Stadium: Court 4 Round: 54 Ground: Clay
| ITF M15 Madrid | 2019/04/15 11:00 | Gray, Jonathan v Blanco Damea, Alvaro | 6-3,6-7,13-11 |
| Bolton, Qualifications Simples M-ITF-GBR-03A | 2019/04/02 09:00 | Gray, Jonathan v Gijs Brouwer | 6-7,7-6,4-6 |
| ITF - M25 Calabasas | 2019/03/22 20:00 | Gray, Jonathan v Stefan Kozlov | 2-6,1-6 |
| ITF - M25 Calabasas | 2019/03/22 02:25 | Keegan Smith v Gray, Jonathan | 3-6,7-6,1-6 |
| ITF - M25 Calabasas | 2019/03/20 19:05 | Hahn, Eric v Gray, Jonathan | 2-6,2-6 |
| ITF - M25 Calabasas | 2019/03/19 18:55 | Gray, Jonathan v Griffith, William | 6-2,7-6 |
| ITF - M25 Calabasas | 2019/03/18 17:00 | Evan Zhu v Gray, Jonathan | 3-6,2-6 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/12 18:00 | Kohen, Alan v Gray, Jonathan | 6-3,6-3 |
| ITF M15 Madrid | 2019/04/15 11:00 | Ferrer Chueca, Alejo v Arthur Reymond | 4-6,2-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/03/18 12:30 | Arthur Reymond v Fellin, Manfred | 4-6,6-4,4-10 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/03/18 08:00 | Arthur Reymond v Ernaelsteen, Victor | 6-1,6-3 |
| Toulouse, Singles M-ITF-FRA-05A | 2019/03/08 13:20 | Arthur Reymond v Hugo Grenier | 5-7,4-6 |
| Toulouse, Singles M-ITF-FRA-05A | 2019/03/07 16:30 | Benjamin Pietri v Arthur Reymond | 4-6,1-6 |
| Toulouse, Singles M-ITF-FRA-05A | 2019/03/06 10:40 | Arthur Reymond v Larriere, Clement | 6-1,3-6,6-4 |
| ITF - M15 Veigy-Foncenex | 2019/01/21 18:30 | Arthur Reymond v Thirouin, Jean | 3-6,5-7 |
| ITF - M15 Veigy-Foncenex | 2019/01/21 11:30 | Arthur Reymond v Djouder, Younes | 3-6,6-3,10-6 |