Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Sharm El Sheikh | 2020/02/16 08:00 | Cheruiyot, Kevin v Sibanda, Muzingaye Dickson Andile | 7-6,6-2 |
| ITF - M15 Sharm El Sheikh | 2020/02/09 09:00 | Asrawy, Amr v Cheruiyot, Kevin | 6-1,6-2 |
| ITF M15 Maputo | 2019/11/13 13:05 | Cheruiyot, Kevin v Eric Vanshelboim | 1-6,5-7 |
| ITF M15 Maputo | 2019/11/12 13:30 | Podzimek, Floris v Cheruiyot, Kevin | 3-6,4-6 |
| ITF M15 Maputo | 2019/11/04 08:00 | Cheruiyot, Kevin v Kapadia, Taha | 2-6,0-6 |
| Lagos, Singles Qualifying M-ITF-NGR-05A | 2019/10/14 11:40 | Cheruiyot, Kevin v Yash Chaurasia | 5-7,6-2,10-12 |
| Lagos, Singles M-ITF-NGR-05A | 2019/10/10 08:30 | Goveas, Aryan v Cheruiyot, Kevin | 6-3,6-2 |
| Lagos, Singles M-ITF-NGR-05A | 2019/10/09 13:40 | Emmanuel, Paul v Cheruiyot, Kevin | 3-6,4-6 |
| ITF - M15 Sharm El Sheikh | 2020/02/16 09:00 | Arvid Nordquist v Oleksandr Ovcharenko | 6-7,2-6 |
| ITF - M15 Sharm El Sheikh | 2020/02/13 08:00 | Oleksandr Ovcharenko v Oleksii Krutykh | 2-6,7-5,2-6 |
| ITF - M15 Sharm El Sheikh | 2020/02/12 09:25 | Oleksandr Ovcharenko v Dzhavakian, Yurii | 2-6,7-5,7-6 |
| ITF - M15 Sharm El Sheikh | 2020/02/11 08:00 | Oleksandr Ovcharenko v Matuszewski, Piotr | 6-3,6-3 |
| ITF - M15 Sharm El Sheikh | 2020/02/10 08:00 | Daniil Glinka v Oleksandr Ovcharenko | 6-7,1-6 |
| ITF - M15 Sharm El Sheikh | 2020/02/09 08:00 | Oleksandr Ovcharenko v Zhao Zhao | 6-4,6-4 |
| ITF - M15 Sharm El Sheikh | 2020/02/04 08:00 | Oleksandr Ovcharenko v Giuseppe Tresca | 2-6,6-2,5-10 |
| ITF - M15 Sharm El Sheikh | 2020/02/03 08:00 | Oleksandr Ovcharenko v Gueydan, Quentin | 7-5,6-3 |