Estadio: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/07/11 13:30 | Jack Draper v Peter Bertran | 6-1,6-3 |
| 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 de Nottingham | 2019/06/13 13:30 | Daniel Evans v Jack Draper | 7-5,6-3 |
| Challenger de Nottingham | 2019/06/11 18:40 | Jack Draper v Yunseong Chung | 5-7,6-0,6-2 |
| ITF M25 Abuja | 2019/04/24 10:25 | Maxime Mora v Jack Draper | 0-6,0-6 |
| ITF M15 Cancun | 2019/07/11 13:30 | Jack Draper v Peter Bertran | 6-1,6-3 |
| ITF M15 Cancun | 2019/07/10 13:30 | Nicholas Reyes v Peter Bertran | 4-6,7-6,1-6 |
| ITF M15 Orlando | 2019/06/20 14:35 | Peter Bertran v Diego Hidalgo | 4-6,2-6 |
| ITF M15 Orlando | 2019/06/19 14:50 | Peter Bertran v Trent Bryde | 7-6,6-4 |
| ITF M25 Pensacola | 2019/05/07 15:00 | Adelchi Virgili v Peter Bertran | 6-4,7-5 |
| ITF M25 Pensacola | 2019/05/06 14:00 | Jonathan Sorbo v Peter Bertran | 2-6,2-6 |
| ITF M25 Vero Beach | 2019/04/29 16:00 | Ritik Sundaram v Peter Bertran | 7-6,1-6,10-3 |
| ITF M15 Orange Park | 2019/04/16 14:00 | Peter Bertran v Kevin Major | 2-6,7-5,10-12 |