Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Tabarka | 2019/05/01 08:30 | Jonathan Gray v Louis Tessa | 6-2,1-6,2-6 |
| ITF M15 Tabarka | 2019/04/23 11:55 | Jonathan Gray v Louis Tessa | 4-6,3-6 |
| ITF M15 Madrid | 2019/04/17 11:40 | Benjamin Winter Lopez v Jonathan Gray | 7-6,6-3 |
| ITF M15 Madrid | 2019/04/15 16:30 | Jonathan Gray v Arthur Reymond | 6-3,6-2 |
| ITF M15 Madrid | 2019/04/15 11:00 | Jonathan Gray v Alvaro Blanco Damea | 6-3,6-7,13-11 |
| ITF M25 Bolton | 2019/04/02 09:00 | Jonathan Gray v Gijs Brouwer | 6-7,7-6,4-6 |
| ITF M25 Calabasas | 2019/03/22 20:00 | Jonathan Gray v Stefan Kozlov | 2-6,1-6 |
| ITF M25 Calabasas | 2019/03/22 02:25 | Keegan Smith v Jonathan Gray | 3-6,7-6,1-6 |
| ITF M25 Pensacola | 2019/05/06 14:00 | Aaron Schmid v Matthew Segura | 5-7,6-1,7-10 |
| ITF M25 Vero Beach | 2019/04/29 16:00 | Aaron Schmid v Zachary Svajda | 1-6,2-6 |
| ITF M15 Cancun | 2019/03/26 14:00 | Adam El Mihdawy v Aaron Schmid | 6-3,6-3 |
| ITF M15 Cancun | 2019/03/25 17:00 | Alejandro Mendoza v Aaron Schmid | 3-6,1-6 |
| ITF M15 Cancun | 2019/03/18 19:30 | Vasil Kirkov v Aaron Schmid | 6-2,6-1 |
| ITF M15 Cancun | 2019/03/18 16:00 | Adam El Mihdawy v Aaron Schmid | 2-6,6-4,5-10 |
| ITF M15 Cancun | 2019/03/14 15:45 | Diego Hidalgo v Aaron Schmid | 6-4,4-6,6-4 |
| ITF M15 Cancun | 2019/03/12 16:20 | Aaron Schmid v Stephan Gerritsen | 4-6,7-6,6-4 |