| 29 Feb 20 | r01    | DC UnitedDC United | 1 - 2 | Colorado RapidsColorado Rapi |
| 29 Feb 20 | r01 | Montreal ImpactMontreal Impa | 2 - 1 | New England Rev.New England R |
| 29 Feb 20 | r01 | Houston DynamoHouston Dynam | 1 - 1 | L.A. GalaxyL.A. Galaxy |
| 29 Feb 20 | r01  | San Jose EarthquakesSan Jose Eart | 2 - 2 | Toronto FCToronto FC |
| 01 Mar 20 | r01 | Orlando CityOrlando City | 0 - 0 | Real Salt LakeReal Salt Lak |
| 01 Mar 20 | r01 | FC DallasFC Dallas | 2 - 0 | Philadelphia UnionPhiladelphia |
| 01 Mar 20 | r01 | Nashville SCNashville SC | 1 - 2 | Atlanta UnitedAtlanta Unite |
| 01 Mar 20 | r01 | Vancouver WhitecapsVancouver Whi | 1 - 3 | Sporting Kansas CitySporting Kans |
| 01 Mar 20 | r01 | Columbus CrewColumbus Crew | 1 - 0 | New York CityNew York City |
| 01 Mar 20 | r01 | New York Red BullsNew York Red | 3 - 2 | FC CincinnatiFC Cincinnati |
| 01 Mar 20 | r01 | Seattle Sounders FCSeattle Sound | 2 - 1 | Chicago FireChicago Fire |
| 01 Mar 20 | r01 | Los Angeles FCLos Angeles F | 1 - 0 | Inter MiamiInter Miami |
| 02 Mar 20 | r01 | Portland TimbersPortland Timb | 1 - 3 | Minnesota UnitedMinnesota Uni |
| |
| 07 Mar 20 | r02 | New England Rev.New England R | 1 - 1 | Chicago FireChicago Fire |
| 07 Mar 20 | r02  | Real Salt LakeReal Salt Lak | 1 - 1 | New York Red BullsNew York Red |
| 07 Mar 20 | r02 | FC DallasFC Dallas | 2 - 2 | Montreal ImpactMontreal Impa |
| 07 Mar 20 | r02 | DC UnitedDC United | 2 - 1 | Inter MiamiInter Miami |
| 07 Mar 20 | r02 | Toronto FCToronto FC | 1 - 0 | New York CityNew York City |
| 08 Mar 20 | r02 | Atlanta UnitedAtlanta Unite | 2 - 1 | FC CincinnatiFC Cincinnati |
| 08 Mar 20 | r02 | San Jose EarthquakesSan Jose Eart | 2 - 5 | Minnesota UnitedMinnesota Uni |
| 08 Mar 20 | r02 | Sporting Kansas CitySporting Kans | 4 - 0 | Houston DynamoHouston Dynam |
| 08 Mar 20 | r02 | Colorado RapidsColorado Rapi | 2 - 1 | Orlando CityOrlando City |
| 08 Mar 20 | r02 | L.A. GalaxyL.A. Galaxy | 0 - 1 | Vancouver WhitecapsVancouver Whi |
| 08 Mar 20 | r02 | Seattle Sounders FCSeattle Sound | 1 - 1 | Columbus CrewColumbus Crew |
| 09 Mar 20 | r02 | Portland TimbersPortland Timb | 1 - 0 | Nashville SCNashville SC |
| 09 Mar 20 | r02 | Los Angeles FCLos Angeles F | 3 - 3 | Philadelphia UnionPhiladelphia |
| |
| 09 Jul 20 | r03 | Orlando CityOrlando City | 2 - 1 | Inter MiamiInter Miami |
| 09 Jul 20 | r03 | New York CityNew York City | 0 - 1 | Philadelphia UnionPhiladelphia |
| 10 Jul 20 | r03 | Montreal ImpactMontreal Impa | 0 - 1 | New England Rev.New England R |
| 11 Jul 20 | r03 | Seattle Sounders FCSeattle Sound | 0 - 0 | San Jose EarthquakesSan Jose Eart |
| 12 Jul 20 | r03 | Atlanta UnitedAtlanta Unite | 0 - 1 | New York Red BullsNew York Red |
| 12 Jul 20 | r03 | FC CincinnatiFC Cincinnati | 0 - 4 | Columbus CrewColumbus Crew |
| 13 Jul 20 | r03 | Sporting Kansas CitySporting Kans | 1 - 2 | Minnesota UnitedMinnesota Uni |
| 13 Jul 20 | r03 | Real Salt LakeReal Salt Lak | 2 - 0 | Colorado RapidsColorado Rapi |
