Stadium: Centre Court Round: 26 Ground: Clay
| ITF - M25 Angers | 2019/04/23 16:30 | Simon, Tobias v Dhoe, Benjamin | 6-3,4-6,6-4 |
| ITF - M25 Sunderland | 2019/04/11 12:35 | Simon, Tobias v Artunedo Martinav. | 2-6,0-6 |
| ITF - M25 Sunderland | 2019/04/10 10:45 | Carter, Robert v Simon, Tobias | 6-7,5-7 |
| ITF - M25 Calabasas | 2019/03/21 21:15 | Baird, Drew v Simon, Tobias | 7-6,7-6 |
| ITF - M25 Calabasas | 2019/03/20 17:00 | Simon, Tobias v Emilio Nava | 6-4,6-2 |
| ITF - M25 Bakersfield | 2019/03/14 23:50 | Strong Kirchheimer v Simon, Tobias | 6-4,6-2 |
| ITF - M25 Bakersfield | 2019/03/13 19:40 | Gomez, Lucas v Simon, Tobias | 6-0,6-7,2-6 |
| Challenger - Santiago | 2019/03/05 16:35 | Simon, Tobias v Emilio Gomez | 4-6,4-6 |
| ITF - M25 Angers | 2019/04/24 11:10 | Christoph Negritu v Pauwels, Maxime | 6-2,6-4 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/03/28 09:00 | Filip Cristian Jianu v Christoph Negritu | 6-4,6-2 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/03/26 10:30 | Bogdan Bobrov v Christoph Negritu | 2-6,3-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/03/19 08:30 | Christoph Negritu v Filip Cristian Jianu | 3-6,6-1,6-7 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/03/14 11:15 | Christoph Negritu v Vit Kopriva | 6-4,2-6,3-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/03/13 10:00 | Mariano Kestelboim v Christoph Negritu | 5-7,2-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/03/07 08:30 | Santanna, B. v Christoph Negritu | 6-3,6-3 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/03/06 08:30 | Alex M Pujolras v Christoph Negritu | 4-6,1-6 |