Stadium: Centre Court Round: 26 Ground: Hardcourt outdoor
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/17 09:00 | Yitbarek, Simon v Jack Draper | 3-6,4-6 |
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/22 09:00 | Yitbarek, Simon v Bationo, Abdoulaziz | 6-4,6-3 |
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/17 09:00 | Yitbarek, Simon v Jack Draper | 3-6,4-6 |
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/15 15:00 | Yitbarek, Simon v Hale, Darryl | 6-2,6-2 |
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/12 09:00 | Yitbarek, Simon v Doumbia, Sadio | 6-7,3-6 |
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/11 10:20 | Yitbarek, Simon v Soares Klier, Gilbert | 6-4,6-1 |
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/10 12:25 | Niels Lootsma v Yitbarek, Simon | 6-1,4-6,4-6 |
| Oslo, Singles M-ITF-NOR-01A | 2019/03/05 10:30 | Yannik Steinegger v Yitbarek, Simon | 6-3,6-4 |
| Oslo, Singles M-ITF-NOR-01A | 2019/03/04 09:00 | Jonathan Stenberg v Yitbarek, Simon | 0-6,5-7 |
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/24 10:25 | Mora, Maxime v Jack Draper | 0-6,0-6 |
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/18 10:25 | Kalenichenko, Danylo v Jack Draper | 6-4,7-5 |
| Abuja, Singles Qualifying M-ITF-NGR-02A | 2019/04/17 09:00 | Yitbarek, Simon v Jack Draper | 3-6,4-6 |
| ITF - M25 Bakersfield | 2019/03/12 21:15 | Avidzba, Alen 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 Cornut-Chauvinc, Antoine | 6-3,7-5 |