Ground: Hardcourt outdoor
| 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 Turkey F21 | 2014/06/17 09:30 | Tobias Simon v Altug Celikbilek | 7-6,6-4 |
| ITF Bulgaria F1 | 2014/06/12 09:55 | Juan Sebastian Gomez v Tobias Simon | 7-6,6-0 |
| ITF Bulgaria F1 | 2014/06/11 10:55 | Tobias Simon v Teodor-Dacian Craciun | 6-3,6-3 |
| ITF Tunisia F2 | 2014/05/20 12:10 | Tobias Simon v Claudio Grassi | 3-6,4-6 |
| ATP Munich Qual | 2014/04/27 09:00 | Tobias Simon v Ricardas Berankis | 6-7,3-6 |
| ITF Qatar F1 | 2014/04/01 14:00 | Tobias Simon v Pietro Licciardi | 6-7,3-6 |
| ITF Turkey F22 | 2014/06/26 08:00 | Aldin Setkic v Markos Kalovelonis | 6-3,6-3 |
| ITF Turkey F22 | 2014/06/24 08:00 | Darren Polkinghorne v Markos Kalovelonis | 6-7,3-6 |
| ITF Turkey F21 | 2014/06/19 10:00 | Markos Kalovelonis v Dane Propoggia | 3-6,1-6 |
| ITF Egypt F20 | 2014/06/04 15:25 | Markos Kalovelonis v Marc Giner | 4-6,6-3,6-7 |
| Davis Cup | 2014/04/04 10:00 | Markos Kalovelonis v Grigor Dimitrov | 3-6,3-6,0-6 |
| ITF Greece F3 | 2014/03/25 09:30 | Anton Zaitcev v Markos Kalovelonis | 3-6,6-4,6-3 |