Stadium: Court 5 Round: 25 Ground: Clay
| Challenger Portoroz | 2019/08/14 14:40 | Zdenek Kolar v Tobias Simon | 6-2,6-4 |
| Challenger Portoroz | 2019/08/12 15:30 | Quentin Robert v Tobias Simon | 3-6,5-7 |
| ITF M25 Pozoblanco | 2019/08/08 17:30 | Tobias Simon v Rayane Roumane | 6-3,3-6,6-7 |
| ITF M25 Pozoblanco | 2019/08/07 17:15 | Tobias Simon v Juan P Canas Garcia | 7-5,6-2 |
| Challenger Segovia | 2019/08/01 14:05 | Constant Lestienne v Tobias Simon | 7-6,6-2 |
| Challenger Segovia | 2019/07/30 08:00 | Tobias Simon v Aldin Setkic | 7-5,6-4 |
| 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 M15 Trier | 2019/08/13 09:30 | Niklas Schell v Patrik Hartmeier | 6-4,6-2 |
| ITF M15 Bad Schussenried | 2019/07/22 09:30 | Patrik Hartmeier v Tim Handel | 4-6,6-7 |
| ITF M15 Kramsach | 2019/07/19 14:10 | Ronald Slobodchikov v Patrik Hartmeier | 6-2,6-0 |
| ITF M15 Kramsach | 2019/07/18 10:30 | Patrik Hartmeier v Mariano Kestelboim | 6-4,7-6 |
| ITF M15 Kramsach | 2019/07/17 13:30 | Gabriel Donev v Patrik Hartmeier | 4-6,3-6 |
| ITF M15 Alkmaar | 2019/06/25 08:00 | Patrik Hartmeier v Amadatus Admiraal | 6-1,4-6,7-10 |
| ITF M15 Reggio Emilia | 2019/05/27 12:30 | Giacomo Dambrosi v Patrik Hartmeier | 7-6,7-6 |
| ITF M15 Prague | 2019/05/13 08:30 | Antonin Stepanek v Patrik Hartmeier | 7-5,6-1 |