| 09 Apr 23 | r26        | Posta Rangers FCPosta Rangers | - | Nairobi City StarsNairobi City |
| 09 Apr 23 | r26        | TuskerTusker | - | Ulinzi StarsUlinzi Stars |
| 22 Apr 23 | r26        | APS BometAPS Bomet | - | TalantaTalanta |
| 22 Apr 23 | r26        | Bidco UnitedBidco United | - | TuskerTusker |
| 22 Apr 23 | r26        | GOR MahiaGOR Mahia | - | HomeboyzHomeboyz |
| 22 Apr 23 | r26        | Nairobi City StarsNairobi City | - | BandariBandari |
| 22 Apr 23 | r26        | Kariobangi SharksKariobangi Sh | - | Posta Rangers FCPosta Rangers |
| 23 Apr 23 | r26        | Nzoia SugarNzoia Sugar | - | AFC LeopardsAFC Leopards |
| 23 Apr 23 | r26        | Ulinzi StarsUlinzi Stars | - | Fortune SaccoFortune Sacco |
| 07 May 23 | r26        | Mathare UnitedMathare Unite | 0 - 3 | Bidco UnitedBidco United |
| 07 May 23 | r26        | Wazito FCWazito FC | 0 - 0 | GOR MahiaGOR Mahia |
| 07 May 23 | r26        | AFC LeopardsAFC Leopards | 1 - 0 | Nzoia SugarNzoia Sugar |
| 07 May 23 | r26        | BandariBandari | 7 - 2 | Vihiga BulletsVihiga Bullet |
| 07 May 23 | r26        | Ulinzi StarsUlinzi Stars | 1 - 1 | Nairobi City StarsNairobi City |
| 07 May 23 | r26        | Posta Rangers FCPosta Rangers | 0 - 1 | KCBKCB |
| 07 May 23 | r26        | TuskerTusker | 1 - 0 | HomeboyzHomeboyz |
| 07 May 23 | r26        | SofapakaSofapaka | 1 - 0 | Kariobangi SharksKariobangi Sh |