Stadium: Court 2 Round: 54 Ground: Hardcourt outdoor
| Lagos, Singles M-ITF-NGR-05A | 2019/10/08 11:00 | Hale, Darryl v Yash Chaurasia | 3-6,2-6 |
| ITF M15 Cancun | 2019/07/30 13:30 | Aramburu Contreras, Ivar Jose v Hale, Darryl | 6-1,6-1 |
| Iowa City, Singles Qualifying M-ITF-USA-22A | 2019/07/16 17:40 | Perez, Alfredo v Hale, Darryl | 6-0,6-2 |
| ITF M15 Pittsburgh | 2019/07/02 14:00 | Hale, Darryl v Allen, Leighton | 4-6,3-6 |
| Rochester, Singles M-ITF-USA-19A | 2019/06/24 17:00 | Donarski, Sid v Hale, Darryl | 6-0,6-1 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/21 08:50 | Hale, Darryl v Bolotov, Sergey | 4-6,4-6 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/20 12:30 | Hale, Darryl v Sware, Sebulime | 6-1,6-1 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/14 07:50 | Hale, Darryl v Bolotov, Sergey | 4-6,3-6 |
| Lagos, Singles M-ITF-NGR-05A | 2019/10/08 11:00 | Sylvester Emmanuel v Jebutu, Emmanuel | 6-3,6-1 |