Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| 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 |
| Lagos, Singles M-ITF-NGR-05A | 2019/10/08 11:00 | Paul, Christian v Cheruiyot, Kevin | 1-6,2-6 |
| ITF - M15 Sharm El Sheikh | 2020/02/09 08:00 | Sibanda, Muzingaye Dickson Andile v Alec Beckley | 1-6,2-6 |
| ITF - M15 Sharm El Sheikh | 2020/02/02 08:00 | Turchi, Anthony v Sibanda, Muzingaye Dickson Andile | 6-0,6-2 |
| ITF Portugal F16 | 2018/08/18 08:30 | Sibanda, Muzingaye Dickson Andile v Osgar O'Hoisin | 4-6,1-6 |
| ITF Portugal F15 | 2018/08/11 08:30 | Sibanda, Muzingaye Dickson Andile v Banov, Danail | 4-6,4-6 |
| Zimbabwe F3, Singles Qualifying | 2018/06/09 08:00 | Sibanda, Muzingaye Dickson Andile v Kapadia, Taha | 2-6,2-6 |
| ITF Zimbabwe F1 | 2018/05/27 08:00 | Blanco Guadalupe, Jorge v Sibanda, Muzingaye Dickson Andile | 6-4,6-3 |
| ITF Zimbabwe F1 | 2018/05/26 08:00 | Chabata, Tanaka S v Sibanda, Muzingaye Dickson Andile | 7-5,3-6,2-6 |
| ITF Uganda F1 | 2018/04/28 07:00 | Lipka, Dariusz v Sibanda, Muzingaye Dickson Andile | 6-0,6-2 |