Stadium: 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 Pierce, Aron | 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, London, Great Britain | 2019/06/24 14:20 | Jack Draper v Yasutaka Uchiyama | 4-6,6-7 |
| London, Great Britain | 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 |
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/24 10:25 | Mora, Maxime 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 | Reyes, Nicholas Alexander v Peter Bertran | 4-6,7-6,1-6 |
| Orlando, Singles Qualifying M-ITF-USA-17A | 2019/06/20 14:35 | Peter Bertran v Hidalgo, Diego | 4-6,2-6 |
| Orlando, Singles Qualifying M-ITF-USA-17A | 2019/06/19 14:50 | Peter Bertran v Bryde, Trent | 7-6,6-4 |
| ITF - M25 Pensacola | 2019/05/07 15:00 | Virgili, Adelchi v Peter Bertran | 6-4,7-5 |
| ITF - M25 Pensacola | 2019/05/06 14:00 | Sorbo, Jonathan v Peter Bertran | 2-6,2-6 |
| Vero Beach, Fl, Singles Qualifying M-ITF-USA-17A | 2019/04/29 16:00 | Sundaram, Ritik v Peter Bertran | 7-6,1-6,10-3 |
| ITF - M15 Orange Park | 2019/04/16 14:00 | Peter Bertran v Major, Kevin | 2-6,7-5,10-12 |