| 14 Mar 21 | r19        | KCBKCB | - | Zoo KerichoZoo Kericho |
| 14 Mar 21 | r19        | Ulinzi StarsUlinzi Stars | - | GOR MahiaGOR Mahia |
| 14 Mar 21 | r19        | SofapakaSofapaka | - | HomeboyzHomeboyz |
| 14 Mar 21 | r19        | Posta Rangers FCPosta Rangers | - | BandariBandari |
| 15 Mar 21 | r19        | Mathare UnitedMathare Unite | - | Western StimaWestern Stima |
| 15 Mar 21 | r19        | Kariobangi SharksKariobangi Sh | - | TuskerTusker |
| 01 May 21 | r19        | AFC LeopardsAFC Leopards | - | Zoo KerichoZoo Kericho |
| 15 Jun 21 | r19        | Nzoia SugarNzoia Sugar | 1 - 2 | Vihiga UnitedVihiga United |
| 15 Jun 21 | r19        | Vihiga UnitedVihiga United | 1 - 2 | Nzoia SugarNzoia Sugar |
| 16 Jun 21 | r19        | SofapakaSofapaka | 2 - 2 | AFC LeopardsAFC Leopards |
| 16 Jun 21 | r19        | Bidco UnitedBidco United | 0 - 1 | KCBKCB |
| 19 Jun 21 | r19        | Nairobi City StarsNairobi City | 1 - 0 | HomeboyzHomeboyz |
| 20 Jun 21 | r19        | Kariobangi SharksKariobangi Sh | 0 - 1 | TuskerTusker |
| 13 Jul 21 | r19        | Western StimaWestern Stima | 2 - 2 | Nzoia SugarNzoia Sugar |
| 14 Jul 21 | r19        | Ulinzi StarsUlinzi Stars | 2 - 1 | Wazito FCWazito FC |