Stadium: Pista 3 Round: 26 Ground: Hardcourt outdoor
| 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 Poznan | 2019/06/03 08:00 | Tobias Simon v Jacopo Berrettini | 2-6,4-6 |
| ITF M25 Most | 2019/05/29 08:00 | Tobias Simon v Dominik Recek | 5-7,4-6 |
| Challenger Samarkand | 2019/05/13 11:20 | Alexander Zhurbin v Tobias Simon | 7-6,6-7,7-5 |
| ITF M25 Toulouse | 2019/06/19 08:30 | Dan Added v Rayane Roumane | 7-5,4-6,6-3 |
| Challenger Lille | 2019/03/21 10:50 | Rayane Roumane v Jan Choinski | 6-4,4-6,6-7 |
| Challenger Lille | 2019/03/19 12:55 | Antoine Hoang v Rayane Roumane | 6-7,3-6 |
| Challenger Lille | 2019/03/18 10:35 | Rayane Roumane v Cem Ilkel | 6-3,6-2 |
| ITF M15 Poitiers | 2019/03/14 12:10 | Corentin Denolly v Rayane Roumane | 6-2,6-2 |
| ITF M15 Poitiers | 2019/03/13 15:00 | Giovanni Mpetshi Perricard v Rayane Roumane | 2-6,4-6 |
| ITF M15 Poitiers | 2019/03/11 14:30 | Rayane Roumane v Damien Bayard | 6-1,6-3 |
| ITF M15 Poitiers | 2019/03/11 10:30 | Rayane Roumane v Pierre Delage | 6-4,6-2 |