| 01 Oct 22 | r01        | KCBKCB | P - P | Kariobangi SharksKariobangi Sh |
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| 08 Oct 22 | r02        | Nzoia SugarNzoia Sugar | P - P | KCBKCB |
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| 12 Oct 22 | r03        | KCBKCB | P - P | Fortune SaccoFortune Sacco |
| 16 Oct 22 | r03        | BandariBandari | P - P | KCBKCB |
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| 22 Oct 22 | r05        | KCBKCB | P - P | AFC LeopardsAFC Leopards |
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| 22 Oct 22 | r06        | KCBKCB | P - P | TuskerTusker |
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| 30 Oct 22 | r07        | HomeboyzHomeboyz | P - P | KCBKCB |
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| 06 Nov 22 | r08        | TalantaTalanta | P - P | KCBKCB |
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| 12 Nov 22 | r09        | KCBKCB | P - P | GOR MahiaGOR Mahia |
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| 16 Nov 22 | r10        | Bidco UnitedBidco United | P - P | KCBKCB |
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| 20 Nov 22 | r11        | KCBKCB | P - P | Wazito FCWazito FC |
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| 27 Nov 22 | r12        | Ulinzi StarsUlinzi Stars | - | KCBKCB |
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| 27 Nov 22 | r02        | KCBKCB | 0 - 1 | HomeboyzHomeboyz |
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| 03 Dec 22 | r13        | KCBKCB | P - P | APS BometAPS Bomet |
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| 04 Dec 22 | r03        | BandariBandari | 0 - 1 | KCBKCB |
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| 10 Dec 22 | r13        | Nairobi City StarsNairobi City | - | KCBKCB |
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| 11 Dec 22 | r04        | KCBKCB | 1 - 2 | Nzoia SugarNzoia Sugar |
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| 14 Dec 22 | r14        | KCBKCB | - | SofapakaSofapaka |
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| 17 Dec 22 | r05        | Bidco UnitedBidco United | 1 - 2 | KCBKCB |
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| 18 Dec 22 | r16        | Posta Rangers FCPosta Rangers | - | KCBKCB |
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| 22 Dec 22 | r06        | KCBKCB | 1 - 2 | TuskerTusker |
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| 04 Jan 23 | r07        | GOR MahiaGOR Mahia | 0 - 1 | KCBKCB |
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| 07 Jan 23 | r16        | Kariobangi SharksKariobangi Sh | - | KCBKCB |
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| 08 Jan 23 | r07        | TalantaTalanta | 1 - 2 | KCBKCB |
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| 14 Jan 23 | r17        | KCBKCB | - | Nzoia SugarNzoia Sugar |
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| 15 Jan 23 | r08        | KCBKCB | 2 - 1 | Kariobangi SharksKariobangi Sh |
| 18 Jan 23 | r08        | Nairobi City StarsNairobi City | 0 - 1 | KCBKCB |
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| 21 Jan 23 | r18        | Fortune SaccoFortune Sacco | - | KCBKCB |
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| 22 Jan 23 | r10        | KCBKCB | 0 - 0 | Ulinzi StarsUlinzi Stars |
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| 25 Jan 23 | r11        | KCBKCB | 1 - 1 | Posta Rangers FCPosta Rangers |
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| 28 Jan 23 | r10        | Wazito FCWazito FC | 1 - 1 | KCBKCB |
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| 04 Feb 23 | r12        | KCBKCB | 2 - 1 | Mathare UnitedMathare Unite |
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| 04 Feb 23 | r19        | KCBKCB | - | BandariBandari |
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| 08 Feb 23 | r13        | SofapakaSofapaka | 0 - 1 | KCBKCB |
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| 11 Feb 23 | r19        | AFC LeopardsAFC Leopards | - | KCBKCB |
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| 19 Feb 23 | r15        | Vihiga BulletsVihiga Bullet | 0 - 3 | KCBKCB |
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| 26 Feb 23 | r16        | KCBKCB | 0 - 1 | AFC LeopardsAFC Leopards |
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| 05 Mar 23 | r22        | TuskerTusker | - | KCBKCB |
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| 08 Mar 23 | r17        | KCBKCB | 1 - 0 | TalantaTalanta |
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| 11 Mar 23 | r22        | KCBKCB | - | HomeboyzHomeboyz |
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| 12 Mar 23 | r17        | Kariobangi SharksKariobangi Sh | 2 - 1 | KCBKCB |
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| 17 Mar 23 | r18        | KCBKCB | 0 - 0 | GOR MahiaGOR Mahia |
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| 18 Mar 23 | r23        | KCBKCB | - | TalantaTalanta |
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| 29 Mar 23 | r19        | HomeboyzHomeboyz | 0 - 0 | KCBKCB |
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| 01 Apr 23 | r24        | GOR MahiaGOR Mahia | - | KCBKCB |
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| 05 Apr 23 | r20        | KCBKCB | 1 - 0 | Nairobi City StarsNairobi City |
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| 08 Apr 23 | r25        | KCBKCB | - | Bidco UnitedBidco United |
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| 09 Apr 23 | r20        | Ulinzi StarsUlinzi Stars | 0 - 0 | KCBKCB |
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| 13 Apr 23 | r22        | KCBKCB | 3 - 0 | Vihiga BulletsVihiga Bullet |
| 16 Apr 23 | r22        | KCBKCB | 2 - 0 | Wazito FCWazito FC |
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| 23 Apr 23 | r24        | AFC LeopardsAFC Leopards | 2 - 2 | KCBKCB |
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| 23 Apr 23 | r27        | Wazito FCWazito FC | - | KCBKCB |
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| 26 Apr 23 | r24        | TuskerTusker | 1 - 0 | KCBKCB |
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| 29 Apr 23 | r27        | KCBKCB | - | Ulinzi StarsUlinzi Stars |
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| 03 May 23 | r25        | KCBKCB | 0 - 0 | BandariBandari |
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| 06 May 23 | r28        | APS BometAPS Bomet | - | KCBKCB |
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| 07 May 23 | r26        | Posta Rangers FCPosta Rangers | 0 - 1 | KCBKCB |
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| 13 May 23 | r29        | KCBKCB | - | Nairobi City StarsNairobi City |
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| 15 May 23 | r27        | KCBKCB | 0 - 0 | SofapakaSofapaka |
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| 21 May 23 | r30        | SofapakaSofapaka | - | KCBKCB |
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| 27 May 23 | r28        | Mathare UnitedMathare Unite | 0 - 1 | KCBKCB |
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| 28 May 23 | r31        | KCBKCB | - | Posta Rangers FCPosta Rangers |
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| 04 Jun 23 | r29        | KCBKCB | 1 - 0 | Bidco UnitedBidco United |
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| 21 Jun 23 | r30        | Nzoia SugarNzoia Sugar | 0 - 2 | KCBKCB |