Ground: Clay
| ITF Switzerland F5 | 2014/08/27 12:30 | Samuel Bensoussan v Tobias Simon | 4-6,3-6 |
| ITF Switzerland F5 | 2014/08/25 12:35 | Tobias Simon v Keivon Tabrizi | 6-2,6-2 |
| ITF Germany F13 | 2014/08/21 08:00 | Tobias Simon v Maximilian Marterer | 6-7,7-6,4-6 |
| ITF Germany F12 | 2014/08/14 16:20 | Jannis Kahlke v Tobias Simon | 6-4,6-4 |
| ITF Austria F4 | 2014/07/16 10:55 | Tobias Simon v Matteo Donati | 6-7,4-6 |
| ITF Turkey F23 | 2014/07/01 08:00 | Tobias Simon v Markos Kalovelonis | 4-6,6-7 |
| ITF Turkey F22 | 2014/06/24 08:00 | Tobias Simon v Cem Ilkel | 3-6,3-6 |
| ITF Turkey F21 | 2014/06/19 08:00 | Cem Ilkel v Tobias Simon | 6-3,6-4 |
| ITF Switzerland F5 | 2014/08/27 11:55 | Jonathan Kanar v Maximiliano Estevez | 6-4,4-6,5-7 |
| ITF Switzerland F5 | 2014/08/26 16:20 | Andrew Ruppli v Maximiliano Estevez | 1-6,1-6 |
| ITF Switzerland F3 | 2014/08/14 10:00 | Maxime Hamou v Maximiliano Estevez | 6-3,5-7,6-4 |
| ITF Switzerland F3 | 2014/08/13 15:40 | Keivon Tabrizi v Maximiliano Estevez | 3-6,1-6 |
| ITF Switzerland F3 | 2014/08/11 09:00 | Pirmin Haenle v Maximiliano Estevez | 3-6,4-6 |
| ITF Italy F25 | 2014/07/31 09:15 | Lorenzo Sonego v Maximiliano Estevez | 6-1,2-6,6-1 |
| ITF Italy F25 | 2014/07/29 15:20 | Davide Della Tommasina v Maximiliano Estevez | 5-7,2-6 |
| ITF Italy F24 | 2014/07/23 12:55 | Maximiliano Estevez v Federico Gaio | 6-3,1-6,4-6 |