| 21 Mar 23 |
r01  | West Chester United SCWest Chester | 1 - 3 | Ocean City NoreastersOcean City No |
| 22 Mar 23 |
r01 | El FarolitoEl Farolito | 3 - 0 | Inter San FranciscoInter San Fra |
| 22 Mar 23 |
r01 | AppalachianAppalachian | 2 - 2 | North Carolina Fusion U23North Carolin |
| 23 Mar 23 |
r01 | Tulsa AthleticsTulsa Athleti | 1 - 0 | Brazos Valley Cavalry FCBrazos Valley |
| 23 Mar 23 |
r01 | Chicago House ACChicago House | 1 - 0 | Bavarian UnitedBavarian Unit |
| 23 Mar 23 |
r01 | Beaman UnitedBeaman United | 0 - 3 | Des Moines MenaceDes Moines Me |
| 23 Mar 23 |
r01 | UDA Soccer NMSUUDA Soccer NM | 1 - 0 | Park City Red Wolves SCPark City Red |
| 23 Mar 23 |
r01 | Project 51OProject 51O | 0 - 3 | Crossfire RedmondCrossfire Red |
| 23 Mar 23 |
r01 | Ventura County FusionVentura Count | 1 - 4 | Capo FCCapo FC |
| 23 Mar 23 |
r01 | Cleveland SCCleveland SC | 1 - 0 | Lionsbridge FCLionsbridge F |
| 23 Mar 23 |
r01 | Jacksonville Armada U-23Jacksonville | 1 - 1 | Miami UnitedMiami United |
| 23 Mar 23 |
r01 | Hartford CityHartford City | 1 - 2 | Lansdowne BhoysLansdowne Bho |
|
| |
| 04 Apr 23 |
r00 | Hartford AthleticHartford Athl | 3 - 0 | Lansdowne BhoysLansdowne Bho |
| 05 Apr 23 |
r00 | One Knoxville SCOne Knoxville | 1 - 2 | Memphis 901Memphis 901 |
| 05 Apr 23 |
r00 | Miami FCMiami FC | 3 - 1 | Jacksonville Armada U-23Jacksonville |
| 05 Apr 23 |
r00 | Flower City UnionFlower City U | 3 - 1 | Manhattan SCManhattan SC |
| 05 Apr 23 |
r00 | Tampa Bay RowdiesTampa Bay Row | 2 - 0 | Nona FCNona FC |
| 05 Apr 23 |
r00 | New Mexico UnitedNew Mexico Un | 6 - 0 | UDA Soccer NMSUUDA Soccer NM |
| 05 Apr 23 |
r00 | Oakland RootsOakland Roots | 3 - 1 | El FarolitoEl Farolito |
| 06 Apr 23 |
r00 | Indy ElevenIndy Eleven | 3 - 1 | Michigan Stars FCMichigan Star |
| 06 Apr 23 |
r00  | Louisville CityLouisville Ci | 1 - 0 | Lexington SCLexington SC |
| 06 Apr 23 |
r00 | Pittsburgh RiverhoundsPittsburgh Ri | - | Rochester New York FCRochester New |
| 06 Apr 23 |
r00 | Loudoun UnitedLoudoun Unite | 2 - 1 | North Carolina FCNorth Carolin |
| 06 Apr 23 |
r00 | Charlotte IndependenceCharlotte Ind | 2 - 0 | AppalachianAppalachian |
| 06 Apr 23 |
r00 | Maryland Bobcats FCMaryland Bobc | 3 - 2 | Ocean City NoreastersOcean City No |
|
| |
| 06 Apr 23 |
r02 | Indy ElevenIndy Eleven | 3 - 1 | Michigan Stars FCMichigan Star |
|
| |
| 06 Apr 23 |
r00 | Tormenta FCTormenta FC | 2 - 1 | Rio Grande ValleyRio Grande Va |
| 06 Apr 23 |
r00 | Chattanooga Red Wolves SCChattanooga R | 1 - 4 | Birmingham LegionBirmingham Le |
| 06 Apr 23 |
r00 | Union OmahaUnion Omaha | 2 - 0 | El Paso LocomotiveEl Paso Locom |
| 06 Apr 23 |
