| 22 May 21 | r28        | Kariobangi SharksKariobangi Sh | - | KCBKCB |
| 22 May 21 | r28        | Posta Rangers FCPosta Rangers | - | Mathare UnitedMathare Unite |
| 23 May 21 | r28        | BandariBandari | - | SofapakaSofapaka |
| 23 May 21 | r28        | Western StimaWestern Stima | - | Nzoia SugarNzoia Sugar |
| 23 May 21 | r28        | Zoo KerichoZoo Kericho | - | HomeboyzHomeboyz |
| 23 May 21 | r28        | GOR MahiaGOR Mahia | - | AFC LeopardsAFC Leopards |
| 03 Jul 21 | r28        | Zoo KerichoZoo Kericho | - | Kariobangi SharksKariobangi Sh |
| 03 Aug 21 | r28        | Posta Rangers FCPosta Rangers | 2 - 1 | Vihiga UnitedVihiga United |
| 03 Aug 21 | r28        | Wazito FCWazito FC | 1 - 1 | Bidco UnitedBidco United |
| 03 Aug 21 | r28        | Nairobi City StarsNairobi City | 2 - 1 | AFC LeopardsAFC Leopards |
| 04 Aug 21 | r28        | BandariBandari | 2 - 1 | TuskerTusker |
| 07 Aug 21 | r28        | Mathare UnitedMathare Unite | 2 - 0 | Nairobi City StarsNairobi City |
| 07 Aug 21 | r28        | SofapakaSofapaka | 1 - 2 | TuskerTusker |
| 08 Aug 21 | r28        | Posta Rangers FCPosta Rangers | 0 - 0 | Western StimaWestern Stima |
| 08 Aug 21 | r28        | Nzoia SugarNzoia Sugar | 2 - 1 | Wazito FCWazito FC |
| 08 Aug 21 | r28        | HomeboyzHomeboyz | 1 - 2 | BandariBandari |
| 08 Aug 21 | r28        | KCBKCB | 0 - 0 | GOR MahiaGOR Mahia |