| 12 Mar 23 |
r01     | San AntonioSan Antonio | 3 - 1 | Oakland RootsOakland Roots |
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| 20 Mar 23 |
r03 | Rio Grande ValleyRio Grande Va | 1 - 1 | Oakland RootsOakland Roots |
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| 02 Apr 23 |
r05 | Oakland RootsOakland Roots | 1 - 0 | New Mexico UnitedNew Mexico Un |
| 09 Apr 23 |
r05 | Indy ElevenIndy Eleven | 0 - 3 | Oakland RootsOakland Roots |
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| 16 Apr 23 |
r08  | Oakland RootsOakland Roots | 1 - 2 | Hartford AthleticHartford Athl |
| 23 Apr 23 |
r08 | Loudoun UnitedLoudoun Unite | 2 - 0 | Oakland RootsOakland Roots |
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| 30 Apr 23 |
r09 | Oakland RootsOakland Roots | 0 - 0 | Miami FCMiami FC |
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| |
| 07 May 23 |
r10 | Birmingham LegionBirmingham Le | 1 - 4 | Oakland RootsOakland Roots |
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| |
| 14 May 23 |
r12 | Oakland RootsOakland Roots | 3 - 0 | Orange County SCOrange County |
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| |
| 21 May 23 |
r13 | Sacramento RepublicSacramento Re | 3 - 1 | Oakland RootsOakland Roots |
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| |
| 28 May 23 |
r14 | Oakland RootsOakland Roots | 2 - 0 | San Diego LoyalSan Diego Loy |
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| |
| 03 Jun 23 |
r15 | Colorado SpringsColorado Spri | 0 - 1 | Oakland RootsOakland Roots |
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| |
| 11 Jun 23 |
r17 | Phoenix RisingPhoenix Risin | 2 - 2 | Oakland RootsOakland Roots |
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| |
| 18 Jun 23 |
r18 | Oakland RootsOakland Roots | 0 - 0 | Pittsburgh RiverhoundsPittsburgh Ri |
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| |
| 25 Jun 23 |
r19 | Oakland RootsOakland Roots | 1 - 1 | Phoenix RisingPhoenix Risin |
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| |
| 29 Jun 23 |
r20 | Oakland RootsOakland Roots | 0 - 2 | Rio Grande ValleyRio Grande Va |
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| |
| 09 Jul 23 |
r22 | Tampa Bay RowdiesTampa Bay Row | 3 - 0 | Oakland RootsOakland Roots |
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| 13 Jul 23 |
r02 | Oakland RootsOakland Roots | 1 - 1 | Memphis 901Memphis 901 |
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| |
| 16 Jul 23 |
r23 | Monterey Bay FCMonterey Bay | 1 - 3 | Oakland RootsOakland Roots |
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| |
| 23 Jul 23 |
r25 | El Paso LocomotiveEl Paso Locom | 1 - 3 | Oakland RootsOakland Roots |
| 27 Jul 23 |
r25 | Oakland RootsOakland Roots | 1 - 0 | Las Vegas LightsLas Vegas Lig |
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| |
| 30 Jul 23 |
r26 | Oakland RootsOakland Roots | 1 - 1 | Detroit City FCDetroit City |
| 04 Aug 23 |
r26 | Charleston BatteryCharleston Ba | 0 - 1 | Oakland RootsOakland Roots |
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| |
| 20 Aug 23 |
r30 | Oakland RootsOakland Roots | 2 - 3 | Colorado SpringsColorado Spri |
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| |
| 24 Aug 23 |
r31 | New Mexico UnitedNew Mexico Un | 1 - 2 | Oakland RootsOakland Roots |
| 27 Aug 23 |
r31 | Louisville CityLouisville Ci | 2 - 1 | Oakland RootsOakland Roots |
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| 03 Sep 23 |
r33 | Oakland RootsOakland Roots | 0 - 1 | Sacramento RepublicSacramento Re |
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| |
| 10 Sep 23 |
r34 | Las Vegas LightsLas Vegas Lig | 3 - 1 | Oakland RootsOakland Roots |
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| |
| 17 Sep 23 |
r35 | Oakland RootsOakland Roots | 0 - 1 | Tulsa RoughnecksTulsa Roughne |
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| |
| 24 Sep 23 |
r37 | Oakland RootsOakland Roots | 2 - 2 | Monterey Bay FCMonterey Bay |
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| |
| 01 Oct 23 |
r38 | Oakland RootsOakland Roots | 2 - 2 | San AntonioSan Antonio |
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| |
| 05 Oct 23 |
r39 | Orange County SCOrange County | 3 - 1 | Oakland RootsOakland Roots |
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| 08 Oct 23 |
r40 | San Diego LoyalSan Diego Loy | 4 - 2 | Oakland RootsOakland Roots |
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| 15 Oct 23 |
r41 | Oakland RootsOakland Roots | 1 - 2 | El Paso LocomotiveEl Paso Locom |
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