
| ITF - Estland F3 | 2016/11/03 14:50 | Karol Beck v Vladimir Ivanov | 3-6,5-7 |
| ITF - Estland F3 | 2016/11/01 13:25 | Kristofer Siimar v Vladimir Ivanov | 0-6,4-6 |
| ITF - Estland F2 | 2016/10/30 10:00 | Vladimir Ivanov v Kenneth Raisma | 4-6,3-6 |
| ITF - Estland F2 | 2016/10/29 09:00 | Dzmitry Zhyrmont v Vladimir Ivanov | 3-6,7-6,2-6 |
| ITF - Estland F2 | 2016/10/28 12:30 | Vladimir Ivanov v Andrea Basso | 6-2,6-4 |
| ITF - Estland F2 | 2016/10/27 13:00 | Vladimir Ivanov v Oskar Lusti | 6-0,6-0 |
| ITF - Estland F2 | 2016/10/25 09:20 | Vladimir Ivanov v Shahar Elbaz | 6-1,6-0 |
| Challenger Tashkent Qual | 2016/10/09 07:25 | Alexander Vasilenko v Vladimir Ivanov | 7-6,6-4 |