Round: 25 Ground: Clay
| ITF Finland F2 Qual | 2016/08/06 07:00 | Henrik Sillanpaa v Jacob Kahoun | 3-6,1-6 |
| ITF Finland F1 | 2016/08/01 14:35 | Henrik Sillanpaa v Patrik Brydolf | 3-6,7-6,6-7 |
| ITF Estonia F1 | 2016/07/26 22:00 | Claudio Fortuna v Henrik Sillanpaa | 6-2,6-4 |
| ITF Estonia F1 | 2016/07/24 22:00 | Henrik Sillanpaa v Mika Kosonen | 3-6,6-3,6-3 |
| Challenger Tampere Qual | 2016/07/17 08:00 | Lauri Kiiski v Henrik Sillanpaa | 6-3,6-4 |
| Challenger Tampere Qual | 2016/07/16 11:15 | Henrik Sillanpaa v Isak Arvidsson | 1-6,6-3,6-4 |
| ITF Tunisia F11 | 2016/03/23 10:00 | Henrik Sillanpaa v David Vega Hernandez | 6-4,6-3 |
| ITF Tunisia F10 | 2016/03/15 12:10 | Henrik Sillanpaa v Marc Sieber | 2-6,0-6 |
| ITF Finland F1 | 2016/08/02 15:00 | Patrick Kaukovalta v Alexander Vasilenko | 6-7,2-6 |
| ITF Finland F3 | 2015/08/18 10:00 | Patrik Niklas-Salminen v Patrick Kaukovalta | 4-6,6-2,6-0 |
| ITF Finland F2 Qual | 2015/08/08 10:00 | Lloyd Glasspool v Patrick Kaukovalta | 6-0,6-0 |
| ITF Finland F1 | 2015/08/03 08:50 | Tallon Griekspoor v Patrick Kaukovalta | 6-3,6-4 |
| Challenger Tampere Qual | 2015/07/19 10:15 | Alexander Vasilenko v Patrick Kaukovalta | 6-2,6-3 |