| 19 Jun 21 | r30        | Ulinzi StarsUlinzi Stars | - | Nzoia SugarNzoia Sugar |
| 19 Jun 21 | r30        | BandariBandari | - | Western StimaWestern Stima |
| 19 Jun 21 | r30        | Posta Rangers FCPosta Rangers | - | KCBKCB |
| 20 Jun 21 | r30        | SofapakaSofapaka | - | Mathare UnitedMathare Unite |
| 20 Jun 21 | r30        | TuskerTusker | - | AFC LeopardsAFC Leopards |
| 20 Jun 21 | r30        | Zoo KerichoZoo Kericho | - | GOR MahiaGOR Mahia |
| 17 Jul 21 | r30        | Zoo KerichoZoo Kericho | - | Nairobi City StarsNairobi City |
| 13 Aug 21 | r30        | Vihiga UnitedVihiga United | 2 - 1 | KCBKCB |
| 14 Aug 21 | r30        | GOR MahiaGOR Mahia | 1 - 1 | Bidco UnitedBidco United |
| 18 Aug 21 | r30        | Bidco UnitedBidco United | 1 - 0 | Kariobangi SharksKariobangi Sh |
| 18 Aug 21 | r30        | Posta Rangers FCPosta Rangers | 0 - 1 | GOR MahiaGOR Mahia |
| 18 Aug 21 | r30        | Kariobangi SharksKariobangi Sh | 1 - 0 | Bidco UnitedBidco United |
| 18 Aug 21 | r30        | Mathare UnitedMathare Unite | 1 - 0 | Ulinzi StarsUlinzi Stars |
| 18 Aug 21 | r30        | HomeboyzHomeboyz | 1 - 2 | Vihiga UnitedVihiga United |
| 18 Aug 21 | r30        | SofapakaSofapaka | 2 - 2 | BandariBandari |
| 18 Aug 21 | r30        | Vihiga UnitedVihiga United | 1 - 3 | HomeboyzHomeboyz |
| 18 Aug 21 | r30        | KCBKCB | 1 - 1 | AFC LeopardsAFC Leopards |
| 22 Aug 21 | r30        | Western StimaWestern Stima | 2 - 4 | Mathare UnitedMathare Unite |