| 28 Nov 20 | r01        | Mathare UnitedMathare Unite | 0 - 1 | HomeboyzHomeboyz |
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| 29 Nov 20 | r02        | Wazito FCWazito FC | P - P | Mathare UnitedMathare Unite |
| 04 Dec 20 | r02        | Wazito FCWazito FC | 3 - 1 | Mathare UnitedMathare Unite |
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| 05 Dec 20 | r03        | Mathare UnitedMathare Unite | - | GOR MahiaGOR Mahia |
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| 09 Dec 20 | r04        | Western StimaWestern Stima | - | Mathare UnitedMathare Unite |
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| 13 Dec 20 | r05        | TuskerTusker | - | Mathare UnitedMathare Unite |
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| 13 Dec 20 | r03        | Mathare UnitedMathare Unite | 2 - 1 | Nzoia SugarNzoia Sugar |
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| 19 Dec 20 | r04        | Posta Rangers FCPosta Rangers | 1 - 2 | Mathare UnitedMathare Unite |
| 23 Dec 20 | r04        | Nairobi City StarsNairobi City | 1 - 1 | Mathare UnitedMathare Unite |
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| 23 Dec 20 | r07        | Ulinzi StarsUlinzi Stars | - | Mathare UnitedMathare Unite |
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| 30 Dec 20 | r08        | Mathare UnitedMathare Unite | - | SofapakaSofapaka |
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| 09 Jan 21 | r07        | SofapakaSofapaka | 4 - 2 | Mathare UnitedMathare Unite |
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| 14 Jan 21 | r09        | GOR MahiaGOR Mahia | 3 - 1 | Mathare UnitedMathare Unite |
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| 14 Jan 21 | r06        | GOR MahiaGOR Mahia | 2 - 1 | Mathare UnitedMathare Unite |
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| 18 Jan 21 | r10        | Mathare UnitedMathare Unite | 2 - 0 | Zoo KerichoZoo Kericho |
| 20 Jan 21 | r10        | Mathare UnitedMathare Unite | - | Zoo KerichoZoo Kericho |
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| 22 Jan 21 | r09        | Mathare UnitedMathare Unite | 0 - 0 | BandariBandari |
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| 25 Jan 21 | r11        | KCBKCB | - | Mathare UnitedMathare Unite |
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| 31 Jan 21 | r12        | Mathare UnitedMathare Unite | - | Kariobangi SharksKariobangi Sh |
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| 31 Jan 21 | r15        | TuskerTusker | 1 - 0 | Mathare UnitedMathare Unite |
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| 08 Feb 21 | r11        | Mathare UnitedMathare Unite | 1 - 0 | Nzoia SugarNzoia Sugar |
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| 12 Feb 21 | r13        | BandariBandari | - | Mathare UnitedMathare Unite |
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| 17 Feb 21 | r14        | Mathare UnitedMathare Unite | - | Posta Rangers FCPosta Rangers |
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| 20 Feb 21 | r11        | Bidco UnitedBidco United | 2 - 1 | Mathare UnitedMathare Unite |
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| 21 Feb 21 | r15        | Nzoia SugarNzoia Sugar | - | Mathare UnitedMathare Unite |
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| 24 Feb 21 | r13        | Mathare UnitedMathare Unite | 1 - 1 | Wazito FCWazito FC |
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| 28 Feb 21 | r16        | Mathare UnitedMathare Unite | - | AFC LeopardsAFC Leopards |
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| 02 Mar 21 | r13        | Nairobi City StarsNairobi City | 2 - 0 | Mathare UnitedMathare Unite |
| 07 Mar 21 | r13        | Mathare UnitedMathare Unite | 1 - 2 | HomeboyzHomeboyz |
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| 11 Mar 21 | r12        | Mathare UnitedMathare Unite | 1 - 2 | Kariobangi SharksKariobangi Sh |
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| 15 Mar 21 | r19        | Mathare UnitedMathare Unite | - | Western StimaWestern Stima |
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| 19 Mar 21 | r14        | Posta Rangers FCPosta Rangers | 2 - 0 | Mathare UnitedMathare Unite |
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| 19 Mar 21 | r20        | GOR MahiaGOR Mahia | - | Mathare UnitedMathare Unite |
