Stadion: Court 6 Round: 26 Ground: Hardcourt outdoor
| ITF - Großbritannien F1 | 2018/01/29 11:30 | Jack Draper v Isaac Stoute | 7-5,6-3 |
| ITF - M15 - Cancun | 2019/07/16 13:30 | Jack Draper v Peter Bertran | 6-1,6-2 |
| ITF - M15 - Cancun | 2019/07/12 13:30 | Jack Draper v Aron Pierce | 6-3,6-3 |
| ITF - M15 - Cancun | 2019/07/11 13:30 | Jack Draper v Peter Bertran | 6-1,6-3 |
| ITF - M15 - Cancun | 2019/07/10 16:25 | Jack Draper v Kalman Boyd | 6-1,6-4 |
| Wimbledon | 2019/06/24 14:20 | Jack Draper v Yasutaka Uchiyama | 4-6,6-7 |
| ATP - Queens | 2019/06/15 10:00 | Alexander Bublik v Jack Draper | 6-2,1-6,6-3 |
| Challenger - Nottingham | 2019/06/13 13:30 | Daniel Evans v Jack Draper | 7-5,6-3 |
| Challenger - Nottingham | 2019/06/11 18:40 | Jack Draper v Yunseong Chung | 5-7,6-0,6-2 |
| ITF - M15 - Cancun | 2019/07/16 13:30 | Isaac Stoute v Erick Sanchez | 6-1,6-1 |
| ITF - M15 - Cancun | 2019/07/09 13:30 | Ben Jones v Isaac Stoute | 7-6,6-4 |
| ITF - M15 - Cancun | 2019/07/02 13:30 | Justin Roberts v Isaac Stoute | 7-5,6-4 |
| ITF - M15 - Cancun | 2019/06/27 15:40 | Isaac Stoute v Axel Geller | 2-6,2-6 |
| ITF - M15 - Cancun | 2019/06/25 15:35 | Isaac Stoute v Alfredo Casso | 6-4,6-4 |
| ITF - M15 - Cancun | 2019/06/11 13:30 | Alejandro Mendoza v Isaac Stoute | 6-4,6-4 |
| ITF - M15 - Cancun | 2019/06/07 13:30 | Connor Farren v Isaac Stoute | 6-2,6-4 |
| ITF - M15 - Cancun | 2019/06/06 13:30 | Oleg Khotkov v Isaac Stoute | 3-6,2-6 |