| 13 Jul 20 | r03 | Toronto FCToronto FC | 2 - 2 | DC UnitedDC United |
| 14 Jul 20 | r03 | Los Angeles FCLos Angeles F | 3 - 3 | Houston DynamoHouston Dynam |
| 14 Jul 20 | r03 | L.A. GalaxyL.A. Galaxy | 1 - 2 | Portland TimbersPortland Timb |
| |
| 14 Jul 20 | r04 | Chicago FireChicago Fire | 2 - 1 | Seattle Sounders FCSeattle Sound |
| 15 Jul 20 | r04 | New York CityNew York City | 1 - 3 | Orlando CityOrlando City |
| 15 Jul 20 | r04 | Philadelphia UnionPhiladelphia | 2 - 1 | Inter MiamiInter Miami |
| |
| 16 Jul 20 | r03 | Vancouver WhitecapsVancouver Whi | 3 - 4 | San Jose EarthquakesSan Jose Eart |
| |
| 16 Jul 20 | r04 | Atlanta UnitedAtlanta Unite | 0 - 1 | FC CincinnatiFC Cincinnati |
| 17 Jul 20 | r04 | Montreal ImpactMontreal Impa | 3 - 4 | Toronto FCToronto FC |
| 17 Jul 20 | r04 | Columbus CrewColumbus Crew | 2 - 0 | New York Red BullsNew York Red |
| 18 Jul 20 | r04 | Sporting Kansas CitySporting Kans | 3 - 2 | Colorado RapidsColorado Rapi |
| 18 Jul 20 | r04 | DC UnitedDC United | 1 - 1 | New England Rev.New England R |
| 18 Jul 20 | r04 | Real Salt LakeReal Salt Lak | 0 - 0 | Minnesota UnitedMinnesota Uni |
| 19 Jul 20 | r04 | Portland TimbersPortland Timb | 2 - 1 | Houston DynamoHouston Dynam |
| 19 Jul 20 | r04 | Los Angeles FCLos Angeles F | 6 - 2 | L.A. GalaxyL.A. Galaxy |
| |
| 20 Jul 20 | r05 | Chicago FireChicago Fire | 0 - 2 | San Jose EarthquakesSan Jose Eart |
| 20 Jul 20 | r05 | Seattle Sounders FCSeattle Sound | 3 - 0 | Vancouver WhitecapsVancouver Whi |
| 20 Jul 20 | r05 | Inter MiamiInter Miami | 0 - 1 | New York CityNew York City |
| 21 Jul 20 | r05 | Philadelphia UnionPhiladelphia | 1 - 1 | Orlando CityOrlando City |
| 21 Jul 20 | r05 | Toronto FCToronto FC | 0 - 0 | New England Rev.New England R |
| 22 Jul 20 | r05 | Atlanta UnitedAtlanta Unite | 0 - 1 | Columbus CrewColumbus Crew |
| 22 Jul 20 | r05 | Montreal ImpactMontreal Impa | 1 - 0 | DC UnitedDC United |
| 22 Jul 20 | r05 | Real Salt LakeReal Salt Lak | 0 - 2 | Sporting Kansas CitySporting Kans |
| 23 Jul 20 | r05 | FC CincinnatiFC Cincinnati | 2 - 0 | New York Red BullsNew York Red |
| 23 Jul 20 | r05 | Colorado RapidsColorado Rapi | 2 - 2 | Minnesota UnitedMinnesota Uni |
| 23 Jul 20 | r05 | Chicago FireChicago Fire | 0 - 2 | Vancouver WhitecapsVancouver Whi |
| 24 Jul 20 | r05 | L.A. GalaxyL.A. Galaxy | 1 - 1 | Houston DynamoHouston Dynam |
| 24 Jul 20 | r05 | Los Angeles FCLos Angeles F | 2 - 2 | Portland TimbersPortland Timb |
| |
| 26 Jul 20 | Playoff | Orlando CityOrlando City | 1 - 0 | Montreal ImpactMontreal Impa |
| 26 Jul 20 | Playoff | Philadelphia UnionPhiladelphia | 1 - 0 | New England Rev.New England R |
| 27 Jul 20 | Playoff | Toronto FCToronto FC | 1 - 3 | New York CityNew York City |
| 27 Jul 20 | Playoff | Sporting Kansas CitySporting Kans | 0 - 0 | Vancouver WhitecapsVancouver Whi |
| 28 Jul 20 | Playoff | San Jose EarthquakesSan Jose Eart | 5 - 2 | Real Salt LakeReal Salt Lak |
