| 15 Jan 23 | r18        | Wazito FCWazito FC | - | BandariBandari |
| 21 Jan 23 | r18        | AFC LeopardsAFC Leopards | - | Bidco UnitedBidco United |
| 21 Jan 23 | r18        | BandariBandari | - | TuskerTusker |
| 21 Jan 23 | r18        | Fortune SaccoFortune Sacco | - | KCBKCB |
| 21 Jan 23 | r18        | Kariobangi SharksKariobangi Sh | - | Wazito FCWazito FC |
| 21 Jan 23 | r18        | Nairobi City StarsNairobi City | - | TalantaTalanta |
| 22 Jan 23 | r18        | Nzoia SugarNzoia Sugar | - | APS BometAPS Bomet |
| 22 Jan 23 | r18        | Posta Rangers FCPosta Rangers | - | GOR MahiaGOR Mahia |
| 22 Jan 23 | r18        | SofapakaSofapaka | - | Ulinzi StarsUlinzi Stars |
| 16 Mar 23 | r18        | Posta Rangers FCPosta Rangers | 0 - 1 | AFC LeopardsAFC Leopards |
| 16 Mar 23 | r18        | Ulinzi StarsUlinzi Stars | 2 - 2 | TuskerTusker |
| 16 Mar 23 | r18        | Wazito FCWazito FC | 1 - 2 | Nairobi City StarsNairobi City |
| 16 Mar 23 | r18        | Vihiga BulletsVihiga Bullet | 1 - 3 | Kariobangi SharksKariobangi Sh |
| 16 Mar 23 | r18        | SofapakaSofapaka | 3 - 1 | HomeboyzHomeboyz |
| 17 Mar 23 | r18        | KCBKCB | 0 - 0 | GOR MahiaGOR Mahia |
| 28 Mar 23 | r18        | Nzoia SugarNzoia Sugar | 1 - 0 | Ulinzi StarsUlinzi Stars |
| 29 Mar 23 | r18        | Kariobangi SharksKariobangi Sh | 2 - 2 | Wazito FCWazito FC |
| 29 Mar 23 | r18        | TalantaTalanta | 0 - 2 | Posta Rangers FCPosta Rangers |