Molo Warriors
Highlands FC
| Highlands FC | 0 - 6 | Society 43 | 21/03/21 |
| Superior Hotels FC | 3 - 0 | Highlands FC | 23/05/21 |
| Highlands FC | 0 - 4 | Vickers | 30/05/21 |
| Solian City FC | 2 - 0 | Highlands FC | 06/06/21 |
| Highlands FC | 0 - 2 | Baringo Youth | 13/06/21 |
| Delta FC | 1 - 0 | Highlands FC | 20/06/21 |
| Highlands FC | 2 - 3 | KBO Sharks | 27/06/21 |
| Baraka Roses | 6 - 0 | Highlands FC | 04/07/21 |
| Engineer Fosa Askoli | 3 - 0 | Highlands FC | 18/07/21 |
| Kinangop Heroes | 5 - 1 | Highlands FC | 25/07/21 |
| Highlands FC | 0 - 1 | Mache FC | 01/08/21 |
| Mache FC | 2 - 1 | Highlands FC | 24/10/21 |
| Highlands FC |
-
1-1 result nullified |
Kinangop Heroes | 31/10/21 |
| Highlands FC | 1 - 1 | Engineer Fosa Askoli | 07/11/21 |
| Highlands FC | 1 - 4 | Baraka Roses | 14/11/21 |
| Highlands FC | 0 - 1 | Delta FC | 20/11/21 |
| KBO Sharks | 4 - 1 | Highlands FC | 21/11/21 |
| Baringo Youth | 5 - 2 | Highlands FC | 27/11/21 |
| Highlands FC | 1 - 0 | Solian City FC | 28/11/21 |
| Vickers | 3 - 0 | Highlands FC | 04/12/21 |
| Highlands FC | 0 - 2 | Superior Hotels FC | 05/12/21 |
| Highlands FC |
-
Suspended |
Molo Warriors | 11/12/21 |
| Society 43 | 5 - 0 | Highlands FC | 12/12/21 |
