Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
| 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 |
| Aktobe, Singles Qualifying M-ITF-KAZ-02A | 2019/02/20 09:40 | Yitbarek, Simon v Bortolotti, Marco | 4-6,4-6 |
| Aktobe, Singles Qualifying M-ITF-KAZ-02A | 2019/02/19 07:10 | Yitbarek, Simon v Aliaksandr Liaonenka | 6-3,4-6,10-7 |
| 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 |
| Barnstaple, Singles Qualifying M-ITF-GBR-01A | 2019/02/13 10:00 | van Rijthoven, Tim v Jack Draper | 6-2,6-4 |
| Barnstaple, Singles Qualifying M-ITF-GBR-01A | 2019/02/12 10:00 | Jack Draper v Haerteis, Johannes | 7-6,6-3 |
| Challenger Knoxville | 2018/11/04 15:00 | Jack Draper v Patrick Kypson | 4-6,2-6 |