| 28 Nov 20 | r01        | SofapakaSofapaka | - | KCBKCB |
| 29 Nov 20 | r01        | SofapakaSofapaka | 0 - 3 | KCBKCB |
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| 29 Nov 20 | r02        | KCBKCB | P - P | TuskerTusker |
| 04 Dec 20 | r02        | KCBKCB | 1 - 0 | Nairobi City StarsNairobi City |
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| 04 Dec 20 | r03        | KCBKCB | - | HomeboyzHomeboyz |
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| 09 Dec 20 | r04        | BandariBandari | - | KCBKCB |
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| 13 Dec 20 | r05        | KCBKCB | - | Wazito FCWazito FC |
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| 13 Dec 20 | r03        | KCBKCB | 2 - 0 | HomeboyzHomeboyz |
| |
| 18 Dec 20 | r04        | BandariBandari | 1 - 2 | KCBKCB |
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| 24 Dec 20 | r05        | KCBKCB | 1 - 0 | Wazito FCWazito FC |
| |
| 30 Dec 20 | r08        | AFC LeopardsAFC Leopards | - | KCBKCB |
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| 09 Jan 21 | r06        | KCBKCB | 1 - 0 | Bidco UnitedBidco United |
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| 09 Jan 21 | r09        | KCBKCB | - | Posta Rangers FCPosta Rangers |
| |
| 17 Jan 21 | r08        | AFC LeopardsAFC Leopards | 2 - 1 | KCBKCB |
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| 20 Jan 21 | r10        | Ulinzi StarsUlinzi Stars | - | KCBKCB |
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| 24 Jan 21 | r09        | KCBKCB | 3 - 1 | Western StimaWestern Stima |
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| 25 Jan 21 | r11        | KCBKCB | - | Mathare UnitedMathare Unite |
| |
| 29 Jan 21 | r12        | GOR MahiaGOR Mahia | - | KCBKCB |
| |
| 30 Jan 21 | r10        | Ulinzi StarsUlinzi Stars | 0 - 0 | KCBKCB |
| 06 Feb 21 | r10        | KCBKCB | 1 - 0 | Vihiga UnitedVihiga United |
| |
| 13 Feb 21 | r13        | Zoo KerichoZoo Kericho | - | KCBKCB |
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| 17 Feb 21 | r14        | KCBKCB | - | Kariobangi SharksKariobangi Sh |
| |
| 20 Feb 21 | r12        | Nzoia SugarNzoia Sugar | 2 - 1 | KCBKCB |
| |
| 24 Feb 21 | r13        | Zoo KerichoZoo Kericho | 1 - 1 | KCBKCB |
| 24 Feb 21 | r13        | SofapakaSofapaka | 2 - 2 | KCBKCB |
| |
| 27 Feb 21 | r16        | KCBKCB | - | Nzoia SugarNzoia Sugar |
| |
| 28 Feb 21 | r14        | KCBKCB | 0 - 3 | Kariobangi SharksKariobangi Sh |
| |
| 06 Mar 21 | r17        | Western StimaWestern Stima | - | KCBKCB |
| |
| 07 Mar 21 | r15        | GOR MahiaGOR Mahia | 0 - 2 | KCBKCB |
| |
| 10 Mar 21 | r18        | KCBKCB | - | BandariBandari |
| |
| 14 Mar 21 | r19        | KCBKCB | - | Zoo KerichoZoo Kericho |
| |
| 21 Mar 21 | r14        | KCBKCB | 1 - 1 | Zoo KerichoZoo Kericho |
| |
| 10 Apr 21 | r22        | HomeboyzHomeboyz | - | KCBKCB |
| |
| 24 Apr 21 | r23        | KCBKCB | - | GOR MahiaGOR Mahia |
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| 28 Apr 21 | r24        | Nzoia SugarNzoia Sugar | - | KCBKCB |
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| 03 May 21 | r25        | KCBKCB | - | Western StimaWestern Stima |
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| 08 May 21 | r26        | Wazito FCWazito FC | - | KCBKCB |
| |
| 15 May 21 | r17        | TuskerTusker | 0 - 0 | KCBKCB |
| |
| 15 May 21 | r27        | KCBKCB | - | Ulinzi StarsUlinzi Stars |
| |
| 19 May 21 | r06        | Mathare UnitedMathare Unite | 1 - 2 | KCBKCB |
| |
| 22 May 21 | r28        | Kariobangi SharksKariobangi Sh | - | KCBKCB |
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| 23 May 21 | r16        | KCBKCB | 3 - 0 | BandariBandari |
| |
| 23 May 21 | r22        | Zoo KerichoZoo Kericho | - | KCBKCB |
| |
| 29 May 21 | r17        | KCBKCB | 0 - 1 | SofapakaSofapaka |
| |
| 29 May 21 | r29        | KCBKCB | 0 - 1 | SofapakaSofapaka |
| |
| 16 Jun 21 | r19        | Bidco UnitedBidco United | 0 - 1 | KCBKCB |
| |
| 19 Jun 21 | r11        | KCBKCB | 1 - 0 | Mathare UnitedMathare Unite |
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| 19 Jun 21 | r30        | Posta Rangers FCPosta Rangers | - | KCBKCB |
| |
| 26 Jun 21 | r20        | HomeboyzHomeboyz | 0 - 0 | KCBKCB |
| 30 Jun 21 | r20        | KCBKCB | 2 - 1 | Nzoia SugarNzoia Sugar |
| |
| 30 Jun 21 | r32        | Mathare UnitedMathare Unite | - | KCBKCB |
| |
| 04 Jul 21 | r33        | KCBKCB | - | AFC LeopardsAFC Leopards |
| |
| 10 Jul 21 | r34        | TuskerTusker | - | KCBKCB |
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| 11 Jul 21 | r16        | KCBKCB | 2 - 2 | TuskerTusker |
| |
| 17 Jul 21 | r24        | Wazito FCWazito FC | 1 - 1 | KCBKCB |
| 21 Jul 21 | r24        | KCBKCB | 2 - 1 | Ulinzi StarsUlinzi Stars |
| |
| 25 Jul 21 | r25        | Kariobangi SharksKariobangi Sh | 0 - 3 | KCBKCB |
| |
| 30 Jul 21 | r26        | KCBKCB | 0 - 2 | Posta Rangers FCPosta Rangers |
| |
| 30 Jul 21 | r17        | Posta Rangers FCPosta Rangers | 0 - 2 | KCBKCB |
| |
| 04 Aug 21 | r27        | Western StimaWestern Stima | 0 - 2 | KCBKCB |
| |
| 08 Aug 21 | r28        | KCBKCB | 0 - 0 | GOR MahiaGOR Mahia |
| |
| 13 Aug 21 | r30        | Vihiga UnitedVihiga United | 2 - 1 | KCBKCB |
| 18 Aug 21 | r30        | KCBKCB | 1 - 1 | AFC LeopardsAFC Leopards |
| |
| 22 Aug 21 | r31        | Nairobi City StarsNairobi City | 0 - 3 | KCBKCB |