Stadium: Court 16 Round: 25 Ground: Hardcourt indoor
| ITF Switzerland F1 | 2018/02/10 14:00 | Gregoire Jacq v Tobias Simon | 3-6,6-3,5-7 |
| Challenger Lisbon | 2019/05/13 14:00 | Mohamed Safwat v Gregoire Jacq | 7-5,6-3 |
| Challenger Rome | 2019/05/06 10:10 | Peter Heller v Gregoire Jacq | 6-3,6-3 |
| Challenger Bordeaux | 2019/05/01 10:10 | Marcos Giron v Gregoire Jacq | 6-1,6-4 |
| Challenger Bordeaux | 2019/04/30 09:30 | Gregoire Jacq v Albano Olivetti | 7-6,7-5 |
| Challenger St Brieuc | 2019/03/26 10:40 | Ricardas Berankis v Gregoire Jacq | 6-1,6-3 |
| Challenger St Brieuc | 2019/03/25 10:30 | Tristan Lamasine v Gregoire Jacq | 4-6,3-6 |
| Challenger Lille | 2019/03/18 17:00 | Gregoire Jacq v Viktor Troicki | 6-7,2-6 |
| Challenger Pau | 2019/02/26 11:10 | Gregoire Jacq v Zdenek Kolar | 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 |
| Challenger Shymkent | 2019/05/09 10:45 | Tobias Simon v Jay Clarke | 2-6,7-5,6-7 |
| Challenger Shymkent | 2019/05/07 08:10 | Viktor Durasovic v Tobias Simon | 6-7,5-7 |
| Challenger Shymkent | 2019/05/06 05:40 | Tobias Simon v Gijs Brouwer | 3-6,6-4,7-5 |