1. Round | 17/03/2019 | D.C. United | - | Real Salt Lake | 5:0 | ||||
2. Round | 10/04/2019 | D.C. United | - | Impact de Montréal | 0:0 | ||||
2. Round | 21/04/2019 | D.C. United | - | New York City FC | 0:2 | ||||
2. Round | 28/04/2019 | Minnesota United FC | - | D.C. United | 1:0 | ||||
3. Round | 16/05/2019 | Toronto FC | - | D.C. United | 0:0 | ||||
3. Round | 19/05/2019 | Houston Dynamo | - | D.C. United | 2:1 | ||||
3. Round | 26/05/2019 | New England Revolution | - | D.C. United | 1:1 | ||||
3. Round | 30/05/2019 | D.C. United | - | Chicago Fire | 3:3 | ||||
4. Round | 30/06/2019 | D.C. United | - | Toronto FC | 1:1 |