Round: 25 Ground: Hardcourt indoor
| ITF Finland F1 | 2016/08/02 15:00 | Patrick Kaukovalta v Alexander Vasilenko | 6-7,2-6 |
| Challenger Tampere Qual | 2015/07/19 10:15 | Alexander Vasilenko v Patrick Kaukovalta | 6-2,6-3 |
| ITF Estonia F4 | 2016/11/07 07:55 | Viktor Durasovic v Alexander Vasilenko | 7-5,6-3 |
| ITF Estonia F4 | 2016/11/06 23:00 | Viktor Durasovic v Alexander Vasilenko | 7-5,6-3 |
| 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 15:20 | Dzmitry Zhyrmont v Alexander Vasilenko | 1-6,7-6,5-7 |
| 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 12:05 | Alexander Vasilenko v Mattias Siimar | 6-1,6-3 |
| 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 |
| ITF Estonia F4 | 2016/11/06 23:00 | Eero Vasa v Patrick Kaukovalta | 6-2,6-4 |
| ITF Estonia F4 | 2016/11/05 23:00 | Michiel de Krom v Patrick Kaukovalta | 7-6,6-7,2-6 |
| ITF Estonia F4 | 2016/11/04 23:00 | Daniil Glinka v Patrick Kaukovalta | 1-6,2-6 |
| ITF Estonia F3 | 2016/11/01 10:30 | Patrick Kaukovalta v Artem Dubrivnyy | 4-6,4-6 |
| ITF Chinese Taipei F3 | 2016/10/27 02:00 | Patrick Kaukovalta v Patrik Niklas-Salminen | 5-7,4-6 |
| ITF Chinese Taipei F3 | 2016/10/25 02:00 | Jui-Chen Hung v Patrick Kaukovalta | 4-6,6-3,2-6 |
| ITF Chinese Taipei F3 | 2016/10/23 01:30 | Patrick Kaukovalta v Hao-Yang Hu | 6-2,6-2 |
| ITF Chinese Taipei F2 | 2016/10/17 02:00 | Patrick Kaukovalta v Tsung-Hao Huang | 6-2,1-6,3-6 |