Kajiado FC
| Mulembe United | 1 - 2 | Kajiado FC | 16/09/23 |
| Kajiado FC | 2 - 0 | MCF | 23/09/23 |
| Kajiado FC | 0 - 2 | Vihiga Bullets FC | 30/09/23 |
| SS Assad | 2 - 0 | Kajiado FC | 07/10/23 |
| Kajiado FC | 3 - 1 | Gusii | 15/10/23 |
| Luanda Villa | 1 - 1 | Kajiado FC | 21/10/23 |
| Silibwet Leons FC | 1 - 1 | Kajiado FC | 28/10/23 |
Rainbow FC
| Rainbow FC | 1 - 0 | Darajani Gogo | 16/09/23 |
| SS Assad | 2 - 0 | Rainbow FC | 23/09/23 |
| Rainbow FC | 1 - 1 | Luanda Villa | 01/10/23 |
| Mombasa Elite FC | 2 - 0 | Rainbow FC | 08/10/23 |
| Rainbow FC | 0 - 1 | Migori Youth | 15/10/23 |
| Kibera Black Stars | 1 - 1 | Rainbow FC | 22/10/23 |
| Rainbow FC | 3 - 1 | Vihiga Bullets FC | 29/10/23 |
Kajiado FC prematch form
D D W L L W W
Rainbow FC prematch form
W D L L D L W
