Stadium: Court 2 Round: 54 Ground: Clay
| ITF M25 Kigali | 2023/09/05 08:35 | Michael Bassem Sobhy v Cheruiyot, Kevin | 6-0,6-1 |
| Bendigo, Singles M-ITF-AUS-04A | 2022/03/06 04:00 | Nikita Volonski v Cheruiyot, Kevin | 6-0,6-1 |
| ITF - M15 Sharm El Sheikh | 2020/02/23 09:00 | Alec Beckley v Cheruiyot, Kevin | 6-1,6-3 |
| ITF - M15 Sharm El Sheikh | 2020/02/17 08:00 | Cheruiyot, Kevin v Oleksandr Ovcharenko | 4-6,1-6 |
| 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 M25 Kigali | 2023/09/04 09:25 | Yash Yadav v Shekhawat, Rishiraj | 7-5,6-3 |
| ITF M25 Kigali | 2023/09/03 13:45 | Takura Mhwandagara v Shekhawat, Rishiraj | 4-6,6-1,3-10 |
| ITF M25 Brazzaville Qual | 2023/07/23 10:45 | Shekhawat, Rishiraj v Julian Desousa | 2-6,2-6 |
| ITF M25 Brazzaville | 2023/07/17 09:00 | Mahadevan, Arjun v Shekhawat, Rishiraj | 6-0,6-2 |
| ITF - M15 Nakhon Si Thammarat - Qualif. | 2023/06/04 06:25 | Shekhawat, Rishiraj v Yu, Cheng-Yu | 3-6,3-6 |
| ITF - M15 Sharm El Sheikh | 2023/04/03 10:30 | Linus Videhult v Shekhawat, Rishiraj | 7-6,5-7,10-7 |
| ITF - M15 Sharm El Sheikh | 2023/03/26 11:30 | Shekhawat, Rishiraj v Artem Alekseychuk | 1-6,2-6 |
| ITF - M15 Sharm El Sheikh | 2023/03/19 10:30 | Cristian Campese v Shekhawat, Rishiraj | 6-2,7-6 |