Estadio: Court 13 Round: 29 Ground: Hardcourt outdoor
| ITF M25 Chiswick | 2019/08/10 12:25 | Jurij Rodionov v Jack Draper | 1-6,4-6 |
| ITF M25 Chiswick | 2019/08/09 13:00 | Paul Jubb v Jack Draper | 6-7,3-6 |
| ITF M25 Chiswick | 2019/08/08 10:25 | Erik Crepaldi v Jack Draper | 3-6,2-6 |
| ITF M25 Chiswick | 2019/08/07 09:00 | Alexis Canter v Jack Draper | 1-6,2-6 |
| ITF M25 Roehampton | 2019/08/03 11:35 | Daniel Cukierman v Jack Draper | 6-4,3-6,2-6 |
| ITF M25 Roehampton | 2019/08/02 10:00 | Jack Draper v Paul Jubb | 7-6,6-2 |
| ITF M25 Roehampton | 2019/08/01 09:30 | Mark Whitehouse v Jack Draper | 3-6,5-7 |
| ITF M25 Roehampton | 2019/07/31 15:15 | Marcus Walters v Jack Draper | 0-6,6-1,1-6 |
| ITF M25 Chiswick | 2019/08/10 12:30 | Anton Matusevich v Igor Sijsling | 6-4,1-6,4-6 |
| ITF M25 Chiswick | 2019/08/09 10:30 | Quentin Robert v Igor Sijsling | 6-2,3-6,1-6 |
| ITF M25 Chiswick | 2019/08/08 13:25 | Charles Broom v Igor Sijsling | 7-6,3-6,6-7 |
| ITF M25 Chiswick | 2019/08/07 10:30 | Emile Hudd v Igor Sijsling | 7-6,3-6,1-6 |
| ITF M25 Dublín | 2019/08/04 14:30 | Igor Sijsling v Ryan Peniston | 6-4,7-6 |
| ITF M25 Dublín | 2019/08/03 12:55 | Igor Sijsling v Simon Carr | 6-4,5-7,6-2 |
| ITF M25 Dublín | 2019/08/02 09:30 | Igor Sijsling v Millen Hurrion | 7-6,6-3 |
| ITF M25 Dublín | 2019/08/01 13:30 | Igor Sijsling v Sean Hodkin | 6-4,6-1 |