Round: 1
| UK Pro League | 2021/03/04 17:00 | Gray, Jonathan v Findel-Hawkins, Jack | 4-6,3-6 |
| UK Pro League | 2021/03/18 17:00 | Mark Whitehouse v Gray, Jonathan | 6-0,7-6 |
| UK Pro League | 2021/03/17 10:00 | Gray, Jonathan v Weightman, Oscar | 6-2,6-4 |
| UK Pro League | 2021/03/16 12:30 | Gray, Jonathan v Sean Hodkin | 6-4,4-6,8-10 |
| UK Pro League | 2021/03/15 10:00 | Gray, Jonathan v Harry Wendelken | 7-6,6-3 |
| UK Pro League | 2021/03/07 18:00 | Gray, Jonathan v Sean Hodkin | 6-7,2-6 |
| UK Pro League | 2021/03/05 11:15 | Recci, Mason v Gray, Jonathan | 7-5,6-4 |
| UK Pro League | 2021/03/04 17:00 | Gray, Jonathan v Findel-Hawkins, Jack | 4-6,3-6 |
| UK Pro League | 2021/03/03 12:30 | Anton Matusevich v Gray, Jonathan | 6-3,6-4 |
| UK Pro League | 2021/03/18 14:00 | Findel-Hawkins, Jack v Sean Hodkin | 3-6,6-3,11-9 |
| UK Pro League | 2021/03/17 10:00 | Mark Whitehouse v Findel-Hawkins, Jack | 6-3,5-7,7-10 |
| UK Pro League | 2021/03/16 15:30 | Findel-Hawkins, Jack v Harry Wendelken | 3-6,6-4,5-10 |
| UK Pro League | 2021/03/15 12:30 | Findel-Hawkins, Jack v Weightman, Oscar | 4-6,6-7 |
| UK Pro League | 2021/03/07 10:00 | Findel-Hawkins, Jack v George Houghton | 7-6,6-1 |
| UK Pro League | 2021/03/06 11:15 | Findel-Hawkins, Jack v Mark Whitehouse | 6-3,6-2 |
| UK Pro League | 2021/03/05 12:30 | Paris, Joshua v Findel-Hawkins, Jack | 6-7,6-0,10-8 |
| UK Pro League | 2021/03/04 17:00 | Gray, Jonathan v Findel-Hawkins, Jack | 4-6,3-6 |