| | | |
| March 2, 2019 | Toronto FC 3 at Philadelphia Union 1 | Final |
| March 2, 2019 | New York City FC 2 at Orlando City SC 2 | Final |
| March 2, 2019 | New York Red Bulls 1 at Columbus Crew SC 1 | Final |
| March 2, 2019 | New England Revolution 1 at FC Dallas 1 | Final |
| March 2, 2019 | Portland Timbers 3 at Colorado Rapids 3 | Final |
| March 2, 2019 | Real Salt Lake 1 at Houston Dynamo 1 | Final |
| March 2, 2019 | Minnesota United FC 3 at Vancouver Whitecaps FC 2 | Final |
| March 2, 2019 | Chicago Fire 1 at LA Galaxy 2 | Final |
| March 2, 2019 | Montreal Impact 2 at San Jose Earthquakes 1 | Final |
| March 2, 2019 | FC Cincinnati 1 at Seattle Sounders FC 4 | Final |
| March 3, 2019 | Atlanta United FC 0 at D.C. United 2 | Final |
| March 3, 2019 | Sporting Kansas City 1 at Los Angeles FC 2 | Final |
| March 9, 2019 | Orlando City SC 1 at Chicago Fire 1 | Final |
| March 9, 2019 | Columbus Crew SC 2 at New England Revolution 0 | Final |
| March 9, 2019 | LA Galaxy 0 at FC Dallas 2 | Final |
| March 9, 2019 | Montreal Impact 1 at Houston Dynamo 2 | Final |
| March 9, 2019 | Vancouver Whitecaps FC 0 at Real Salt Lake 1 | Final |
| March 9, 2019 | Minnesota United FC 3 at San Jose Earthquakes 0 | Final |
| March 9, 2019 | Colorado Rapids 0 at Seattle Sounders FC 2 | Final |
| March 10, 2019 | D.C. United 0 at New York City FC 0 | Final |
| March 10, 2019 | Philadelphia Union 0 at Sporting Kansas City 2 | Final |
| March 10, 2019 | FC Cincinnati 1 at Atlanta United FC 1 | Final |
| March 10, 2019 | Portland Timbers 1 at Los Angeles FC 4 | Final |
| March 16, 2019 | Seattle Sounders FC 4 at Chicago Fire 2 | Final |
| March 16, 2019 | FC Dallas 0 at Columbus Crew SC 1 | Final |
| March 16, 2019 | Vancouver Whitecaps FC 2 at Houston Dynamo 3 | Final |
| March 16, 2019 | San Jose Earthquakes 1 at New York Red Bulls 4 | Final |
| March 16, 2019 | Montreal Impact 3 at Orlando City SC 1 | Final |
| March 16, 2019 | Real Salt Lake 0 at D.C. United 5 | Final |
| March 16, 2019 | Minnesota United FC 2 at LA Galaxy 3 | Final |
| March 17, 2019 | Los Angeles FC 2 at New York City FC 2 | Final |
| March 17, 2019 | Portland Timbers 0 at FC Cincinnati 3 | Final |
| March 17, 2019 | Philadelphia Union 1 at Atlanta United FC 1 | Final |
| March 17, 2019 | New England Revolution 2 at Toronto FC 3 | Final |
| March 17, 2019 | Sporting Kansas City 1 at Colorado Rapids 1 | Final |
| March 23, 2019 | Colorado Rapids 1 at FC Dallas 2 | Final |
| March 23, 2019 | Orlando City SC 1 at New York Red Bulls 0 | Final |
| March 23, 2019 | Columbus Crew SC 0 at Philadelphia Union 3 | Final |
| March 23, 2019 | Real Salt Lake 1 at Los Angeles FC 2 | Final |
| March 24, 2019 | FC Cincinnati 2 at New England Revolution 0 | Final |
| March 29, 2019 | New York City FC 0 at Toronto FC 4 | Final |
| March 30, 2019 | New York Red Bulls 0 at Chicago Fire 1 | Final |
| March 30, 2019 | Minnesota United FC 1 at New England Revolution 2 | Final |
| March 30, 2019 | Montreal Impact 1 at Sporting Kansas City 7 | Final |
| March 30, 2019 | Los Angeles FC 5 at San Jose Earthquakes 0 | Final |
| March 30, 2019 | Atlanta United FC 0 at Columbus Crew SC 2 | Final |
| March 30, 2019 | Philadelphia Union 2 at FC Cincinnati 0 | Final |
| March 30, 2019 | Houston Dynamo 4 at Colorado Rapids 1 | Final |
| March 30, 2019 | FC Dallas 4 at Real Salt Lake 2 | Final |
| March 30, 2019 | Seattle Sounders FC 0 at Vancouver Whitecaps FC 0 | Final |
| March 31, 2019 | D.C. United 2 at Orlando City SC 1 | Final |
| March 31, 2019 | Portland Timbers 1 at LA Galaxy 2 | Final |
