Round: 54 Ground: Hardcourt outdoor
| ITF M15 Accra | 2019/05/01 09:00 | Benjamin Lock v Daniel Quartey | 6-0,6-2 |
| Davis Cup | 2019/09/13 08:40 | Kevin Cheruiyot v Sylvestre Monnou | 6-3,7-6 |
| 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 |