| 29 Jan 21 | r12        | GOR MahiaGOR Mahia | - | KCBKCB |
| 30 Jan 21 | r12        | Ulinzi StarsUlinzi Stars | - | Zoo KerichoZoo Kericho |
| 30 Jan 21 | r12        | BandariBandari | - | AFC LeopardsAFC Leopards |
| 30 Jan 21 | r12        | Posta Rangers FCPosta Rangers | - | HomeboyzHomeboyz |
| 31 Jan 21 | r12        | SofapakaSofapaka | - | Western StimaWestern Stima |
| 31 Jan 21 | r12        | Mathare UnitedMathare Unite | - | Kariobangi SharksKariobangi Sh |
| 31 Jan 21 | r12        | TuskerTusker | - | Nzoia SugarNzoia Sugar |
| 18 Feb 21 | r12        | Posta Rangers FCPosta Rangers | 1 - 4 | TuskerTusker |
| 19 Feb 21 | r12        | BandariBandari | 2 - 1 | AFC LeopardsAFC Leopards |
| 19 Feb 21 | r12        | Ulinzi StarsUlinzi Stars | 2 - 0 | SofapakaSofapaka |
| 20 Feb 21 | r12        | Western StimaWestern Stima | 2 - 3 | HomeboyzHomeboyz |
| 20 Feb 21 | r12        | Nzoia SugarNzoia Sugar | 2 - 1 | KCBKCB |
| 24 Feb 21 | r12        | Western StimaWestern Stima | 0 - 2 | Nairobi City StarsNairobi City |
| 27 Feb 21 | r12        | Vihiga UnitedVihiga United | 0 - 0 | Western StimaWestern Stima |
| 27 Feb 21 | r12        | Bidco UnitedBidco United | 2 - 1 | TuskerTusker |
| 01 Mar 21 | r12        | Zoo KerichoZoo Kericho | 0 - 1 | Wazito FCWazito FC |
| 11 Mar 21 | r12        | Mathare UnitedMathare Unite | 1 - 2 | Kariobangi SharksKariobangi Sh |
| 31 May 21 | r12        | Wazito FCWazito FC | 0 - 1 | GOR MahiaGOR Mahia |
| 26 Jun 21 | r12        | Ulinzi StarsUlinzi Stars | - | Zoo KerichoZoo Kericho |
| 17 Jul 21 | r12        | SofapakaSofapaka | 1 - 1 | Posta Rangers FCPosta Rangers |