Stadium: Court 1 Round: 54 Ground: Hardcourt outdoor
| 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 Harare | 2019/06/26 07:00 | Joshua Paris v Yash Chaurasia | 6-3,6-2 |
| ITF M15 Harare | 2019/06/24 07:00 | Yash Chaurasia v Vasilios Caripi | 4-6,6-7 |
| ITF M15 Harare | 2019/06/17 07:00 | Ishaque Eqbal v Yash Chaurasia | 6-2,6-2 |
| ITF Egypt F27 Qual | 2018/11/10 08:00 | Razvan Baiant v Yash Chaurasia | 6-4,6-4 |
| ITF Egypt F26 | 2018/11/03 11:00 | Yash Chaurasia v Razvan Baiant | 3-6,4-6 |
| ITF Egypt F25 | 2018/10/27 08:00 | Yash Chaurasia v Iacopo Sada | 1-6,2-6 |
| ITF Sri Lanka F3 | 2018/06/25 06:30 | Paramveer Singh Bajwa v Yash Chaurasia | 6-0,6-0 |
| ITF Sri Lanka F3 | 2018/06/23 04:00 | Tushar Madan v Yash Chaurasia | 2-6,3-6 |