Stadium: Court 2 Round: 45 Ground: Hardcourt indoor
| ITF Romania F5 | 2016/06/11 10:00 | Roberto Marcora v Tobias Simon | 6-7,6-1,7-6 |
| ITF Switzerland F3 | 2015/08/21 10:00 | Tobias Simon v Roberto Marcora | 3-6,3-6 |
| Challenger Eckental | 2018/10/28 10:00 | Igor Sijsling v Tobias Simon | 3-6,7-6,6-2 |
| Challenger Eckental | 2018/10/27 08:45 | Tobias Simon v Aldin Setkic | 3-6,7-6,7-5 |
| Challenger Brest | 2018/10/21 13:45 | Tomislav Brkic v Tobias Simon | 6-2,6-0 |
| Challenger Brest | 2018/10/20 13:05 | Arthur Rinderknech v Tobias Simon | 6-7,7-6,3-6 |
| Challenger Ismaning | 2018/10/14 12:40 | Tobias Simon v Alexander Erler | 6-7,6-4,6-7 |
| Challenger Ismaning | 2018/10/13 17:10 | Evan Furness v Tobias Simon | 2-6,6-7 |
| Challenger Ortisei | 2018/10/09 08:30 | Tobias Simon v Ricardas Berankis | 6-7,4-6 |
| Challenger Ortisei | 2018/10/08 08:00 | Tobias Simon v Aldin Setkic | 7-6,6-7,7-6 |
| Challenger Eckental | 2018/10/31 12:15 | Roberto Marcora v Sergiy Stakhovsky | 4-6,4-6 |
| Challenger Eckental | 2018/10/29 10:00 | Roberto Marcora v Joris De Loore | 6-3,6-1 |
| Challenger Eckental | 2018/10/28 11:35 | Roberto Marcora v David Poljak | 6-3,7-6 |
| Challenger Eckental | 2018/10/27 07:30 | Roberto Marcora v Bastien Presuhn | 6-1,6-4 |
| Challenger Barcelona | 2018/10/10 13:00 | Roberto Carballes Baena v Roberto Marcora | 6-2,6-1 |
| Challenger Barcelona | 2018/10/08 12:30 | Roberto Marcora v Viktor Durasovic | 7-6,6-3 |
| Challenger Barcelona | 2018/10/07 16:05 | Roberto Marcora v Alejandro Moro Canas | 6-3,6-2 |
| Challenger Barcelona | 2018/10/07 09:20 | Roberto Marcora v Melik Feler | 6-1,6-1 |