| Barnstaple, Singles Qualifying M-ITF-GBR-01A | 2019/02/11 13:45 | Gray, Jonathan v Mark Whitehouse | 5-7,6-7 |
| UK Tennis Series | 2020/07/06 10:30 | Mark Whitehouse v Cash, Julian | 7-6,7-6 |
| LTA British Tour | 2020/07/04 09:00 | Mark Whitehouse v Alastair Gray | 4-6,7-5,6-10 |
| LTA British Tour | 2020/07/03 11:25 | Mark Whitehouse v Charles Broom | 6-1,1-6,10-6 |
| ITF - M25 Sunderland | 2020/02/28 10:00 | Mark Whitehouse v Igor Sijsling | 5-7,5-7 |
| ITF - M25 Sunderland | 2020/02/27 10:00 | Struvay, Eduardo v Mark Whitehouse | 3-6,4-6 |
| ITF - M25 Sunderland | 2020/02/25 12:30 | Alexander Donski v Mark Whitehouse | 6-7,4-6 |
| ITF M25 Glasgow | 2020/02/21 10:30 | Mark Whitehouse v Hoyt, Evan | 2-6,6-7 |
| ITF M25 Glasgow | 2020/02/20 11:50 | Mark Whitehouse v Gijs Brouwer | 6-4,6-2 |
| UK Tennis Series | 2020/07/06 09:00 | Alexis Canter v Gray, Jonathan | 3-0 |
| LTA British Tour | 2020/07/04 09:00 | Arthur Fery v Gray, Jonathan | 6-2,6-1 |
| LTA British Tour | 2020/07/03 13:00 | Gray, Jonathan v Anton Matusevich | 6-4,3-6,10-8 |
| ITF - M15 Héraklion | 2020/02/19 15:35 | Gray, Jonathan v Alexander Shevchenko | 4-6,7-6,3-6 |
| ITF - M15 Héraklion | 2020/02/12 14:15 | Lodewijk Weststrate v Gray, Jonathan | 7-5,6-3 |
| ITF - M15 Manacor | 2020/01/14 11:00 | Abedallah Shelbayh v Gray, Jonathan | 7-6,2-6,6-1 |
| ITF - M15 Manacor | 2020/01/09 10:50 | Gray, Jonathan v Pawel Juszczak | 3-6,4-6 |
| ITF - M15 Manacor | 2020/01/08 08:55 | Gray, Jonathan v Abedallah Shelbayh | 6-2,5-7,7-5 |