Ground: Hardcourt indoor
| 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 |
| Full List | 2019/05/06 08:00 | Ahmed Choudhary v Kevin Cheruiyot | 4-6,6-1,5-10 |
| Full List | 2019/05/06 05:30 | Kevin Cheruiyot v Dipanshu Garg | 6-4,6-3 |
| ITF Australia F7 | 2018/09/29 00:00 | Winter Meagher v Kevin Cheruiyot | 6-1,6-3 |
| ITF M15 Tabarka | 2019/08/15 11:20 | Youcef Rihane v Daniele Capecchi | 5-7,1-6 |
| ITF M15 Tabarka | 2019/08/14 10:30 | Youcef Rihane v Lorenzo Vatteroni | 6-1,2-6,6-1 |
| ITF M15 Tabarka | 2019/08/06 08:00 | Youcef Rihane v Gabriele Maria Noce | 0-6,4-6 |
| ITF M15 Brussels | 2019/07/30 14:25 | Michael Geerts v Youcef Rihane | 6-3,6-4 |
| ITF M15 Tabarka | 2019/06/11 12:00 | Youcef Rihane v Mathieu Perchicot | 4-6,1-6 |
| Davis Cup | 2018/06/18 11:05 | Youcef Rihane v Tukhula Jacobs | 3-6,4-6 |
| ITF Turkey F49 | 2016/12/03 06:30 | Youcef Rihane v Alexis Canter | 5-7,2-6 |
| Davis Cup | 2016/07/13 06:30 | Youcef Rihane v Lefa Ashley Sibanda | 6-2,1-6,6-1 |