Round: 54 Ground: Hardcourt outdoor
| Accra, Singles M-ITF-GHA-01A | 2019/05/01 09:00 | Benjamin Lock v Quartey, Daniel | 6-0,6-2 |
| Coupe Davis | 2019/09/13 08:40 | Cheruiyot, Kevin v Monnou, Sylvestre | 6-3,7-6 |
| Coupe Davis | 2019/09/12 07:00 | Cheruiyot, Kevin v Rihane, Youcef | 7-6,3-6,3-6 |
| Coupe Davis | 2019/09/11 07:00 | Cheruiyot, Kevin v Lucas Andriamasilalao | 6-4,6-3 |
| Agadir, Singles Qualifying M-ITF-MAR-03A | 2019/07/29 14:30 | Miranda Cisneros, Jose Joaquin v Cheruiyot, Kevin | 6-4,6-1 |
| Agadir, Singles Qualifying M-ITF-MAR-03A | 2019/07/29 09:00 | Belmahi, Jawad v Cheruiyot, Kevin | 0-6,0-6 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/20 14:35 | Suresh, Gokul v Cheruiyot, Kevin | 6-4,7-6 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/13 10:00 | Cheruiyot, Kevin v Dittmer, Philipp | 7-5,6-7,5-10 |
| Kampala, Singles Qualifying M-ITF-UGA-02A | 2019/05/07 08:30 | Johansson, Niklas v Cheruiyot, Kevin | 6-2,6-1 |