Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| Challenger Bratislava | 2018/11/04 09:00 | Aldin Setkic v Tobias Simon | 7-6,6-4 |
| Challenger Eckental | 2018/10/27 08:45 | Tobias Simon v Aldin Setkic | 3-6,7-6,7-5 |
| Challenger Ortisei | 2018/10/08 08:00 | Tobias Simon v Aldin Setkic | 7-6,6-7,7-6 |
| Challenger Segovia | 2019/07/29 08:00 | Botic Van De Zandschulp v Tobias Simon | 5-7,5-7 |
| Challenger Granby | 2019/07/23 15:40 | Joshua Peck v Tobias Simon | 6-4,6-4 |
| ITF M25 Bakio | 2019/07/02 13:55 | Sergi Perez Contri v Tobias Simon | 6-3,6-2 |
| ITF M25 Arlon | 2019/06/25 16:50 | Tobias Simon v Zizou Bergs | 5-7,5-7 |
| Challenger Bratislava | 2019/06/17 15:20 | Jeremy Jahn v Tobias Simon | 6-4,6-7,6-1 |
| ITF M25 Huelva | 2019/06/14 15:00 | Tobias Simon v Pol Martin Tiffon | 4-6,4-6 |
| ITF M25 Huelva | 2019/06/13 17:00 | Tobias Simon v Evan Furness | 6-3,6-7,6-1 |
| ITF M25 Huelva | 2019/06/12 13:25 | Tobias Simon v Luis Faria | 6-3,7-6 |
| Challenger Praha | 2019/07/22 10:30 | Jan Choinski v Aldin Setkic | 6-3,6-7,6-2 |
| Challenger Nur-Sultan | 2019/07/15 07:30 | Aldin Setkic v Nam Hoang Ly | 4-6,6-3,4-6 |
| Challenger Perugia | 2019/07/08 15:35 | Aldin Setkic v Julian Ocleppo | 6-4,6-3 |
| Challenger Recanati | 2019/07/01 12:40 | Aldin Setkic v Kenny de Schepper | 5-7,3-6 |
| ATP Antalya | 2019/06/22 11:35 | Aldin Setkic v Kevin Krawietz | 5-7,3-6 |
| Challenger Fergana | 2019/06/20 08:25 | Aldin Setkic v Cem Ilkel | 6-3,3-6,4-6 |
| Challenger Fergana | 2019/06/19 09:20 | Aldin Setkic v Saida'lo Saidkarimov | 6-2,6-3 |
| ITF M25 Kiseljak | 2019/05/30 10:30 | Aldin Setkic v Martins Podzus | 2-6,2-6 |