Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Maputo | 2019/11/12 13:30 | Floris Podzimek v Kevin Cheruiyot | 3-6,4-6 |
| ITF M15 Maputo | 2019/11/04 08:00 | Kevin Cheruiyot v Taha Kapadia | 2-6,0-6 |
| ITF M25 Lagos Qual | 2019/10/14 11:40 | Kevin Cheruiyot v Yash Chaurasia | 5-7,6-2,10-12 |
| ITF M25 Lagos | 2019/10/10 08:30 | Aryan Goveas v Kevin Cheruiyot | 6-3,6-2 |
| ITF M25 Lagos | 2019/10/09 13:40 | Paul Emmanuel v Kevin Cheruiyot | 3-6,4-6 |
| ITF M25 Lagos | 2019/10/08 11:00 | Christian Paul v Kevin Cheruiyot | 1-6,2-6 |
| ITF M25 Lagos | 2019/10/07 11:00 | Daniel Quartey v Kevin Cheruiyot | 4-6,3-6 |
| Davis Cup | 2019/09/13 08:40 | Kevin Cheruiyot v Sylvestre Monnou | 6-3,7-6 |
| ITF M15 Maputo | 2019/11/08 08:00 | Benjamin Lock v Eric Vanshelboim | 3-6,7-6,6-1 |
| ITF M15 Maputo | 2019/11/07 08:55 | Aziz Ouakaa v Eric Vanshelboim | 2-6,1-6 |
| ITF M15 Maputo | 2019/11/06 07:00 | Anirudh Chandrasekar v Eric Vanshelboim | 1-6,2-6 |
| ITF M25 Lagos | 2019/10/16 09:30 | Eric Vanshelboim v Aziz Ouakaa | 7-5,3-6,3-6 |
| ITF M15 Santa Tecla | 2019/10/04 15:00 | Eric Vanshelboim v Jorge Panta | 1-6,1-6 |
| ITF M15 Santa Tecla | 2019/10/03 15:00 | Eric Vanshelboim v Aron Pierce | 6-1,6-2 |
| ITF M15 Santa Tecla | 2019/10/02 01:35 | Eric Vanshelboim v Gianfranco Panta | 6-0,6-1 |
| ITF M15 Melilla | 2019/09/25 08:00 | Diego F Flores v Eric Vanshelboim | 6-3,6-1 |