| Davis Cup | 2019/09/12 07:00 | Kevin Cheruiyot v Youcef Rihane | 7-6,3-6,3-6 |
| Davis Cup | 2019/09/11 07:00 | Kevin Cheruiyot v Lucas Andriamasilalao | 6-4,6-3 |
| ITF - M15 - Agadir | 2019/07/29 14:30 | Jose Joaquin M Cisneros v Kevin Cheruiyot | 6-4,6-1 |
| ITF - M15 - Agadir | 2019/07/29 09:00 | Jawad Belmahi v Kevin Cheruiyot | 0-6,0-6 |
| ITF - M15 - Kampala | 2019/05/20 14:35 | Gokul Suresh v Kevin Cheruiyot | 6-4,7-6 |
| ITF - M15 - Kampala | 2019/05/13 10:00 | Kevin Cheruiyot v Philipp Dittmer | 7-5,6-7,5-10 |
| ITF - M15 - Kampala | 2019/05/07 08:30 | Niklas Johansson v Kevin Cheruiyot | 6-2,6-1 |
| Challenger - Busan | 2019/05/06 08:00 | Ahmed Choudhary v Kevin Cheruiyot | 4-6,6-1,5-10 |
| Davis Cup | 2019/09/12 07:00 | Sylvestre Monnou v Lucas Andriamasilalao | 3-6,3-6 |
| ITF - Nigeria F5 | 2018/10/06 11:05 | Sylvestre Monnou v Bradley Holt | 1-6,3-6 |
| ITF - Nigeria F4 | 2018/10/02 12:20 | Tom Jomby v Sylvestre Monnou | 6-1,6-4 |
| ITF - Nigeria F4 | 2018/09/30 09:00 | Shahbaaz Khan v Sylvestre Monnou | 6-0,2-6,1-6 |
| ITF - Nigeria F4 | 2018/09/29 09:00 | Bradley Holt v Sylvestre Monnou | 4-6,3-6 |