| April 5, 2019 | LA Galaxy 2 at Vancouver Whitecaps FC 0 | Final |
| April 6, 2019 | Montreal Impact 0 at New York City FC 0 | Final |
| April 6, 2019 | Los Angeles FC 4 at D.C. United 0 | Final |
| April 6, 2019 | Chicago Fire 2 at Toronto FC 2 | Final |
| April 6, 2019 | Minnesota United FC 2 at New York Red Bulls 1 | Final |
| April 6, 2019 | New England Revolution 0 at Columbus Crew SC 1 | Final |
| April 6, 2019 | Colorado Rapids 3 at Orlando City SC 4 | Final |
| April 6, 2019 | FC Dallas 1 at Philadelphia Union 2 | Final |
| April 6, 2019 | Portland Timbers 0 at San Jose Earthquakes 3 | Final |
| April 6, 2019 | Real Salt Lake 0 at Seattle Sounders FC 1 | Final |
| April 7, 2019 | Sporting Kansas City 1 at FC Cincinnati 1 | Final |
| April 9, 2019 | Montreal Impact 0 at D.C. United 0 | Final |
| April 12, 2019 | Vancouver Whitecaps FC 1 at Chicago Fire 1 | Final |
| April 13, 2019 | Columbus Crew SC 0 at Montreal Impact 1 | Final |
| April 13, 2019 | San Jose Earthquakes 1 at Houston Dynamo 2 | Final |
| April 13, 2019 | Toronto FC 2 at Seattle Sounders FC 3 | Final |
| April 13, 2019 | New York City FC 3 at Minnesota United FC 3 | Final |
| April 13, 2019 | Atlanta United FC 2 at New England Revolution 0 | Final |
| April 13, 2019 | Portland Timbers 1 at FC Dallas 2 | Final |
| April 13, 2019 | D.C. United 3 at Colorado Rapids 2 | Final |
| April 13, 2019 | Orlando City SC 1 at Real Salt Lake 2 | Final |
| April 13, 2019 | Philadelphia Union 0 at LA Galaxy 2 | Final |
| April 13, 2019 | FC Cincinnati 0 at Los Angeles FC 2 | Final |
| April 14, 2019 | New York Red Bulls 2 at Sporting Kansas City 2 | Final |
| April 17, 2019 | Los Angeles FC 0 at Vancouver Whitecaps FC 1 | Final |
| April 19, 2019 | Real Salt Lake 3 at FC Cincinnati 0 | Final |
| April 19, 2019 | Minnesota United FC 3 at Toronto FC 4 | Final |
| April 19, 2019 | Houston Dynamo 1 at LA Galaxy 2 | Final |
| April 20, 2019 | Colorado Rapids 1 at Chicago Fire 4 | Final |
| April 20, 2019 | Montreal Impact 0 at Philadelphia Union 3 | Final |
| April 20, 2019 | Vancouver Whitecaps FC 0 at Orlando City SC 1 | Final |
| April 20, 2019 | FC Dallas 2 at Atlanta United FC 1 | Final |
| April 20, 2019 | Portland Timbers 3 at Columbus Crew SC 1 | Final |
| April 20, 2019 | New York Red Bulls 0 at New England Revolution 1 | Final |
| April 20, 2019 | Sporting Kansas City 1 at San Jose Earthquakes 4 | Final |
| April 21, 2019 | New York City FC 2 at D.C. United 0 | Final |
| April 21, 2019 | Seattle Sounders FC 1 at Los Angeles FC 4 | Final |
| April 24, 2019 | Chicago Fire 0 at New York City FC 1 | Final |
| April 24, 2019 | D.C. United 1 at Columbus Crew SC 0 | Final |
| April 24, 2019 | Montreal Impact 3 at New England Revolution 0 | Final |
| April 24, 2019 | LA Galaxy 0 at Minnesota United FC 0 | Final |
| April 24, 2019 | San Jose Earthquakes 2 at Seattle Sounders FC 2 | Final |
| April 27, 2019 | Orlando City SC 1 at New York City FC 1 | Final |
| April 27, 2019 | Portland Timbers 2 at Toronto FC 1 | Final |
| April 27, 2019 | San Jose Earthquakes 0 at FC Dallas 0 | Final |
| April 27, 2019 | Philadelphia Union 1 at Vancouver Whitecaps FC 1 | Final |
| April 27, 2019 | Colorado Rapids 0 at Atlanta United FC 1 | Final |
| April 27, 2019 | FC Cincinnati 0 at New York Red Bulls 1 | Final |
| April 27, 2019 | Columbus Crew SC 0 at Houston Dynamo 2 | Final |
| April 27, 2019 | New England Revolution 4 at Sporting Kansas City 4 | Final |
| April 28, 2019 | Chicago Fire 0 at Montreal Impact 1 | Final |
| April 28, 2019 | D.C. United 0 at Minnesota United FC 1 | Final |
