Round: 25 Ground: Carpet indoor
| ITF Estonia F2 | 2015/10/29 12:00 | Alexander Vasilenko v Mattias Siimar | 3-6,5-7 |
| 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 Russia F8 | 2016/09/09 08:00 | Dzmitry Zhyrmont v Alexander Vasilenko | 4-6,6-3,3-6 |
| ITF Estonia F2 | 2016/10/27 14:30 | Kenneth Raisma v Mattias Siimar | 6-1,6-4 |
| ITF Estonia F2 | 2016/10/24 13:00 | Verneri Tuomi v Mattias Siimar | 3-6,0-6 |
| ITF Estonia F1 | 2016/07/26 22:00 | Yann Wojcik v Mattias Siimar | 7-5,7-6 |
| ITF Estonia F1 | 2016/07/25 22:00 | Mattias Siimar v Karl Kiur Saar | 2-6,6-3,6-3 |
| ITF Estonia F1 | 2015/11/11 13:25 | Vladimir Ivanov v Mattias Siimar | 6-4,6-7,6-2 |
| ITF Estonia F1 | 2015/11/09 08:00 | Krisjanis Stabins v Mattias Siimar | 6-1,6-7,4-6 |
| ITF Estonia F3 | 2015/11/03 13:00 | Niels Lootsma v Mattias Siimar | 6-4,6-3 |
| ITF Estonia F2 | 2015/10/30 15:15 | Mattias Siimar v Filip Horansky | 2-6,3-6 |