| 28 Apr 21 | r24        | Wazito FCWazito FC | - | SofapakaSofapaka |
| 28 Apr 21 | r24        | Nzoia SugarNzoia Sugar | - | KCBKCB |
| 28 Apr 21 | r24        | Kariobangi SharksKariobangi Sh | - | Posta Rangers FCPosta Rangers |
| 28 Apr 21 | r24        | BandariBandari | - | TuskerTusker |
| 28 Apr 21 | r24        | HomeboyzHomeboyz | - | Ulinzi StarsUlinzi Stars |
| 28 Apr 21 | r24        | Zoo KerichoZoo Kericho | - | Mathare UnitedMathare Unite |
| 15 Jul 21 | r24        | Mathare UnitedMathare Unite | 0 - 1 | Bidco UnitedBidco United |
| 17 Jul 21 | r24        | Wazito FCWazito FC | 1 - 1 | KCBKCB |
| 17 Jul 21 | r24        | Kariobangi SharksKariobangi Sh | 4 - 0 | Vihiga UnitedVihiga United |
| 17 Jul 21 | r24        | Nairobi City StarsNairobi City | 1 - 1 | GOR MahiaGOR Mahia |
| 20 Jul 21 | r24        | Mathare UnitedMathare Unite | 0 - 0 | TuskerTusker |
| 21 Jul 21 | r24        | GOR MahiaGOR Mahia | 1 - 2 | Kariobangi SharksKariobangi Sh |
| 21 Jul 21 | r24        | KCBKCB | 2 - 1 | Ulinzi StarsUlinzi Stars |
| 21 Jul 21 | r24        | HomeboyzHomeboyz | 0 - 1 | Wazito FCWazito FC |