| April 28, 2019 | Los Angeles FC 1 at Seattle Sounders FC 1 | Final |
| April 28, 2019 | Real Salt Lake 1 at LA Galaxy 2 | Final |
| May 1, 2019 | FC Cincinnati 0 at Philadelphia Union 2 | Final |
| May 3, 2019 | Vancouver Whitecaps FC 3 at Colorado Rapids 2 | Final |
| May 4, 2019 | LA Galaxy 2 at New York Red Bulls 3 | Final |
| May 4, 2019 | FC Dallas 1 at Houston Dynamo 2 | Final |
| May 4, 2019 | Toronto FC 2 at Orlando City SC 0 | Final |
| May 4, 2019 | New York City FC 2 at Montreal Impact 0 | Final |
| May 4, 2019 | New England Revolution 1 at Philadelphia Union 6 | Final |
| May 4, 2019 | Columbus Crew SC 1 at D.C. United 3 | Final |
| May 4, 2019 | Seattle Sounders FC 1 at Minnesota United FC 1 | Final |
| May 4, 2019 | Portland Timbers 2 at Real Salt Lake 1 | Final |
| May 4, 2019 | FC Cincinnati 0 at San Jose Earthquakes 1 | Final |
| May 4, 2019 | Chicago Fire 0 at Los Angeles FC 0 | Final |
| May 5, 2019 | Atlanta United FC 3 at Sporting Kansas City 0 | Final |
| May 8, 2019 | Toronto FC 0 at Atlanta United FC 2 | Final |
| May 8, 2019 | LA Galaxy 1 at Columbus Crew SC 3 | Final |
| May 8, 2019 | New England Revolution 0 at Chicago Fire 5 | Final |
| May 8, 2019 | Montreal Impact 2 at New York Red Bulls 1 | Final |
| May 10, 2019 | Portland Timbers 0 at Vancouver Whitecaps FC 1 | Final |
| May 11, 2019 | Montreal Impact 1 at FC Cincinnati 2 | Final |
| May 11, 2019 | New York Red Bulls 3 at FC Dallas 1 | Final |
| May 11, 2019 | Philadelphia Union 2 at Toronto FC 1 | Final |
| May 11, 2019 | New York City FC 2 at LA Galaxy 0 | Final |
| May 11, 2019 | Los Angeles FC 3 at Columbus Crew SC 0 | Final |
| May 11, 2019 | San Jose Earthquakes 1 at New England Revolution 3 | Final |
| May 11, 2019 | Minnesota United FC 0 at Chicago Fire 2 | Final |
| May 11, 2019 | Real Salt Lake 3 at Colorado Rapids 2 | Final |
| May 11, 2019 | Houston Dynamo 0 at Seattle Sounders FC 1 | Final |
| May 12, 2019 | Orlando City SC 0 at Atlanta United FC 1 | Final |
| May 12, 2019 | Sporting Kansas City 0 at D.C. United 1 | Final |
| May 15, 2019 | D.C. United 0 at Toronto FC 0 | Final |
| May 15, 2019 | Portland Timbers 1 at Houston Dynamo 1 | Final |
| May 15, 2019 | Atlanta United FC 1 at Vancouver Whitecaps FC 0 | Final |
| May 15, 2019 | Orlando City SC 1 at Seattle Sounders FC 2 | Final |
| May 16, 2019 | FC Dallas 0 at Los Angeles FC 2 | Final |
| May 18, 2019 | New England Revolution 0 at Montreal Impact 0 | Final |
| May 18, 2019 | Toronto FC 0 at Real Salt Lake 3 | Final |
| May 18, 2019 | Chicago Fire 1 at San Jose Earthquakes 4 | Final |
| May 18, 2019 | Seattle Sounders FC 0 at Philadelphia Union 0 | Final |
| May 18, 2019 | Columbus Crew SC 0 at Minnesota United FC 1 | Final |
| May 18, 2019 | D.C. United 1 at Houston Dynamo 2 | Final |
| May 18, 2019 | Vancouver Whitecaps FC 1 at Sporting Kansas City 1 | Final |
| May 19, 2019 | FC Cincinnati 1 at Orlando City SC 5 | Final |
| May 19, 2019 | Atlanta United FC 0 at New York Red Bulls 1 | Final |
| May 19, 2019 | Los Angeles FC 1 at FC Dallas 1 | Final |
| May 19, 2019 | Colorado Rapids 1 at LA Galaxy 0 | Final |
| May 22, 2019 | Vancouver Whitecaps FC 2 at New York Red Bulls 2 | Final |
| May 24, 2019 | LA Galaxy 1 at Orlando City SC 0 | Final |
| May 24, 2019 | Atlanta United FC 1 at Real Salt Lake 2 | Final |
| May 24, 2019 | Montreal Impact 2 at Los Angeles FC 4 | Final |
| May 25, 2019 | New York City FC 1 at Chicago Fire 1 | Final |
| May 25, 2019 | FC Dallas 1 at Vancouver Whitecaps FC 2 | Final |
| May 25, 2019 | New York Red Bulls 2 at FC Cincinnati 0 | Final |
