| 3. Round | 12/05/2019 | Colorado Rapids | - | Real Salt Lake | 2:3 | ||||
| 3. Round | 20/05/2019 | Los Angeles Galaxy | - | Colorado Rapids | 0:1 |  |
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| 3. Round | 26/05/2019 | Colorado Rapids | - | Columbus Crew | 3:2 |  |
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| 3. Round | 30/05/2019 | Philadelphia Union | - | Colorado Rapids | 1:1 | |
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| 5. Round | 14/07/2019 | Portland Timbers | - | Colorado Rapids | 2:2 | |
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| 5. Round | 21/07/2019 | Colorado Rapids | - | New York City FC | 1:2 | ||||
| 5. Round | 28/07/2019 | San Jose Earthquakes | - | Colorado Rapids | 3:1 | |
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| 6. Round | 04/08/2019 | Colorado Rapids | - | Impact de Montréal | 6:3 | ||||
| 6. Round | 11/08/2019 | Colorado Rapids | - | San Jose Earthquakes | 2:1 | ||||
| 6. Round | 15/08/2019 | Minnesota United FC | - | Colorado Rapids | 1:0 | ||||
| 6. Round | 18/08/2019 | Houston Dynamo | - | Colorado Rapids | 2:2 | ||||
| 7. Round | 01/09/2019 | New York RB | - | Colorado Rapids | 0:2 | |
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| 7. Round | 08/09/2019 | Colorado Rapids | - | Seattle Sounders | 2:0 | ||||
| 7. Round | 15/09/2019 | Toronto FC | - | Colorado Rapids | 3:2 | ||||
| 7. Round | 22/09/2019 | Sporting Kansas City | - | Colorado Rapids | 2:3 | ||||
| 8. Round | 06/10/2019 | Los Angeles FC | - | Colorado Rapids | 3:1 |
USA
Jamaica