| 29 Dec 20 | r08        | BandariBandari | - | HomeboyzHomeboyz |
| 29 Dec 20 | r08        | Western StimaWestern Stima | - | Kariobangi SharksKariobangi Sh |
| 29 Dec 20 | r08        | TuskerTusker | - | Ulinzi StarsUlinzi Stars |
| 29 Dec 20 | r08        | GOR MahiaGOR Mahia | - | Zoo KerichoZoo Kericho |
| 30 Dec 20 | r08        | Mathare UnitedMathare Unite | - | SofapakaSofapaka |
| 30 Dec 20 | r08        | AFC LeopardsAFC Leopards | - | KCBKCB |
| 16 Jan 21 | r08        | BandariBandari | 4 - 3 | HomeboyzHomeboyz |
| 16 Jan 21 | r08        | TuskerTusker | 4 - 2 | Kariobangi SharksKariobangi Sh |
| 16 Jan 21 | r08        | Nzoia SugarNzoia Sugar | 2 - 1 | SofapakaSofapaka |
| 17 Jan 21 | r08        | AFC LeopardsAFC Leopards | 2 - 1 | KCBKCB |
| 18 Jan 21 | r08        | Western StimaWestern Stima | 1 - 3 | GOR MahiaGOR Mahia |
| 23 Jan 21 | r08        | SofapakaSofapaka | 1 - 0 | Nairobi City StarsNairobi City |
| 23 Jan 21 | r08        | GOR MahiaGOR Mahia | 0 - 1 | Vihiga UnitedVihiga United |
| 24 Jan 21 | r08        | HomeboyzHomeboyz | 2 - 0 | Bidco UnitedBidco United |
| 27 Jan 21 | r08        | Ulinzi StarsUlinzi Stars | 2 - 1 | Vihiga UnitedVihiga United |
| 31 Jan 21 | r08        | Nzoia SugarNzoia Sugar | 2 - 1 | Zoo KerichoZoo Kericho |
| 10 Jul 21 | r08        | Posta Rangers FCPosta Rangers | 0 - 3 | Kariobangi SharksKariobangi Sh |
| 31 Jul 21 | r08        | Mathare UnitedMathare Unite | 2 - 1 | SofapakaSofapaka |