| Battle of the Brits | 2020/12/23 11:20 | Jack Draper v Anton Matusevich | 3-6,6-2,8-10 |
| Battle of the Brits | 2020/12/22 11:30 | Jack Draper v Jay Clarke | 6-4,6-1 |
| Battle of the Brits | 2020/12/21 13:50 | Cameron Norrie v Jack Draper | 6-7,6-7 |
| Battle of the Brits | 2020/12/20 10:00 | Jack Draper v Liam Broady | 6-7,4-6 |
| Challenger Bratislava | 2020/11/08 12:40 | Mathias Bourgue v Jack Draper | 6-7,6-4,6-4 |
| Challenger Bratislava | 2020/11/07 18:30 | Elmar Ejupovic v Jack Draper | 2-6,6-7 |
| Challenger Parma 2 | 2020/11/02 15:05 | Frederico Ferreira Silva v Jack Draper | 6-7,6-4,7-5 |
| Challenger Parma 2 | 2020/11/01 10:00 | Evgeny Karlovskiy v Jack Draper | 3-6,0-6 |
| Battle of the Brits | 2020/12/22 14:05 | James Ward v Anton Matusevich | 5-7,6-7 |
| Battle of the Brits | 2020/12/21 12:35 | Liam Broady v James Ward | 3-6,7-6,10-8 |
| Battle of the Brits | 2020/12/20 12:05 | Anton Matusevich v James Ward | 6-3,7-6 |
| UK Tennis Series | 2020/08/16 10:00 | James Ward v Daniel Cox | 2-6,6-3,10-8 |
| UK Tennis Series | 2020/08/15 11:30 | Liam Broady v James Ward | 4-6,7-6,10-7 |
| UK Tennis Series | 2020/08/14 14:30 | James Ward v Henry Patten | 6-3,7-5 |
| UK Tennis Series | 2020/08/13 11:30 | James Ward v Ryan Peniston | 4-6,6-7 |
| UK Tennis Series | 2020/08/12 14:30 | James Ward v Luke Johnson | 6-0,7-5 |