| May 25, 2019 | D.C. United 1 at New England Revolution 1 | Final |
| May 25, 2019 | Portland Timbers 3 at Philadelphia Union 1 | Final |
| May 25, 2019 | Houston Dynamo 0 at Minnesota United FC 1 | Final |
| May 25, 2019 | Columbus Crew SC 2 at Colorado Rapids 3 | Final |
| May 26, 2019 | Seattle Sounders FC 2 at Sporting Kansas City 3 | Final |
| May 26, 2019 | San Jose Earthquakes 2 at Toronto FC 1 | Final |
| May 29, 2019 | Minnesota United FC 0 at Atlanta United FC 3 | Final |
| May 29, 2019 | Real Salt Lake 1 at Montreal Impact 2 | Final |
| May 29, 2019 | Colorado Rapids 1 at Philadelphia Union 1 | Final |
| May 29, 2019 | Chicago Fire 3 at D.C. United 3 | Final |
| May 29, 2019 | LA Galaxy 2 at Sporting Kansas City 0 | Final |
| May 31, 2019 | Toronto FC 1 at Vancouver Whitecaps FC 1 | Final |
| June 1, 2019 | Orlando City SC 3 at Montreal Impact 0 | Final |
| June 1, 2019 | Chicago Fire 0 at Atlanta United FC 2 | Final |
| June 1, 2019 | Real Salt Lake 0 at New York Red Bulls 4 | Final |
| June 1, 2019 | New York City FC 2 at Columbus Crew SC 2 | Final |
| June 1, 2019 | San Jose Earthquakes 1 at D.C. United 1 | Final |
| June 1, 2019 | Seattle Sounders FC 1 at FC Dallas 2 | Final |
| June 1, 2019 | Sporting Kansas City 1 at Houston Dynamo 1 | Final |
| June 1, 2019 | FC Cincinnati 1 at Colorado Rapids 3 | Final |
| June 1, 2019 | Los Angeles FC 3 at Portland Timbers 2 | Final |
| June 2, 2019 | Philadelphia Union 3 at Minnesota United FC 2 | Final |
| June 2, 2019 | New England Revolution 2 at LA Galaxy 1 | Final |
| June 5, 2019 | Seattle Sounders FC 1 at Montreal Impact 2 | Final |
| June 6, 2019 | FC Cincinnati 2 at New York City FC 5 | Final |
| June 7, 2019 | Sporting Kansas City 2 at Toronto FC 2 | Final |
| June 8, 2019 | FC Dallas 2 at San Jose Earthquakes 2 | Final |
| June 8, 2019 | New York Red Bulls 2 at Philadelphia Union 3 | Final |
| June 8, 2019 | Minnesota United FC 0 at Colorado Rapids 1 | Final |
| June 22, 2019 | LA Galaxy 2 at FC Cincinnati 0 | Final |
| June 22, 2019 | Real Salt Lake 1 at Chicago Fire 1 | Final |
| June 22, 2019 | Toronto FC 0 at FC Dallas 3 | Final |
| June 22, 2019 | Colorado Rapids 2 at Vancouver Whitecaps FC 2 | Final |
| June 22, 2019 | Houston Dynamo 0 at Portland Timbers 4 | Final |
| June 23, 2019 | Sporting Kansas City 1 at Columbus Crew SC 0 | Final |
| June 26, 2019 | Philadelphia Union 1 at New England Revolution 1 | Final |
| June 26, 2019 | Portland Timbers 1 at Montreal Impact 2 | Final |
| June 26, 2019 | Orlando City SC 0 at D.C. United 1 | Final |
| June 26, 2019 | Atlanta United FC 2 at Toronto FC 3 | Final |
| June 26, 2019 | Vancouver Whitecaps FC 2 at FC Dallas 2 | Final |
| June 26, 2019 | Houston Dynamo 0 at San Jose Earthquakes 2 | Final |
| June 28, 2019 | Chicago Fire 1 at New York Red Bulls 3 | Final |
| June 28, 2019 | Los Angeles FC 0 at Colorado Rapids 1 | Final |
| June 29, 2019 | FC Cincinnati 1 at Minnesota United FC 7 | Final |
| June 29, 2019 | Montreal Impact 1 at Atlanta United FC 2 | Final |
| June 29, 2019 | Philadelphia Union 2 at New York City FC 4 | Final |
| June 29, 2019 | Orlando City SC 2 at Columbus Crew SC 0 | Final |
| June 29, 2019 | Houston Dynamo 1 at New England Revolution 2 | Final |
| June 29, 2019 | Toronto FC 1 at D.C. United 1 | Final |
| June 29, 2019 | Sporting Kansas City 0 at Real Salt Lake 2 | Final |
| June 29, 2019 | LA Galaxy 0 at San Jose Earthquakes 3 | Final |
| June 29, 2019 | Vancouver Whitecaps FC 0 at Seattle Sounders FC 1 | Final |
| June 30, 2019 | FC Dallas 0 at Portland Timbers 1 | Final |
| July 3, 2019 | Seattle Sounders FC 0 at New York City FC 3 | Final |