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| 04 Apr 21 | r21        | Mathare UnitedMathare Unite | - | BandariBandari |
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| 28 Apr 21 | r24        | Zoo KerichoZoo Kericho | - | Mathare UnitedMathare Unite |
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| 03 May 21 | r25        | Mathare UnitedMathare Unite | - | Wazito FCWazito FC |
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| 08 May 21 | r26        | Kariobangi SharksKariobangi Sh | - | Mathare UnitedMathare Unite |
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| 15 May 21 | r27        | Mathare UnitedMathare Unite | - | TuskerTusker |
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| 16 May 21 | r16        | Vihiga UnitedVihiga United | 0 - 0 | Mathare UnitedMathare Unite |
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| 19 May 21 | r06        | Mathare UnitedMathare Unite | 1 - 2 | KCBKCB |
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| 22 May 21 | r28        | Posta Rangers FCPosta Rangers | - | Mathare UnitedMathare Unite |
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| 23 May 21 | r16        | Nzoia SugarNzoia Sugar | 2 - 2 | Mathare UnitedMathare Unite |
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| 29 May 21 | r29        | Mathare UnitedMathare Unite | - | Ulinzi StarsUlinzi Stars |
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| 19 Jun 21 | r11        | KCBKCB | 1 - 0 | Mathare UnitedMathare Unite |
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| 20 Jun 21 | r30        | SofapakaSofapaka | - | Mathare UnitedMathare Unite |
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| 23 Jun 21 | r16        | Mathare UnitedMathare Unite | 1 - 0 | AFC LeopardsAFC Leopards |
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| 26 Jun 21 | r20        | Mathare UnitedMathare Unite | 1 - 2 | Posta Rangers FCPosta Rangers |
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| 26 Jun 21 | r31        | AFC LeopardsAFC Leopards | - | Mathare UnitedMathare Unite |
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| 30 Jun 21 | r22        | Vihiga UnitedVihiga United | 1 - 2 | Mathare UnitedMathare Unite |
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| 30 Jun 21 | r32        | Mathare UnitedMathare Unite | - | KCBKCB |
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| 04 Jul 21 | r33        | HomeboyzHomeboyz | - | Mathare UnitedMathare Unite |
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| 10 Jul 21 | r34        | Mathare UnitedMathare Unite | - | Nzoia SugarNzoia Sugar |
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| 10 Jul 21 | r23        | HomeboyzHomeboyz | 4 - 2 | Mathare UnitedMathare Unite |
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| 15 Jul 21 | r24        | Mathare UnitedMathare Unite | 0 - 1 | Bidco UnitedBidco United |
| 20 Jul 21 | r24        | Mathare UnitedMathare Unite | 0 - 0 | TuskerTusker |
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| 25 Jul 21 | r25        | Wazito FCWazito FC | 2 - 1 | Mathare UnitedMathare Unite |
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| 31 Jul 21 | r08        | Mathare UnitedMathare Unite | 2 - 1 | SofapakaSofapaka |
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| 04 Aug 21 | r27        | Kariobangi SharksKariobangi Sh | 2 - 3 | Mathare UnitedMathare Unite |
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| 07 Aug 21 | r28        | Mathare UnitedMathare Unite | 2 - 0 | Nairobi City StarsNairobi City |
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| 14 Aug 21 | r13        | BandariBandari | 3 - 0 | Mathare UnitedMathare Unite |
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| 18 Aug 21 | r30        | Mathare UnitedMathare Unite | 1 - 0 | Ulinzi StarsUlinzi Stars |
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| 18 Aug 21 | r07        | Ulinzi StarsUlinzi Stars | 1 - 0 | Mathare UnitedMathare Unite |
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| 22 Aug 21 | r30        | Western StimaWestern Stima | 2 - 4 | Mathare UnitedMathare Unite |
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| 22 Aug 21 | r14        | Mathare UnitedMathare Unite | 2 - 5 | Western StimaWestern Stima |