Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF M25 - Chiswick | 2019/08/11 10:00 | Jack Draper v Igor Sijsling | 6-4,2-6,6-3 |
| 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 M15 - Kiryat Shmona | 2019/08/21 10:05 | Alon Elia v Skyler Butts | 6-1,6-4 |
| ITF M15 - Cancun | 2019/06/10 13:30 | Skyler Butts v Cleeve Harper | 1-6,3-6 |
| ITF M15 - Cancun | 2019/06/03 14:30 | Skyler Butts v Nicholas Reyes | 7-6,2-6,7-10 |
| ITF M15 - Cancun | 2019/05/20 17:30 | Juan Sebastian Gomez v Skyler Butts | 6-3,6-4 |
| ITF M15 - Cancun | 2019/05/20 13:30 | Aron Pierce v Skyler Butts | 3-6,4-6 |
| ITF M15 - Cancun | 2019/05/07 15:50 | Marco Brugnerotto v Skyler Butts | 6-1,6-2 |
| ITF M15 - Cancun | 2019/04/15 15:00 | Michel-Alexandre Fortin v Skyler Butts | 7-5,6-1 |
| ITF M15 - Cancun | 2019/04/08 13:30 | Sebastian Eguez v Skyler Butts | 6-4,6-2 |