Round: 25 Ground: Carpet indoor
| Challenger Mohammedia Qual | 2016/10/02 10:00 | Tobias Simon v Maxime Janvier | 5-7,4-6 |
| Challenger Mohammedia Qual | 2016/10/01 15:10 | Tobias Simon v Andreas Mies | 4-6,7-6,6-2 |
| Challenger Mohammedia Qual | 2016/10/01 11:00 | Danilo Petrovic v Tobias Simon | 6-3,3-6,6-7 |
| ITF Spain F32 | 2016/09/27 13:15 | Tobias Simon v Alexander Zhurbin | 2-6,2-6 |
| ITF Spain F31 | 2016/09/21 15:00 | Jaume Munar v Tobias Simon | 6-4,6-4 |
| ITF Italy F27 | 2016/09/01 11:30 | Tobias Simon v Kristijan Mesaros | 3-6,6-7 |
| ITF Italy F27 | 2016/08/31 13:55 | Pol Toledo Bague v Tobias Simon | 3-6,4-6 |
| ITF Italy F27 | 2016/08/29 09:00 | Tobias Simon v Riccardo Roberto | 6-1,6-2 |
| ITF France F7 | 2016/03/23 14:45 | Alexandre Sidorenko v Philipp Davydenko | 6-4,6-4 |
| ITF France F7 | 2016/03/21 10:00 | Robin Kern v Philipp Davydenko | 6-7,1-6 |
| ITF Egypt F6 | 2016/02/25 10:00 | Philipp Davydenko v Gleb Sakharov | 1-6,3-6 |
| ITF Egypt F6 | 2016/02/23 08:00 | Philipp Davydenko v Denis Yevseyev | 6-4,6-2 |
| ITF Egypt F5 | 2016/02/17 11:00 | Philipp Davydenko v Gleb Sakharov | 4-6,5-7 |
| ITF Egypt F4 | 2016/02/11 08:00 | Philipp Davydenko v Lloyd Harris | 6-7,3-6 |
| ITF Egypt F4 | 2016/02/09 10:40 | Philipp Davydenko v Oleg Prihodko | 7-6,3-6,6-3 |
| Challenger Szczecin Qual | 2015/09/13 09:00 | Philipp Davydenko v Maciej Rajski | 6-4,4-6,4-6 |