Stadium: Court 4 Round: 54 Ground: Clay
| 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 Faro | 2019/02/26 10:00 | Schmitz, Constantin v Gray, Jonathan | 6-2,6-2 |
| ITF Spain F28 Qual | 2018/09/16 12:00 | Blanco Damea, Alvaro v David Jorda Sanchis | 4-6,3-6 |
| ITF Spain F19 Qual | 2018/07/15 08:30 | Blanco Damea, Alvaro v Trapeznikov, Zakhar | 4-6,3-6 |
| ITF Spain F19 Qual | 2018/07/14 12:00 | Gatev, Maximilian v Blanco Damea, Alvaro | 4-6,6-4,3-6 |
| ITF Spain F17 Qual | 2018/07/01 16:40 | Cayre, Paul v Blanco Damea, Alvaro | 6-3,7-6 |
| ITF Spain F17 Qual | 2018/07/01 07:30 | Blanco Damea, Alvaro v Lopez Hernaez, Mikel | 6-4,6-2 |
| ITF Spain F14 Qual | 2018/06/02 08:00 | Blanco Damea, Alvaro v Guell Bartrina, Eduard | 6-2,2-6,5-7 |
| ITF Spain F13 | 2018/05/27 10:30 | Blanco Damea, Alvaro v Martinez, Alex | 2-6,6-1,3-6 |
| ITF Spain F12 | 2018/05/21 07:00 | Blanco Damea, Alvaro v Roglan, Albert | 3-6,4-6 |