| July 3, 2019 | Philadelphia Union 3 at Orlando City SC 1 | Final |
| July 3, 2019 | Atlanta United FC 1 at Chicago Fire 5 | Final |
| July 3, 2019 | San Jose Earthquakes 1 at Minnesota United FC 3 | Final |
| July 3, 2019 | Los Angeles FC 5 at Sporting Kansas City 1 | Final |
| July 3, 2019 | New York Red Bulls 0 at Houston Dynamo 4 | Final |
| July 3, 2019 | Columbus Crew SC 0 at Real Salt Lake 1 | Final |
| July 4, 2019 | New England Revolution 2 at Colorado Rapids 1 | Final |
| July 4, 2019 | D.C. United 0 at FC Dallas 2 | Final |
| July 4, 2019 | Toronto FC 0 at LA Galaxy 2 | Final |
| July 6, 2019 | Orlando City SC at Philadelphia Union | Ppd. |
| July 6, 2019 | Seattle Sounders FC 2 at Columbus Crew SC 1 | Final |
| July 6, 2019 | Houston Dynamo 2 at FC Cincinnati 3 | Final |
| July 6, 2019 | Minnesota United FC 3 at Montreal Impact 2 | Final |
| July 6, 2019 | Chicago Fire 0 at Sporting Kansas City 1 | Final |
| July 6, 2019 | Vancouver Whitecaps FC 1 at Los Angeles FC 6 | Final |
| July 6, 2019 | Real Salt Lake 0 at San Jose Earthquakes 1 | Final |
| July 7, 2019 | New York Red Bulls 3 at Atlanta United FC 3 | Final |
| July 7, 2019 | Orlando City SC 2 at Philadelphia Union 2 | Final |
| July 7, 2019 | Portland Timbers 1 at New York City FC 0 | Final |
| July 12, 2019 | New England Revolution 2 at D.C. United 2 | Final |
| July 12, 2019 | Los Angeles FC 3 at Houston Dynamo 1 | Final |
| July 12, 2019 | San Jose Earthquakes 3 at LA Galaxy 1 | Final |
| July 13, 2019 | Toronto FC 2 at Montreal Impact 0 | Final |
| July 13, 2019 | Columbus Crew SC 0 at Orlando City SC 1 | Final |
| July 13, 2019 | FC Cincinnati 2 at Chicago Fire 1 | Final |
| July 13, 2019 | FC Dallas 0 at Minnesota United FC 1 | Final |
| July 13, 2019 | Philadelphia Union 0 at Real Salt Lake 4 | Final |
| July 13, 2019 | Sporting Kansas City 3 at Vancouver Whitecaps FC 0 | Final |
| July 13, 2019 | Colorado Rapids 2 at Portland Timbers 2 | Final |
| July 14, 2019 | Atlanta United FC 1 at Seattle Sounders FC 2 | Final |
| July 14, 2019 | New York City FC 1 at New York Red Bulls 2 | Final |
| July 17, 2019 | Houston Dynamo 0 at Atlanta United FC 5 | Final |
| July 17, 2019 | Vancouver Whitecaps FC 0 at New England Revolution 4 | Final |
| July 17, 2019 | Columbus Crew SC 2 at Chicago Fire 2 | Final |
| July 17, 2019 | New York Red Bulls 1 at Toronto FC 3 | Final |
| July 18, 2019 | D.C. United 4 at FC Cincinnati 1 | Final |
| July 18, 2019 | Orlando City SC 1 at Portland Timbers 1 | Final |
| July 19, 2019 | Los Angeles FC 2 at LA Galaxy 3 | Final |
| July 20, 2019 | Montreal Impact 1 at Columbus Crew SC 2 | Final |
| July 20, 2019 | Chicago Fire 0 at Philadelphia Union 2 | Final |
| July 20, 2019 | Houston Dynamo 3 at Toronto FC 1 | Final |
| July 20, 2019 | FC Dallas 2 at Sporting Kansas City 0 | Final |
| July 20, 2019 | New York City FC 2 at Colorado Rapids 1 | Final |
| July 20, 2019 | Minnesota United FC 1 at Real Salt Lake 1 | Final |
| July 20, 2019 | San Jose Earthquakes 3 at Vancouver Whitecaps FC 1 | Final |
| July 21, 2019 | D.C. United 0 at Atlanta United FC 2 | Final |
| July 21, 2019 | New England Revolution 2 at FC Cincinnati 0 | Final |
| July 21, 2019 | New York Red Bulls 1 at Orlando City SC 0 | Final |
| July 21, 2019 | Portland Timbers 2 at Seattle Sounders FC 1 | Final |
| July 26, 2019 | Sporting Kansas City 1 at New York City FC 3 | Final |
| July 26, 2019 | Atlanta United FC 3 at Los Angeles FC 4 | Final |
| July 27, 2019 | Orlando City SC 1 at New England Revolution 4 | Final |
