Stadium: Court 5 Round: 28 Ground: Hardcourt indoor
| 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 M15 Sajur | 2019/09/04 11:40 | Jack Draper v Alexander Gaponenko | 6-1,6-2 |
| ITF M25 Shrewsbury | 2019/09/26 10:30 | Robert Strombachs v Tobias Simon | 3-6,4-6 |
| ITF M25 Shrewsbury | 2019/09/25 12:35 | Scott Duncan v Tobias Simon | 3-6,5-7 |
| ITF M25 Shrewsbury | 2019/09/24 10:35 | Ben Jones v Tobias Simon | 5-7,1-6 |
| ITF M25 Mulhouse | 2019/09/14 12:30 | Dan Added v Tobias Simon | 7-6,6-3 |
| ITF M25 Mulhouse | 2019/09/13 10:00 | Gregoire Jacq v Tobias Simon | 4-6,6-7 |
| ITF M25 Mulhouse | 2019/09/12 14:05 | Joffrey De Schepper v Tobias Simon | 7-6,2-6,4-6 |
| ITF M25 Mulhouse | 2019/09/10 12:55 | Tobias Simon v Christopher Heyman | 7-6,6-4 |
| ITF M25 Schlieren | 2019/08/22 11:25 | Benjamin Bonzi v Tobias Simon | 6-2,6-3 |