Stadium: Court 1 Round: 25 Ground: Clay
| ITF M15 Addis Ababa | 2024/05/12 09:05 | Kevin Cheruiyot v Edoardo Cherie Ligniere | 1-6,4-6 |
| ITF M25 Kigali Qual | 2023/09/11 10:00 | Siphosothando Montsi v Kevin Cheruiyot | 6-1,6-3 |
| ITF M25 Kigali Qual | 2023/09/10 11:55 | Kevin Cheruiyot v Rishiraj Shekhawat | 6-2,6-3 |
| ITF M25 Kigali | 2023/09/05 08:35 | Michael Bassem Sobhy v Kevin Cheruiyot | 6-0,6-1 |
| ITF M25 Bendigo | 2022/03/06 04:00 | Nikita Volonski v Kevin Cheruiyot | 6-0,6-1 |
| ITF M15 Sharm El Sheikh | 2020/02/23 09:00 | Alec Beckley v Kevin Cheruiyot | 6-1,6-3 |
| ITF M15 Sharm El Sheikh | 2020/02/17 08:00 | Kevin Cheruiyot v Oleksandr Ovcharenko | 4-6,1-6 |
| ITF M15 Sharm El Sheikh | 2020/02/16 08:00 | Kevin Cheruiyot v Muzingaye D. A. Sibanda | 7-6,6-2 |
| ITF M15 Addis Ababa | 2024/05/16 08:00 | Adil Kalyanpur v Ishaque Eqbal | 4-6,5-7 |
| ITF M15 Addis Ababa | 2024/05/15 05:55 | Filippo Alberti v Adil Kalyanpur | 6-1,4-6,4-6 |
| ITF M15 Chandigarh | 2024/03/19 04:00 | Adil Kalyanpur v Yuvan Nandal | 5-7,3-6 |
| ITF M15 Kish Island | 2024/03/08 07:00 | Gergely Madarasz v Adil Kalyanpur | 6-4,6-3 |
| ITF M15 Kish Island | 2024/03/07 08:00 | Adil Kalyanpur v Fadi Bidan | 6-3,3-6,6-3 |
| ITF M15 Kish Island | 2024/03/06 08:10 | Sina Moghimi v Adil Kalyanpur | 1-6,0-6 |
| ITF M15 Kish Island | 2024/02/28 10:40 | Samuil Konov v Adil Kalyanpur | 6-4,2-6,7-5 |
| Challenger Bengaluru | 2024/02/11 09:30 | Adil Kalyanpur v Yunseong Chung | 4-6,3-6 |