| July 27, 2019 | D.C. United 0 at Chicago Fire 0 | Final |
| July 27, 2019 | Real Salt Lake 0 at FC Dallas 0 | Final |
| July 27, 2019 | Seattle Sounders FC 1 at Houston Dynamo 0 | Final |
| July 27, 2019 | Vancouver Whitecaps FC 0 at Minnesota United FC 0 | Final |
| July 27, 2019 | Philadelphia Union 0 at Montreal Impact 4 | Final |
| July 27, 2019 | Columbus Crew SC 3 at New York Red Bulls 2 | Final |
| July 27, 2019 | FC Cincinnati 1 at Toronto FC 2 | Final |
| July 27, 2019 | Colorado Rapids 1 at San Jose Earthquakes 3 | Final |
| July 27, 2019 | LA Galaxy 0 at Portland Timbers 4 | Final |
| August 3, 2019 | LA Galaxy 0 at Atlanta United FC 3 | Final |
| August 3, 2019 | Toronto FC 0 at New York Red Bulls 2 | Final |
| August 3, 2019 | Los Angeles FC 2 at New England Revolution 0 | Final |
| August 3, 2019 | FC Dallas 0 at Orlando City SC 2 | Final |
| August 3, 2019 | Vancouver Whitecaps FC 2 at FC Cincinnati 1 | Final |
| August 3, 2019 | Montreal Impact 3 at Colorado Rapids 6 | Final |
| August 3, 2019 | Chicago Fire 1 at Houston Dynamo 0 | Final |
| August 3, 2019 | Columbus Crew SC 1 at San Jose Earthquakes 1 | Final |
| August 3, 2019 | New York City FC 1 at Real Salt Lake 3 | Final |
| August 4, 2019 | Portland Timbers 0 at Minnesota United FC 1 | Final |
| August 4, 2019 | Philadelphia Union 5 at D.C. United 1 | Final |
| August 4, 2019 | Sporting Kansas City 3 at Seattle Sounders FC 2 | Final |
| August 8, 2019 | Houston Dynamo 2 at New York City FC 3 | Final |
| August 10, 2019 | New England Revolution 3 at Seattle Sounders FC 3 | Final |
| August 10, 2019 | FC Cincinnati 2 at Columbus Crew SC 2 | Final |
| August 10, 2019 | Orlando City SC 1 at Toronto FC 1 | Final |
| August 10, 2019 | Minnesota United FC 3 at FC Dallas 5 | Final |
| August 10, 2019 | Real Salt Lake 2 at Sporting Kansas City 1 | Final |
| August 10, 2019 | Montreal Impact 2 at Chicago Fire 3 | Final |
| August 10, 2019 | San Jose Earthquakes 1 at Colorado Rapids 2 | Final |
| August 10, 2019 | Vancouver Whitecaps FC 1 at Portland Timbers 3 | Final |
| August 11, 2019 | New York City FC 1 at Atlanta United FC 2 | Final |
| August 11, 2019 | Houston Dynamo 1 at Philadelphia Union 2 | Final |
| August 11, 2019 | LA Galaxy 1 at D.C. United 2 | Final |
| August 11, 2019 | New York Red Bulls 2 at Los Angeles FC 4 | Final |
| August 14, 2019 | Sporting Kansas City 0 at Orlando City SC 1 | Final |
| August 14, 2019 | Colorado Rapids 0 at Minnesota United FC 1 | Final |
| August 14, 2019 | Seattle Sounders FC 0 at Real Salt Lake 3 | Final |
| August 14, 2019 | FC Dallas 0 at LA Galaxy 2 | Final |
| August 14, 2019 | Chicago Fire 2 at Portland Timbers 3 | Final |
| August 17, 2019 | New England Revolution 1 at New York Red Bulls 1 | Final |
| August 17, 2019 | Toronto FC 2 at Columbus Crew SC 2 | Final |
| August 17, 2019 | New York City FC 4 at FC Cincinnati 1 | Final |
| August 17, 2019 | FC Dallas 3 at Montreal Impact 3 | Final |
| August 17, 2019 | Philadelphia Union 0 at Chicago Fire 2 | Final |
| August 17, 2019 | Orlando City SC 1 at Minnesota United FC 1 | Final |
| August 17, 2019 | San Jose Earthquakes 1 at Sporting Kansas City 2 | Final |
| August 17, 2019 | Colorado Rapids 2 at Houston Dynamo 2 | Final |
| August 17, 2019 | Seattle Sounders FC 2 at LA Galaxy 2 | Final |
| August 17, 2019 | Los Angeles FC 2 at Real Salt Lake 0 | Final |
| August 17, 2019 | D.C. United 0 at Vancouver Whitecaps FC 1 | Final |
| August 18, 2019 | Atlanta United FC 2 at Portland Timbers 0 | Final |
| August 21, 2019 | Columbus Crew SC 0 at New York City FC 1 | Final |
