Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| ITF USA F2 Qual | 2018/01/07 19:00 | Hahn, Eric v Smolicki, Mateusz | 5-7,3-6 |
| ITF USA F2 Qual | 2018/01/06 21:00 | Hahn, Eric v Elhalafawy, Yaseen | 6-0,6-2 |
| 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 Faro | 2019/02/26 10:00 | Schmitz, Constantin v Gray, Jonathan | 6-2,6-2 |
| ITF M15 Faro | 2019/02/25 13:20 | Goncalo Falcao v Gray, Jonathan | 2-6,1-6 |
| ITF M25 Glasgow | 2019/02/18 10:45 | Gray, Jonathan v Jakub Paul | 3-6,2-6 |
| Barnstaple, Singles Qualifying M-ITF-GBR-01A | 2019/02/11 13:45 | Gray, Jonathan v Mark Whitehouse | 5-7,6-7 |
| ITF - M15 Monastir | 2019/01/24 11:25 | Gray, Jonathan v Avidzba, Alen | 6-4,3-6,3-6 |