Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF USA F2 Qual | 2018/01/07 19:00 | Eric Hahn v Mateusz Smolicki | 5-7,3-6 |
| ITF USA F2 Qual | 2018/01/06 21:00 | Eric Hahn v Yaseen Elhalafawy | 6-0,6-2 |
| ITF M25 Calabasas | 2019/03/19 18:55 | Jonathan Gray v William Griffith | 6-2,7-6 |
| ITF M25 Calabasas | 2019/03/18 17:00 | Evan Zhu v Jonathan Gray | 3-6,2-6 |
| ITF M15 Arcadia | 2019/03/12 18:00 | Alan Kohen v Jonathan Gray | 6-3,6-3 |
| ITF M15 Faro | 2019/02/26 10:00 | Constantin Schmitz v Jonathan Gray | 6-2,6-2 |
| ITF M15 Faro | 2019/02/25 13:20 | Goncalo Falcao v Jonathan Gray | 2-6,1-6 |
| ITF M25 Glasgow | 2019/02/18 10:45 | Jonathan Gray v Jakub Paul | 3-6,2-6 |
| ITF M25 Barnstaple | 2019/02/11 13:45 | Jonathan Gray v Mark Whitehouse | 5-7,6-7 |
| ITF M15 Monastir | 2019/01/24 11:25 | Jonathan Gray v Alen Avidzba | 6-4,3-6,3-6 |