r00 | Des Moines MenaceDes Moines Me | 1 - 4 | Chattanooga FCChattanooga F |
| 06 Apr 23 |
r00 | Tulsa AthleticsTulsa Athleti | 1 - 0 | Tulsa RoughnecksTulsa Roughne |
| 06 Apr 23 |
r00 | Colorado SpringsColorado Spri | 1 - 3 | Northern Colorado HailstoNorthern Colo |
| 06 Apr 23 |
r00 | Las Vegas LightsLas Vegas Lig | 4 - 0 | LA ForceLA Force |
| 06 Apr 23 |
r00 | Central Valley Fuego FCCentral Valle | 1 - 3 | Monterey Bay FCMonterey Bay |
| 06 Apr 23 |
r00 | San Diego LoyalSan Diego Loy | 2 - 0 | ASC San DiegoASC San Diego |
| 06 Apr 23 |
r00 | Sacramento RepublicSacramento Re | 5 - 4 | Crossfire RedmondCrossfire Red |
| 06 Apr 23 |
r00 | Orange County SCOrange County | 5 - 0 | Capo FCCapo FC |
| 06 Apr 23 |
r00 | Phoenix RisingPhoenix Risin | 1 - 0 | Greenville Triumph SCGreenville Tr |
| 07 Apr 23 |
r00 | Richmond KickersRichmond Kick | 3 - 2 | Cleveland SCCleveland SC |
| 12 Apr 23 |
r00 | Forward Madison FCForward Madis | 2 - 3 | Chicago House ACChicago House |
| 25 Apr 23 |
r00 | Charleston BatteryCharleston Ba | 1 - 0 | Charlotte IndependenceCharlotte Ind |
| 26 Apr 23 |
r00 | Pittsburgh RiverhoundsPittsburgh Ri | 2 - 0 | Maryland Bobcats FCMaryland Bobc |
| 26 Apr 23 |
r00 | New England Rev.New England R | 2 - 1 | Hartford AthleticHartford Athl |
| 26 Apr 23 |
r00 | Detroit City FCDetroit City | 1 - 3 | Minnesota UnitedMinnesota Uni |
| 26 Apr 23 |
r00 | St. Louis City SCSt. Louis Cit | 5 - 1 | Union OmahaUnion Omaha |
| 26 Apr 23 |
r00 | Sporting Kansas CitySporting Kans | 3 - 0 | Tulsa AthleticsTulsa Athleti |
| 26 Apr 23 |
r00 | Monterey Bay FCMonterey Bay | 1 - 0 | San Jose EarthquakesSan Jose Eart |
| 27 Apr 23 |
r00 | Loudoun UnitedLoudoun Unite | 5 - 0 | Flower City UnionFlower City U |
| 27 Apr 23 |
r00 | FC CincinnatiFC Cincinnati | 1 - 0 | Louisville CityLouisville Ci |
| 27 Apr 23 |
r00  | Tampa Bay RowdiesTampa Bay Row | 0 - 1 | Houston DynamoHouston Dynam |
| 27 Apr 23 |
r00 | Columbus CrewColumbus Crew | 1 - 0 | Indy ElevenIndy Eleven |
| 27 Apr 23 |
r00 | Atlanta UnitedAtlanta Unite | 1 - 2 | Memphis 901Memphis 901 |
| 27 Apr 23 |
r00 | DC UnitedDC United | 1 - 0 | Richmond KickersRichmond Kick |
| 27 Apr 23 |
r00 | Birmingham LegionBirmingham Le | 1 - 1 | Chattanooga FCChattanooga F |
| 27 Apr 23 |
r00 | Chicago FireChicago Fire | 3 - 0 | Chicago House ACChicago House |
| 27 Apr 23 |
r00 | Colorado RapidsColorado Rapi | 3 - 1 | Northern Colorado HailstoNorthern Colo |
| 27 Apr 23 |
r00 | New Mexico UnitedNew Mexico Un | 2 - 1 | Phoenix RisingPhoenix Risin |
| 27 Apr 23 |
r00 | Las Vegas LightsLas Vegas Lig | 1 - 3 | Real Salt LakeReal Salt Lak |
| 27 Apr 23 |
r00 | Sacramento RepublicSacramento Re | 1 - 0 | Oakland RootsOakland Roots |
