Stadium: Court 2 Round: 54 Ground: Clay
| 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 Australia F6 | 2018/09/22 00:30 | Kevin Cheruiyot v Beauregard Treyz | 2-6,2-6 |
| ITF Australia F5 | 2018/09/15 00:30 | Corey Gaal v Kevin Cheruiyot | 6-0,6-2 |
| ITF Uganda F4 Qual | 2018/05/19 06:00 | Kevin Cheruiyot v Yacoub Makzoume | 1-6,1-6 |
| ITF Uganda F3 | 2018/05/12 07:00 | Kevin Cheruiyot v Ahmed Choudhary | 1-6,6-4,1-6 |