Stadium: Court 5 Round: 28 Ground: Hardcourt indoor
| ITF M25 Shrewsbury | 2019/09/26 11:35 | Jack Draper v Vilardo, Francesco | 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 Jhun, Alexander | 6-2,6-4 |
| Challenger - Glasgow | 2019/09/16 17:30 | Jack Draper v Altug Celikbilek | 7-6,4-6,2-6 |
| Sajur, Singles M-ITF-ISR-06A | 2019/09/07 07:00 | Jack Draper v Yshai Oliel | 4-6,6-3,3-6 |
| Sajur, Singles M-ITF-ISR-06A | 2019/09/06 07:00 | Jack Draper v Sabanin, Yan | 6-3,6-3 |
| Sajur, Singles M-ITF-ISR-06A | 2019/09/05 09:40 | Jack Draper v Kiyamov, Timur | 7-6,6-1 |
| Sajur, Singles M-ITF-ISR-06A | 2019/09/04 11:40 | Jack Draper v Gaponenko, Alexander | 6-1,6-2 |
| ITF M25 Shrewsbury | 2019/09/26 10:30 | Robert Strombachs v Simon, Tobias | 3-6,4-6 |
| ITF M25 Shrewsbury | 2019/09/25 12:35 | Scott Duncan v Simon, Tobias | 3-6,5-7 |
| ITF M25 Shrewsbury | 2019/09/24 10:35 | Ben Jones v Simon, Tobias | 5-7,1-6 |
| Mulhouse, Singles M-ITF-FRA-16A | 2019/09/14 12:30 | Dan Added v Simon, Tobias | 7-6,6-3 |
| Mulhouse, Singles M-ITF-FRA-16A | 2019/09/13 10:00 | Jacq, Gregoire v Simon, Tobias | 4-6,6-7 |
| Mulhouse, Singles M-ITF-FRA-16A | 2019/09/12 14:05 | Joffrey De Schepper v Simon, Tobias | 7-6,2-6,4-6 |
| Mulhouse, Singles M-ITF-FRA-16A | 2019/09/10 12:55 | Simon, Tobias v Heyman, Christopher | 7-6,6-4 |
| Schlieren, Singles M-ITF-SUI-02A | 2019/08/22 11:25 | Benjamin Bonzi v Simon, Tobias | 6-2,6-3 |