3. Round
01/06/2016 16:00 Fort Lauderdale Strikers - Richmond Kickers 2:0 (1:1, 1:1, 1:1) pso
02/06/2016 00:00 Jacksonville Armada - Charleston Battery 2:1 (1:1, 1:1) aet
00:00 Rochester Rhinos - Landsdowne Bhoys FC 2:0 (0:0)
00:30 Indy Eleven - Louisville City FC 2:1 (0:1)
00:30 New York Cosmos - Jersey Express SC 2:0 (1:0)
00:30 Carolina RailHawks - Charlotte Independence 5:0 (0:0, 0:0) aet
00:30 Chattanooga FC - Harrisburg City Islanders 1:2 (1:0)
00:30 Tampa Bay Rowdies - FC Cincinnati 1:0 (1:0)
01:00 Miami FC - Wilmington Hammerheads 1:2 (0:2)
01:00 Saint Louis FC - Minnesota United FC 0:2 (0:0)
02:00 Rayo OKC - OKC Energy FC 0:2 aet
02:00 Des Moines Menace - San Antonio FC 1:2 (0:0)
03:00 La Máquina FC - L.A. Wolves FC 2:0 (1:0)
03:30 Arizona United SC - Colorado Springs Switchbacks 0:3 (0:1)
04:00 Sacramento Republic FC - Kitsap Pumas SC 1:3 (0:0)
4. Round
15/06/2016 02:00 Colorado Rapids - Colorado Springs Switchbacks 1:0 (0:0)
03:00 Real Salt Lake - Wilmington Hammerheads 3:1 (0:1, 2:2, 2:2) pso
03:30 Portland Timbers - San Jose Earthquakes 2:0 (2:0)
03:30 Los Angeles Galaxy - La Máquina FC 4:1 (1:1, 1:1) aet
16/06/2016 00:00 Philadelphia Union - Harrisburg City Islanders 3:2 (2:0)
00:00 Columbus Crew - Tampa Bay Rowdies 4:0 (1:0)
00:00 Jacksonville Armada - Orlando City 0:1 (0:0)
00:05 Rochester Rhinos - New York RB 0:1 (0:1)
00:30 Carolina RailHawks - New England Revolution 0:1 (0:0, 0:0) aet
00:30 New York City FC - New York Cosmos 0:1 (0:0)
00:30 D.C. United - Fort Lauderdale Strikers 3:4 (0:0, 0:0, 0:0) pso
01:00 Minnesota United FC - Sporting Kansas City 1:2 (0:0, 1:1) aet
01:30 Chicago Fire - Indy Eleven 4:3 (0:0, 0:0, 1:1) pso
01:30 FC Dallas - OKC Energy FC 6:5 (2:1, 2:2, 2:2) pso
01:30 Houston Dynamo - San Antonio FC 4:0 (2:0)
03:30 Seattle Sounders - Kitsap Pumas SC 2:0 (0:0)
Round of 16
29/06/2016 01:30 Chicago Fire - Columbus Crew 2:1 (2:0)
03:00 Real Salt Lake - Seattle Sounders 1:4 (1:0, 1:1, 1:1) pso
30/06/2016 00:00 Philadelphia Union - New York RB 2:1 (0:1)
00:00 Houston Dynamo - Sporting Kansas City 3:1 (1:0)
00:30 New York Cosmos - New England Revolution 2:3 (1:1)
00:30 Orlando City - Fort Lauderdale Strikers 1:2 (1:1, 1:1) aet
01:30 FC Dallas - Colorado Rapids 2:1 (0:1, 1:1) aet
03:30 Portland Timbers - Los Angeles Galaxy 0:1 (0:1)
Quarter-finals
21/07/2016 00:30 New England Revolution - Philadelphia Union 4:2 (1:0, 1:1, 1:1) pso
01:15 Houston Dynamo - FC Dallas 0:1 (0:0)
01:30 Chicago Fire - Fort Lauderdale Strikers 3:0 (2:0)
03:30 Los Angeles Galaxy - Seattle Sounders 4:2 (1:1)
Semi-finals
10/08/2016 01:00 New England Revolution - Chicago Fire 3:1 (2:1)
11/08/2016 03:00 Los Angeles Galaxy - FC Dallas 1:2 (0:0, 0:0) aet
Final
14/09/2016 03:00 FC Dallas - New England Revolution 4:2 (3:1)