| 27 Apr 23 |
r00 | Seattle Sounders FCSeattle Sound | 5 - 4 | San Diego LoyalSan Diego Loy |
| 27 Apr 23 |
r00 | Portland TimbersPortland Timb | 3 - 1 | Orange County SCOrange County |
| 10 May 23 |
r32 | Inter MiamiInter Miami | 1 - 0 | Charleston BatteryCharleston Ba |
| 10 May 23 |
r32 | New York Red BullsNew York Red | 1 - 0 | DC UnitedDC United |
| 10 May 23 |
r32 | New England Rev.New England R | 0 - 1 | Pittsburgh RiverhoundsPittsburgh Ri |
| 10 May 23 |
r32 | Chicago FireChicago Fire | 2 - 1 | St. Louis City SCSt. Louis Cit |
| 10 May 23 |
r32 | Minnesota UnitedMinnesota Uni | 3 - 3 | Philadelphia UnionPhiladelphia |
| 10 May 23 |
r32 | Sacramento RepublicSacramento Re | 2 - 4 | Colorado RapidsColorado Rapi |
| 10 May 23 |
r32 | Monterey Bay FCMonterey Bay | 2 - 2 | Los Angeles FCLos Angeles F |
| 11 May 23 |
r32 | Loudoun UnitedLoudoun Unite | 1 - 5 | Columbus CrewColumbus Crew |
| 11 May 23 |
r32 | FC CincinnatiFC Cincinnati | 1 - 0 | New York City FCNew York City |
| 11 May 23 |
r32 | Houston DynamoHouston Dynam | 1 - 0 | Sporting Kansas CitySporting Kans |
| 11 May 23 |
r32 | Birmingham LegionBirmingham Le | 3 - 0 | Memphis 901Memphis 901 |
| 11 May 23 |
r32 | Austin FCAustin FC | 2 - 0 | New Mexico UnitedNew Mexico Un |
| 11 May 23 |
r32 | L.A. GalaxyL.A. Galaxy | 3 - 1 | Seattle Sounders FCSeattle Sound |
| 11 May 23 |
r32 | Portland TimbersPortland Timb | 3 - 4 | Real Salt LakeReal Salt Lak |
|
| |
| 23 May 23 |
r16 | New York Red BullsNew York Red | 1 - 1 | FC CincinnatiFC Cincinnati |
| 24 May 23 |
r16 | Houston DynamoHouston Dynam | 4 - 0 | Minnesota UnitedMinnesota Uni |
| 24 May 23 |
r16 | Los Angeles FCLos Angeles F | 0 - 2 | L.A. GalaxyL.A. Galaxy |
| 25 May 23 |
r16 | Pittsburgh RiverhoundsPittsburgh Ri | 1 - 0 | Columbus CrewColumbus Crew |
| 25 May 23 |
r16 | Birmingham LegionBirmingham Le | 1 - 0 | Charlotte FCCharlotte FC |
| 25 May 23 |
r16 | Colorado RapidsColorado Rapi | 0 - 1 | Real Salt LakeReal Salt Lak |
|
| |
| 07 Jun 23 |
r00 | FC CincinnatiFC Cincinnati | 3 - 1 | Pittsburgh RiverhoundsPittsburgh Ri |
| 07 Jun 23 |
r00 | Chicago FireChicago Fire | 1 - 4 | Houston DynamoHouston Dynam |
| 08 Jun 23 |
r00 | Birmingham LegionBirmingham Le | 0 - 1 | Inter MiamiInter Miami |
| 08 Jun 23 |
r00 | Real Salt LakeReal Salt Lak | 3 - 2 | L.A. GalaxyL.A. Galaxy |
| 24 Aug 23 |
r00  | FC CincinnatiFC Cincinnati | 3 - 3 | Inter MiamiInter Miami |
| 24 Aug 23 |
r00 | Houston DynamoHouston Dynam | 3 - 1 | Real Salt LakeReal Salt Lak |
|
| |
| 28 Sep 23 |
Final | Inter MiamiInter Miami | 1 - 2 | Houston DynamoHouston Dynam |
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