Stadium: Court 5 Round: 27 Ground: Hardcourt outdoor
| 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 | 2019/07/18 13:30 | Blu Baker v Christian Langmo | 3-6,2-6 |
| ITF M15 Cancun | 2019/07/16 13:30 | Herbert Jody Maginley v Christian Langmo | 4-6,2-6 |
| ITF M15 Cancun | 2019/06/27 13:30 | Justin Roberts v Christian Langmo | 7-5,6-2 |
| ITF M15 Cancun | 2019/06/26 15:15 | Herbert Jody Maginley v Christian Langmo | 6-1,3-6,0-6 |
| ITF M15 Cancun | 2019/06/15 14:00 | Christian Langmo v Gerardo L Villasenor | 6-7,6-7 |
| ITF M15 Cancun | 2019/06/14 15:45 | Christian Langmo v Eduardo Ribeiro | 6-0,6-3 |
| ITF M15 Cancun | 2019/06/11 15:25 | Christian Langmo v Oleg Khotkov | 6-2,6-2 |
| ITF M15 Cancun | 2019/06/04 15:25 | Brandon Walkin v Christian Langmo | 6-4,6-0 |