| 28 Nov 20 | r01        | Mathare UnitedMathare Unite | 0 - 1 | HomeboyzHomeboyz |
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| 29 Nov 20 | r02        | HomeboyzHomeboyz | P - P | SofapakaSofapaka |
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| 04 Dec 20 | r03        | KCBKCB | - | HomeboyzHomeboyz |
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| 06 Dec 20 | r02        | HomeboyzHomeboyz | 1 - 1 | SofapakaSofapaka |
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| 13 Dec 20 | r05        | Ulinzi StarsUlinzi Stars | - | HomeboyzHomeboyz |
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| 13 Dec 20 | r03        | KCBKCB | 2 - 0 | HomeboyzHomeboyz |
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| 19 Dec 20 | r06        | HomeboyzHomeboyz | - | GOR MahiaGOR Mahia |
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| 23 Dec 20 | r05        | Ulinzi StarsUlinzi Stars | 2 - 0 | HomeboyzHomeboyz |
| 23 Dec 20 | r05        | Ulinzi StarsUlinzi Stars | 2 - 0 | HomeboyzHomeboyz |
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| 24 Dec 20 | r07        | HomeboyzHomeboyz | - | Western StimaWestern Stima |
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| 29 Dec 20 | r08        | BandariBandari | - | HomeboyzHomeboyz |
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| 02 Jan 21 | r06        | HomeboyzHomeboyz | 0 - 0 | Nzoia SugarNzoia Sugar |
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| 10 Jan 21 | r07        | HomeboyzHomeboyz | 0 - 1 | TuskerTusker |
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| 16 Jan 21 | r08        | BandariBandari | 4 - 3 | HomeboyzHomeboyz |
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| 20 Jan 21 | r10        | Wazito FCWazito FC | - | HomeboyzHomeboyz |
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| 24 Jan 21 | r11        | HomeboyzHomeboyz | - | TuskerTusker |
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| 24 Jan 21 | r08        | HomeboyzHomeboyz | 2 - 0 | Bidco UnitedBidco United |
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| 29 Jan 21 | r10        | Wazito FCWazito FC | 1 - 0 | HomeboyzHomeboyz |
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| 30 Jan 21 | r12        | Posta Rangers FCPosta Rangers | - | HomeboyzHomeboyz |
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| 06 Feb 21 | r10        | HomeboyzHomeboyz | 2 - 0 | Nairobi City StarsNairobi City |
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| 13 Feb 21 | r13        | Nzoia SugarNzoia Sugar | - | HomeboyzHomeboyz |
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| 17 Feb 21 | r14        | HomeboyzHomeboyz | - | AFC LeopardsAFC Leopards |
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| 20 Feb 21 | r12        | Western StimaWestern Stima | 2 - 3 | HomeboyzHomeboyz |
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| 28 Feb 21 | r16        | HomeboyzHomeboyz | - | Zoo KerichoZoo Kericho |
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| 28 Feb 21 | r14        | HomeboyzHomeboyz | 1 - 2 | AFC LeopardsAFC Leopards |
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| 03 Mar 21 | r04        | HomeboyzHomeboyz | 1 - 2 | GOR MahiaGOR Mahia |
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| 05 Mar 21 | r17        | Kariobangi SharksKariobangi Sh | - | HomeboyzHomeboyz |
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| 07 Mar 21 | r13        | Mathare UnitedMathare Unite | 1 - 2 | HomeboyzHomeboyz |
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| 10 Mar 21 | r18        | HomeboyzHomeboyz | - | Posta Rangers FCPosta Rangers |
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| 14 Mar 21 | r19        | SofapakaSofapaka | - | HomeboyzHomeboyz |
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| 21 Mar 21 | r20        | HomeboyzHomeboyz | - | Nzoia SugarNzoia Sugar |
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| 21 Mar 21 | r14        | HomeboyzHomeboyz | 1 - 0 | SofapakaSofapaka |
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| 04 Apr 21 | r21        | TuskerTusker | - | HomeboyzHomeboyz |
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| 10 Apr 21 | r22        | HomeboyzHomeboyz | - | KCBKCB |
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| 25 Apr 21 | r16        | HomeboyzHomeboyz | - | Zoo KerichoZoo Kericho |
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| 28 Apr 21 | r24        | HomeboyzHomeboyz | - | Ulinzi StarsUlinzi Stars |
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| 09 May 21 | r26        | GOR MahiaGOR Mahia | - | HomeboyzHomeboyz |
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| 14 May 21 | r17        | Kariobangi SharksKariobangi Sh | 1 - 0 | HomeboyzHomeboyz |
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| 16 May 21 | r27        | HomeboyzHomeboyz | - | Wazito FCWazito FC |
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| 22 May 21 | r16        | HomeboyzHomeboyz | 4 - 0 | Western StimaWestern Stima |
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| 23 May 21 | r28        | Zoo KerichoZoo Kericho | - | HomeboyzHomeboyz |
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| 28 May 21 | r18        | Posta Rangers FCPosta Rangers | 1 - 3 | HomeboyzHomeboyz |
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| 28 May 21 | r07        | HomeboyzHomeboyz | 1 - 3 | Posta Rangers FCPosta Rangers |
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| 30 May 21 | r29        | HomeboyzHomeboyz | - | Kariobangi SharksKariobangi Sh |
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| 19 Jun 21 | r19        | Nairobi City StarsNairobi City | 1 - 0 | HomeboyzHomeboyz |
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| 24 Jun 21 | r31        | HomeboyzHomeboyz | - | BandariBandari |
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| 26 Jun 21 | r20        | HomeboyzHomeboyz | 0 - 0 | KCBKCB |
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| 30 Jun 21 | r21        | Bidco UnitedBidco United | 1 - 1 | HomeboyzHomeboyz |
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| 30 Jun 21 | r32        | Western StimaWestern Stima | - | HomeboyzHomeboyz |
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| 04 Jul 21 | r22        | HomeboyzHomeboyz | 3 - 1 | Ulinzi StarsUlinzi Stars |
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| 04 Jul 21 | r33        | HomeboyzHomeboyz | - | Mathare UnitedMathare Unite |
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| 10 Jul 21 | r34        | AFC LeopardsAFC Leopards | - | HomeboyzHomeboyz |
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| 10 Jul 21 | r23        | HomeboyzHomeboyz | 4 - 2 | Mathare UnitedMathare Unite |
| 17 Jul 21 | r23        | Nzoia SugarNzoia Sugar | 1 - 2 | HomeboyzHomeboyz |
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| 21 Jul 21 | r24        | HomeboyzHomeboyz | 0 - 1 | Wazito FCWazito FC |
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| 25 Jul 21 | r26        | SofapakaSofapaka | 1 - 2 | HomeboyzHomeboyz |
| 31 Jul 21 | r26        | HomeboyzHomeboyz | 4 - 1 | Kariobangi SharksKariobangi Sh |
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| 04 Aug 21 | r27        | GOR MahiaGOR Mahia | 1 - 0 | HomeboyzHomeboyz |
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| 08 Aug 21 | r28        | HomeboyzHomeboyz | 1 - 2 | BandariBandari |
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| 13 Aug 21 | r13        | TuskerTusker | 2 - 0 | HomeboyzHomeboyz |
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| 18 Aug 21 | r30        | HomeboyzHomeboyz | 1 - 2 | Vihiga UnitedVihiga United |
| 18 Aug 21 | r30        | Vihiga UnitedVihiga United | 1 - 3 | HomeboyzHomeboyz |
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| 22 Aug 21 | r31        | AFC LeopardsAFC Leopards | 2 - 3 | HomeboyzHomeboyz |