| Fort Worth, Singles Qualifying M-ITF-USA-42A | 2019/10/23 15:00 | Alastair Gray v Patael, Ben | 6-1,3-6,6-2 |
| Waco, Singles M-ITF-USA-41A | 2019/10/14 17:00 | Alastair Gray v Kirkov, Vasil | 4-6,4-6 |
| Waco, Singles M-ITF-USA-41A | 2019/10/13 17:30 | Alastair Gray v Eliot Spizzirri | 6-7,6-3,12-10 |
| Chiswick, Singles W-ITF-GBR-09A | 2019/08/06 11:15 | Alastair Gray v Charles Broom | 4-6,6-2,3-6 |
| ITF M25 Roehampton | 2019/08/02 10:00 | Daniel Cukierman v Alastair Gray | 6-2,4-6,6-4 |
| ITF M25 Roehampton | 2019/08/01 09:30 | Alastair Gray v Petit, Gabriel | 6-2,6-1 |
| ITF M25 Roehampton | 2019/07/31 13:55 | Roumane, Rayane v Alastair Gray | 1-6,4-6 |
| ITF M25 Roehampton | 2019/07/31 08:30 | Alastair Gray v Filip Duda | 6-2,6-3 |