Kibera Black Stars
| Kibera Black Stars | 0 - 2 | Nairobi United | 17/09/23 |
| Silibwet Leons FC | 0 - 2 | Kibera Black Stars | 23/09/23 |
| Mara Sugar | 2 - 0 | Kibera Black Stars | 01/10/23 |
| Kibera Black Stars | 2 - 2 | Mombasa Stars | 08/10/23 |
| Kisumu Allstars | 2 - 1 | Kibera Black Stars | 14/10/23 |
| Kibera Black Stars | 1 - 1 | Rainbow FC | 22/10/23 |
| Kibera Black Stars | 0 - 2 | Luanda Villa | 29/10/23 |
| Dimba Patriots | 1 - 1 | Kibera Black Stars | 05/11/23 |
| Kibera Black Stars |
2 - 0
Walkover |
Gusii | 12/11/23 |
| Vihiga Bullets FC | 1 - 3 | Kibera Black Stars | 19/11/23 |
| Migori Youth | 1 - 0 | Kibera Black Stars | 25/11/23 |
| Kibera Black Stars | 4 - 0 | Mombasa Elite FC | 03/12/23 |
| Kajiado FC | 1 - 1 | Kibera Black Stars | 10/12/23 |
Mathare United FC
| Migori Youth | 0 - 0 | Mathare United FC | 17/09/23 |
| Mathare United FC | 2 - 1 | Mulembe United | 24/09/23 |
| Darajani Gogo | 0 - 2 | Mathare United FC | 01/10/23 |
| Mombasa Stars | 3 - 1 | Mathare United FC | 15/10/23 |
| Mathare United FC | 2 - 0 | Mara Sugar | 21/10/23 |
| Mathare United FC | 1 - 0 | SS Assad | 28/10/23 |
| Gusii | 1 - 2 | Mathare United FC | 04/11/23 |
| Mathare United FC | 1 - 0 | MCF | 11/11/23 |
| Mathare United FC | 2 - 0 | Nairobi United | 15/11/23 |
| Kajiado FC | 1 - 2 | Mathare United FC | 19/11/23 |
| Mathare United FC | 1 - 1 | Rainbow FC | 25/11/23 |
| Vihiga Bullets FC | 2 - 3 | Mathare United FC | 01/12/23 |
| Mathare United FC | 0 - 2 | Naivas | 09/12/23 |
Kibera Black Stars prematch form
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Mathare United FC prematch form
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