Stadium: Centre Court Round: 26 Ground: Hardcourt outdoor
| ITF M25 Abuja | 2019/04/17 09:00 | Simon Yitbarek v Jack Draper | 3-6,4-6 |
| ITF M25 Abuja | 2019/04/22 09:00 | Simon Yitbarek v Abdoulaziz Bationo | 6-4,6-3 |
| ITF M25 Abuja | 2019/04/17 09:00 | Simon Yitbarek v Jack Draper | 3-6,4-6 |
| ITF M25 Abuja | 2019/04/15 15:00 | Simon Yitbarek v Darryl Hale | 6-2,6-2 |
| ITF M25 Abuja | 2019/04/12 09:00 | Simon Yitbarek v Sadio Doumbia | 6-7,3-6 |
| ITF M25 Abuja | 2019/04/11 10:20 | Simon Yitbarek v Gilbert S K Junior | 6-4,6-1 |
| ITF M25 Abuja | 2019/04/10 12:25 | Niels Lootsma v Simon Yitbarek | 6-1,4-6,4-6 |
| ITF M15 Oslo | 2019/03/05 10:30 | Yannik Steinegger v Simon Yitbarek | 6-3,6-4 |
| ITF M15 Oslo | 2019/03/04 09:00 | Jonathan Stenberg v Simon Yitbarek | 0-6,5-7 |
| ITF M25 Abuja | 2019/04/24 10:25 | Maxime Mora v Jack Draper | 0-6,0-6 |
| ITF M25 Abuja | 2019/04/18 10:25 | Danylo Kalenichenko v Jack Draper | 6-4,7-5 |
| ITF M25 Abuja | 2019/04/17 09:00 | Simon Yitbarek v Jack Draper | 3-6,4-6 |
| ITF - M25 Bakersfield | 2019/03/12 21:15 | Alen Avidzba v Jack Draper | 4-6,3-6 |
| ITF M25 Glasgow | 2019/02/23 10:00 | Jack Draper v Antoine Escoffier | 6-4,3-6,1-6 |
| ITF M25 Glasgow | 2019/02/22 10:00 | Jack Draper v Elmar Ejupovic | 6-3,3-6,6-3 |
| ITF M25 Glasgow | 2019/02/21 10:00 | Gijs Brouwer v Jack Draper | 6-7,2-6 |
| ITF M25 Glasgow | 2019/02/20 10:00 | Jack Draper v Antoine Cornut-Chauvinc | 6-3,7-5 |