| August 21, 2019 | New York Red Bulls 2 at D.C. United 1 | Final |
| August 21, 2019 | San Jose Earthquakes 0 at Los Angeles FC 4 | Final |
| August 22, 2019 | Minnesota United FC 0 at Sporting Kansas City 1 | Final |
| August 23, 2019 | Atlanta United FC 1 at Orlando City SC 0 | Final |
| August 23, 2019 | Seattle Sounders FC 2 at Portland Timbers 1 | Final |
| August 24, 2019 | New York Red Bulls 1 at New York City FC 2 | Final |
| August 24, 2019 | Chicago Fire 1 at New England Revolution 2 | Final |
| August 24, 2019 | D.C. United 1 at Philadelphia Union 3 | Final |
| August 24, 2019 | Montreal Impact 1 at Toronto FC 2 | Final |
| August 24, 2019 | Colorado Rapids 0 at Real Salt Lake 2 | Final |
| August 24, 2019 | Vancouver Whitecaps FC 1 at San Jose Earthquakes 3 | Final |
| August 25, 2019 | Columbus Crew SC 3 at FC Cincinnati 1 | Final |
| August 25, 2019 | Houston Dynamo 1 at FC Dallas 5 | Final |
| August 25, 2019 | LA Galaxy 3 at Los Angeles FC 3 | Final |
| August 28, 2019 | Vancouver Whitecaps FC 1 at Montreal Impact 2 | Final |
| August 31, 2019 | Colorado Rapids 2 at New York Red Bulls 0 | Final |
| August 31, 2019 | Chicago Fire 1 at Columbus Crew SC 1 | Final |
| August 31, 2019 | D.C. United 3 at Montreal Impact 0 | Final |
| August 31, 2019 | Toronto FC 1 at New England Revolution 1 | Final |
| August 31, 2019 | Atlanta United FC 1 at Philadelphia Union 3 | Final |
| August 31, 2019 | FC Cincinnati 1 at FC Dallas 3 | Final |
| August 31, 2019 | Houston Dynamo 0 at Sporting Kansas City 1 | Final |
| August 31, 2019 | New York City FC 3 at Vancouver Whitecaps FC 1 | Final |
| August 31, 2019 | Real Salt Lake 0 at Portland Timbers 1 | Final |
| August 31, 2019 | Orlando City SC 0 at San Jose Earthquakes 3 | Final |
| September 1, 2019 | LA Galaxy 3 at Seattle Sounders FC 4 | Final |
| September 1, 2019 | Minnesota United FC 2 at Los Angeles FC 0 | Final |
| September 7, 2019 | New England Revolution 1 at New York City FC 2 | Final |
| September 7, 2019 | Toronto FC 5 at FC Cincinnati 1 | Final |
| September 7, 2019 | Los Angeles FC 2 at Orlando City SC 2 | Final |
| September 7, 2019 | Seattle Sounders FC 0 at Colorado Rapids 2 | Final |
| September 7, 2019 | Sporting Kansas City 1 at Portland Timbers 2 | Final |
| September 11, 2019 | Toronto FC 1 at New York City FC 1 | Final |
| September 11, 2019 | Minnesota United FC 0 at Houston Dynamo 2 | Final |
| September 11, 2019 | LA Galaxy 1 at Colorado Rapids 2 | Final |
| September 11, 2019 | San Jose Earthquakes 0 at Real Salt Lake 1 | Final |
| September 14, 2019 | San Jose Earthquakes 1 at New York City FC 2 | Final |
| September 14, 2019 | FC Dallas 0 at Chicago Fire 4 | Final |
| September 14, 2019 | Columbus Crew SC 3 at Atlanta United FC 1 | Final |
| September 14, 2019 | FC Cincinnati 1 at Montreal Impact 0 | Final |
| September 14, 2019 | New England Revolution 3 at Orlando City SC 3 | Final |
| September 14, 2019 | Los Angeles FC 1 at Philadelphia Union 1 | Final |
| September 14, 2019 | Houston Dynamo 1 at Vancouver Whitecaps FC 2 | Final |
| September 15, 2019 | D.C. United 1 at Portland Timbers 0 | Final |
| September 15, 2019 | Colorado Rapids 2 at Toronto FC 3 | Final |
| September 15, 2019 | Real Salt Lake 1 at Minnesota United FC 3 | Final |
| September 15, 2019 | New York Red Bulls 2 at Seattle Sounders FC 4 | Final |
| September 15, 2019 | Sporting Kansas City 2 at LA Galaxy 7 | Final |
| September 18, 2019 | Atlanta United FC 2 at FC Cincinnati 0 | Final |
| September 18, 2019 | New York Red Bulls 2 at Portland Timbers 0 | Final |