| 28 Jul 20 | Playoff | Seattle Sounders FCSeattle Sound | 1 - 4 | Los Angeles FCLos Angeles F |
| 29 Jul 20 | Playoff | Columbus CrewColumbus Crew | 1 - 1 | Minnesota UnitedMinnesota Uni |
| 29 Jul 20 | Playoff | Portland TimbersPortland Timb | 1 - 1 | FC CincinnatiFC Cincinnati |
| |
| 31 Jul 20 | QF | Philadelphia UnionPhiladelphia | 3 - 1 | Sporting Kansas CitySporting Kans |
| |
| 01 Aug 20 | r00 | Orlando CityOrlando City | 1 - 1 | Los Angeles FCLos Angeles F |
| |
| 01 Aug 20 | QF | Orlando CityOrlando City | 1 - 1 | Los Angeles FCLos Angeles F |
| 02 Aug 20 | QF | San Jose EarthquakesSan Jose Eart | 1 - 4 | Minnesota UnitedMinnesota Uni |
| 02 Aug 20 | QF | New York CityNew York City | 1 - 3 | Portland TimbersPortland Timb |
| |
| 06 Aug 20 | SF | Philadelphia UnionPhiladelphia | 1 - 2 | Portland TimbersPortland Timb |
| 07 Aug 20 | SF | Orlando CityOrlando City | 3 - 1 | Minnesota UnitedMinnesota Uni |
| |
| 12 Aug 20 | Final | Portland TimbersPortland Timb | 2 - 1 | Orlando CityOrlando City |
| |
| 13 Aug 20 | r03 | FC DallasFC Dallas | 0 - 1 | Nashville SCNashville SC |
| |
| 17 Aug 20 | r04 | FC DallasFC Dallas | 0 - 0 | Nashville SCNashville SC |
| |
| 19 Aug 20 | r06 | Toronto FCToronto FC | 3 - 0 | Vancouver WhitecapsVancouver Whi |
| 21 Aug 20 | r06 | New York Red BullsNew York Red | 1 - 0 | New York CityNew York City |
| 21 Aug 20 | r06 | Columbus CrewColumbus Crew | 3 - 0 | Chicago FireChicago Fire |
| 21 Aug 20 | r06 | New England Rev.New England R | 0 - 0 | Philadelphia UnionPhiladelphia |
| 22 Aug 20 | r06 | FC CincinnatiFC Cincinnati | 0 - 0 | DC UnitedDC United |
| 22 Aug 20 | r06 | Minnesota UnitedMinnesota Uni | 1 - 2 | Sporting Kansas CitySporting Kans |
| |
| 22 Aug 20 | r07 | Toronto FCToronto FC | 1 - 0 | Vancouver WhitecapsVancouver Whi |
| |
| 22 Aug 20 | r06 | Houston DynamoHouston Dynam | 0 - 0 | FC DallasFC Dallas |
| 23 Aug 20 | r06 | Atlanta UnitedAtlanta Unite | 2 - 0 | Nashville SCNashville SC |
| 23 Aug 20 | r06 | Inter MiamiInter Miami | 3 - 2 | Orlando CityOrlando City |
| 23 Aug 20 | r06 | Los Angeles FCLos Angeles F | 0 - 2 | L.A. GalaxyL.A. Galaxy |
| 23 Aug 20 | r06 | Colorado RapidsColorado Rapi | 1 - 4 | Real Salt LakeReal Salt Lak |
| 24 Aug 20 | r06 | Portland TimbersPortland Timb | 0 - 3 | Seattle Sounders FCSeattle Sound |
| |
| 25 Aug 20 | r07 | New York CityNew York City | 1 - 0 | Columbus CrewColumbus Crew |
| 26 Aug 20 | r07 | DC UnitedDC United | 1 - 2 | New England Rev.New England R |
| 26 Aug 20 | r07 | Philadelphia UnionPhiladelphia | 1 - 0 | New York Red BullsNew York Red |
| 26 Aug 20 | r07 | Chicago FireChicago Fire | 3 - 0 | FC CincinnatiFC Cincinnati |
| |
| 26 Aug 20 | r06 | Montreal ImpactMontreal Impa | 2 - 0 | Vancouver WhitecapsVancouver Whi |
| |
| 26 Aug 20 | r07 | Sporting Kansas CitySporting Kans | 2 - 5 | Houston DynamoHouston Dynam |
| 27 Aug 20 | r07 | Orlando CityOrlando City | 3 - 1 | Nashville SCNashville SC |
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