| 06 May 23 | r28        | APS BometAPS Bomet | - | KCBKCB |
| 06 May 23 | r28        | GOR MahiaGOR Mahia | - | TuskerTusker |
| 06 May 23 | r28        | Kariobangi SharksKariobangi Sh | - | TalantaTalanta |
| 06 May 23 | r28        | Nairobi City StarsNairobi City | - | Fortune SaccoFortune Sacco |
| 07 May 23 | r28        | Nzoia SugarNzoia Sugar | - | BandariBandari |
| 07 May 23 | r28        | Posta Rangers FCPosta Rangers | - | AFC LeopardsAFC Leopards |
| 07 May 23 | r28        | SofapakaSofapaka | - | HomeboyzHomeboyz |
| 07 May 23 | r28        | Wazito FCWazito FC | - | Bidco UnitedBidco United |
| 27 May 23 | r28        | Posta Rangers FCPosta Rangers | 1 - 2 | SofapakaSofapaka |
| 27 May 23 | r28        | Nzoia SugarNzoia Sugar | 0 - 1 | Kariobangi SharksKariobangi Sh |
| 27 May 23 | r28        | Mathare UnitedMathare Unite | 0 - 1 | KCBKCB |
| 28 May 23 | r28        | Bidco UnitedBidco United | 3 - 3 | Vihiga BulletsVihiga Bullet |
| 28 May 23 | r28        | BandariBandari | 1 - 0 | Wazito FCWazito FC |
| 28 May 23 | r28        | TuskerTusker | 0 - 0 | GOR MahiaGOR Mahia |
| 28 May 23 | r28        | TalantaTalanta | 1 - 0 | HomeboyzHomeboyz |
| 29 May 23 | r28        | AFC LeopardsAFC Leopards | 1 - 2 | Nairobi City StarsNairobi City |