Stadium: Court 12 Round: 166 Ground: Clay
| Challenger Orleans | 2018/09/24 10:35 | Hugo Nys v Tobias Simon | 4-6,6-3,6-3 |
| ITF M25 Angers | 2019/04/26 13:20 | Tobias Simon v Nikolas Sanchez Izquierdo | 6-2,5-7,2-6 |
| ITF M25 Angers | 2019/04/25 16:10 | Tobias Simon v Christoph Negritu | 6-4,6-7,6-0 |
| ITF M25 Angers | 2019/04/23 16:30 | Tobias Simon v Benjamin Dhoe | 6-3,4-6,6-4 |
| ITF M25 Sunderland | 2019/04/11 12:35 | Tobias Simon v Andres Artunedo Martinavarr | 2-6,0-6 |
| ITF M25 Sunderland | 2019/04/10 10:45 | Robert Carter v Tobias Simon | 6-7,5-7 |
| ITF M25 Calabasas | 2019/03/21 21:15 | Drew Baird v Tobias Simon | 7-6,7-6 |
| ITF M25 Calabasas | 2019/03/20 17:00 | Tobias Simon v Emilio Nava | 6-4,6-2 |
| ITF M25 Bakersfield | 2019/03/14 23:50 | Strong Kirchheimer v Tobias Simon | 6-4,6-2 |
| ATP Monte Carlo | 2019/04/13 11:30 | Aljaz Bedene v Hugo Nys | 6-2,6-4 |
| Challenger Quimper | 2019/01/29 09:00 | Hugo Nys v Roman Safiullin | 4-6,4-6 |
| Challenger Canberra | 2019/01/07 23:00 | Tomislav Brkic v Hugo Nys | 6-2,4-6,7-5 |
| Challenger Canberra | 2019/01/06 23:00 | Lucas Vuradin v Hugo Nys | 3-6,1-6 |
| Challenger Noumea | 2019/01/03 00:50 | Hugo Nys v Noah Rubin | 3-6,5-7 |
| Challenger Noumea | 2019/01/01 01:25 | Duckhee Lee v Hugo Nys | 6-4,4-6,2-6 |
| Challenger Noumea | 2018/12/31 00:55 | Roberto Marcora v Hugo Nys | 4-6,4-6 |
| Challenger Orleans | 2018/09/26 13:45 | Hugo Nys v Elias Ymer | 2-6,6-7 |