| 17 Feb 21 | r14        | KCBKCB | - | Kariobangi SharksKariobangi Sh |
| 17 Feb 21 | r14        | HomeboyzHomeboyz | - | AFC LeopardsAFC Leopards |
| 17 Feb 21 | r14        | Ulinzi StarsUlinzi Stars | - | BandariBandari |
| 17 Feb 21 | r14        | SofapakaSofapaka | - | Zoo KerichoZoo Kericho |
| 17 Feb 21 | r14        | Mathare UnitedMathare Unite | - | Posta Rangers FCPosta Rangers |
| 17 Feb 21 | r14        | Wazito FCWazito FC | - | Nzoia SugarNzoia Sugar |
| 27 Feb 21 | r14        | Nzoia SugarNzoia Sugar | 2 - 1 | GOR MahiaGOR Mahia |
| 28 Feb 21 | r14        | KCBKCB | 0 - 3 | Kariobangi SharksKariobangi Sh |
| 28 Feb 21 | r14        | HomeboyzHomeboyz | 1 - 2 | AFC LeopardsAFC Leopards |
| 28 Feb 21 | r14        | Ulinzi StarsUlinzi Stars | 0 - 2 | BandariBandari |
| 28 Feb 21 | r14        | Posta Rangers FCPosta Rangers | 1 - 2 | SofapakaSofapaka |
| 19 Mar 21 | r14        | Posta Rangers FCPosta Rangers | 2 - 0 | Mathare UnitedMathare Unite |
| 20 Mar 21 | r14        | Nairobi City StarsNairobi City | 2 - 2 | TuskerTusker |
| 20 Mar 21 | r14        | Vihiga UnitedVihiga United | 0 - 0 | AFC LeopardsAFC Leopards |
| 21 Mar 21 | r14        | KCBKCB | 1 - 1 | Zoo KerichoZoo Kericho |
| 21 Mar 21 | r14        | HomeboyzHomeboyz | 1 - 0 | SofapakaSofapaka |
| 21 Mar 21 | r14        | Nzoia SugarNzoia Sugar | 1 - 1 | Ulinzi StarsUlinzi Stars |
| 07 Apr 21 | r14        | Kariobangi SharksKariobangi Sh | - | Zoo KerichoZoo Kericho |
| 21 May 21 | r14        | Wazito FCWazito FC | 1 - 1 | TuskerTusker |
| 07 Jun 21 | r14        | SofapakaSofapaka | - | Zoo KerichoZoo Kericho |
| 22 Aug 21 | r14        | Mathare UnitedMathare Unite | 2 - 5 | Western StimaWestern Stima |