| October 6, 2023 | ||
| Posta Rangers | 15:00 | Nzoia Sugar |
| Homeboyz | 15:00 | Talanta |
| Tusker | 15:00 | Shabana |
| October 7, 2023 | ||
| Nairobi City Stars | 15:00 | Police |
| Murang'a SEAL | 15:00 | Sofapaka |
| Ulinzi Stars | 15:00 | Kariobangi Sharks |
| Leopards | 16:00 | Gor Mahia |
| October 9, 2023 | ||
| Bidco United | 15:00 | Bandari |
| Muhoroni Youth | 15:00 | KCB |
| October 21, 2023 | ||
| Sofapaka | 15:00 | Police |
| Bidco United | 15:00 | Murang'a SEAL |
| KCB | 15:00 | Ulinzi Stars |
| Talanta | 15:00 | Posta Rangers |
| Tusker | 15:00 | Gor Mahia |
| October 22, 2023 | ||
| Nzoia Sugar | 15:00 | Homeboyz |
| Kariobangi Sharks | 15:00 | Muhoroni Youth |
| Shabana | 15:00 | Nairobi City Stars |
| Bandari | 15:00 | Leopards |
