Round: 26 Ground: Hardcourt indoor
| Challenger Como Qual | 2016/08/29 08:00 | Jeremy Jahn v Andrea Vavassori | 5-7,7-5,5-7 |
| Challenger Como Qual | 2016/08/28 08:00 | Jeremy Jahn v Pascal Meis | 6-3,6-4 |
| Challenger Como Qual | 2016/08/27 09:35 | Jeremy Jahn v Isak Arvidsson | 6-3,7-5 |
| Challenger Meerbusch | 2016/08/15 14:00 | Jeremy Jahn v Roberto Ortega-Olmedo | 5-7,6-3,6-3 |
| ITF Italy F24 | 2016/08/13 09:00 | Yannick Hanfmann v Jeremy Jahn | 3-6,2-6 |
| ITF Italy F24 | 2016/08/12 12:35 | Adelchi Virgili v Jeremy Jahn | 5-7,6-1,1-6 |
| ITF Italy F24 | 2016/08/11 10:00 | Jeremy Jahn v Zdenek Kolar | 6-3,6-3 |
| ITF Italy F24 | 2016/08/10 12:55 | Jeremy Jahn v Marcel Felder | 6-4,6-4 |
| ITF Finland F2 | 2016/08/10 08:00 | Alexander Vasilenko v Jonathan Mridha | 5-7,6-3,7-5 |
| ITF Finland F1 | 2016/08/04 14:35 | Jonathan Mridha v Alexander Vasilenko | 6-4,7-6 |
| ITF Finland F1 | 2016/08/03 13:55 | Sebastian Hawken v Alexander Vasilenko | 3-6,4-6 |
| ITF Finland F1 | 2016/08/02 15:00 | Patrick Kaukovalta v Alexander Vasilenko | 6-7,2-6 |
| ITF Estonia F1 | 2016/07/26 22:00 | Alberto Brizzi v Alexander Vasilenko | 6-4,6-2 |
| ITF Estonia F1 | 2016/07/24 22:00 | Jonathan Gray v Alexander Vasilenko | 6-2,4-6,4-6 |
| Challenger Tampere | 2016/07/19 09:10 | Alexander Vasilenko v Germain Gigounon | 1-6,7-6,1-6 |
| Challenger Tampere Qual | 2016/07/17 08:00 | Evgeny Karlovskiy v Alexander Vasilenko | 6-7,7-6,3-6 |