Stadium: Eve Zimmerman Court Round: 24 Ground: Hardcourt outdoor
| ITF M25 Shrewsbury | 2019/09/28 13:00 | Jack Draper v Julian Ocleppo | 6-4,6-0 |
| ITF M25 Shrewsbury | 2019/09/26 11:35 | Jack Draper v Francesco Vilardo | 6-4,7-6 |
| ITF M25 Shrewsbury | 2019/09/25 11:45 | Jack Draper v Sean Hodkin | 6-0,6-3 |
| ITF M25 Shrewsbury | 2019/09/24 10:25 | Jack Draper v Alexander Jhun | 6-2,6-4 |
| Challenger Glasgow | 2019/09/16 17:30 | Jack Draper v Altug Celikbilek | 7-6,4-6,2-6 |
| ITF M15 Sajur | 2019/09/07 07:00 | Jack Draper v Yshai Oliel | 4-6,6-3,3-6 |
| ITF M15 Sajur | 2019/09/06 07:00 | Jack Draper v Yan Sabanin | 6-3,6-3 |
| ITF M15 Sajur | 2019/09/05 09:40 | Jack Draper v Timur Kiyamov | 7-6,6-1 |
| ITF M25 Harlingen | 2019/09/29 00:20 | Adrian Andreev v Alex Rybakov | 6-3,6-1 |
| ITF M25 Harlingen | 2019/09/28 01:00 | Alex Rybakov v Liam Caruana | 7-5,6-4 |
| ITF M25 Harlingen | 2019/09/26 15:00 | Jordi Arconada v Alex Rybakov | 6-4,4-6,7-10 |
| ITF M25 Harlingen | 2019/09/25 23:25 | Alex Rybakov v Christian Langmo | 6-2,6-3 |
| ITF M25 Houston | 2019/09/20 01:55 | Alex Rybakov v Hugo Gaston | 3-6,6-7 |
| ITF M25 Houston | 2019/09/19 01:05 | Adrian Oetzbach v Alex Rybakov | 2-6,2-6 |
| Challenger Cary | 2019/09/09 17:40 | Alex Rybakov v Michael Redlicki | 4-6,2-6 |
| US Open | 2019/08/19 15:00 | Alex Rybakov v Facundo Bagnis | 6-4,1-6,2-6 |