Stadium: Court 2 Round: 25 Ground: Clay
| 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 |
| Challenger Bordeaux | 2019/04/29 08:00 | Tobias Simon v Hugo Nys | 2-6,4-6 |
| ITF M25 - Angers | 2019/04/26 13:20 | Tobias Simon v Nikolas Sanchez Izquierdo | 6-2,5-7,2-6 |
| ITF M25 - Huelva | 2019/06/11 09:30 | Pablo Llamas Ruiz v Luis Faria | 4-6,6-1,10-4 |
| ITF M25 - Huelva | 2019/06/10 17:00 | Francisco Cabral v Luis Faria | 3-6,6-2,6-10 |
| ITF M15 - Majadahonda | 2019/05/29 08:00 | Arthur Reymond v Luis Faria | 6-1,7-5 |
| ITF M15 - Majadahonda | 2019/05/28 08:00 | Luis Faria v Hendrik Jebens | 6-4,4-6,10-5 |
| ITF M25 - Vic | 2019/05/21 10:20 | Luis Faria v Carlos Sanchez Jover | 7-6,4-6,4-10 |
| ITF M25 - Vic | 2019/05/20 08:30 | Luis Faria v Arnau R Queralto | 6-2,6-4 |
| Challenger Lissabon | 2019/05/15 14:40 | Luis Faria v Roberto Marcora | 1-6,2-6 |
| Challenger Lissabon | 2019/05/13 09:00 | Steven Diez v Luis Faria | 6-3,6-3 |