Ground: Hardcourt outdoor
| ITF Greece F8 | 2014/10/16 08:30 | Tobias Simon v Thomas Fabbiano | 4-6,4-6 |
| ITF Greece F8 | 2014/10/15 11:30 | Charalampos Kapogiannis v Tobias Simon | 3-6,4-6 |
| ITF Italy F30 | 2014/09/02 13:45 | Davide Della Tommasina v Tobias Simon | 6-4,1-6,6-2 |
| ITF Switzerland F5 | 2014/08/28 13:25 | Tobias Simon v Maximiliano Estevez | 6-7,6-1,3-6 |
| 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 Greece F8 | 2014/10/12 10:00 | David Simunek v Jack Oswald | 6-1,6-0 |
| ITF Greece F8 | 2014/10/11 10:00 | Ethan Tulliani v Jack Oswald | 6-3,5-7,5-7 |
| ITF Georgia F1 | 2014/07/28 08:30 | Yahor Yatsyk v Jack Oswald | 6-1,7-6 |
| ITF Egypt F33 | 2014/04/30 09:30 | Jack Oswald v Mauricio A-Guzman | 0-6,1-6 |
| ITF Egypt F33 | 2014/04/16 08:00 | Jack Oswald v Arturs Lazdins | 2-6,3-6 |
| ITF Egypt F9 | 2014/03/11 11:30 | Gabriel De Andrade Bendazoli v Jack Oswald | 6-2,6-3 |