| September 18, 2019 | FC Dallas 0 at Seattle Sounders FC 0 | Final |
| September 21, 2019 | San Jose Earthquakes 1 at Atlanta United FC 3 | Final |
| September 21, 2019 | Columbus Crew SC 1 at Vancouver Whitecaps FC 1 | Final |
| September 21, 2019 | Chicago Fire 0 at FC Cincinnati 0 | Final |
| September 21, 2019 | Real Salt Lake 0 at New England Revolution 0 | Final |
| September 21, 2019 | Orlando City SC 1 at Houston Dynamo 2 | Final |
| September 21, 2019 | Colorado Rapids 3 at Sporting Kansas City 2 | Final |
| September 21, 2019 | Montreal Impact 1 at LA Galaxy 2 | Final |
| September 21, 2019 | Toronto FC 1 at Los Angeles FC 1 | Final |
| September 22, 2019 | Minnesota United FC 0 at Portland Timbers 0 | Final |
| September 22, 2019 | New York City FC 1 at FC Dallas 1 | Final |
| September 22, 2019 | Philadelphia Union 0 at New York Red Bulls 2 | Final |
| September 22, 2019 | Seattle Sounders FC 0 at D.C. United 2 | Final |
| September 25, 2019 | Atlanta United FC 1 at New York City FC 4 | Final |
| September 25, 2019 | Sporting Kansas City 1 at Minnesota United FC 2 | Final |
| September 25, 2019 | LA Galaxy 2 at Real Salt Lake 1 | Final |
| September 25, 2019 | Houston Dynamo 1 at Los Angeles FC 3 | Final |
| September 25, 2019 | New England Revolution 2 at Portland Timbers 2 | Final |
| September 25, 2019 | Philadelphia Union 2 at San Jose Earthquakes 1 | Final |
| September 29, 2019 | Toronto FC 2 at Chicago Fire 2 | Final |
| September 29, 2019 | Philadelphia Union 0 at Columbus Crew SC 2 | Final |
| September 29, 2019 | Orlando City SC 1 at FC Cincinnati 1 | Final |
| September 29, 2019 | Atlanta United FC 1 at Montreal Impact 1 | Final |
| September 29, 2019 | New York City FC 0 at New England Revolution 2 | Final |
| September 29, 2019 | D.C. United 0 at New York Red Bulls 0 | Final |
| September 29, 2019 | FC Dallas 0 at Colorado Rapids 3 | Final |
| September 29, 2019 | Vancouver Whitecaps FC 4 at LA Galaxy 3 | Final |
| September 29, 2019 | Los Angeles FC 1 at Minnesota United FC 1 | Final |
| September 29, 2019 | Houston Dynamo 1 at Real Salt Lake 2 | Final |
| September 29, 2019 | Seattle Sounders FC 1 at San Jose Earthquakes 0 | Final |
| September 29, 2019 | Portland Timbers 2 at Sporting Kansas City 2 | Final |
| October 6, 2019 | New England Revolution 1 at Atlanta United FC 3 | Final |
| October 6, 2019 | FC Cincinnati 0 at D.C. United 0 | Final |
| October 6, 2019 | Sporting Kansas City 0 at FC Dallas 6 | Final |
| October 6, 2019 | LA Galaxy 2 at Houston Dynamo 4 | Final |
| October 6, 2019 | Colorado Rapids 1 at Los Angeles FC 3 | Final |
| October 6, 2019 | New York Red Bulls 0 at Montreal Impact 3 | Final |
| October 6, 2019 | Chicago Fire 5 at Orlando City SC 2 | Final |
| October 6, 2019 | New York City FC 2 at Philadelphia Union 1 | Final |
| October 6, 2019 | San Jose Earthquakes 1 at Portland Timbers 3 | Final |
| October 6, 2019 | Minnesota United FC 0 at Seattle Sounders FC 1 | Final |
| October 6, 2019 | Columbus Crew SC 0 at Toronto FC 1 | Final |
| October 6, 2019 | Real Salt Lake 1 at Vancouver Whitecaps FC 0 | Final |
| October 19, 2019 | New England Revolution at Atlanta United FC (Playoff) | 1:00 p.m. |
| October 19, 2019 | FC Dallas at Seattle Sounders FC (Playoff) | 3:30 p.m. |
| October 19, 2019 | D.C. United at Toronto FC (Playoff) | 6:00 p.m. |
| October 19, 2019 | Portland Timbers at Real Salt Lake (Playoff) | 10:00 p.m. |
| October 20, 2019 | New York Red Bulls at Philadelphia Union (Playoff) | 3:00 p.m. |
| October 20, 2019 | LA Galaxy at Minnesota United FC (Playoff) | 8:30 p.m. |
Major League Soccer Schedule
