| 2. Round | 13/04/2019 | Houston Dynamo | - | San Jose Earthquakes | 2:1 | ||||
| 2. Round | 20/04/2019 | Los Angeles Galaxy | - | Houston Dynamo | 2:1 | ||||
| 2. Round | 28/04/2019 | Houston Dynamo | - | Columbus Crew | 2:0 | ||||
| 3. Round | 04/05/2019 | Houston Dynamo | - | FC Dallas | 2:1 |  |
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| 3. Round | 19/05/2019 | Houston Dynamo | - | D.C. United | 2:1 | ||||
| 4. Round | 23/06/2019 | Portland Timbers | - | Houston Dynamo | 4:0 | ||||
| 4. Round | 27/06/2019 | San Jose Earthquakes | - | Houston Dynamo | 2:0 | ||||
| 4. Round | 30/06/2019 | New England Revolution | - | Houston Dynamo | 2:1 | |
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| 5. Round | 04/07/2019 | Houston Dynamo | - | New York RB | 4:0 | ||||
| 5. Round | 07/07/2019 | FC Cincinnati | - | Houston Dynamo | 3:2 | |
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| 5. Round | 18/07/2019 | Atlanta United FC | - | Houston Dynamo | 5:0 | ||||
| 5. Round | 21/07/2019 | Toronto FC | - | Houston Dynamo | 1:3 | ||||
| 6. Round | 09/08/2019 | New York City FC | - | Houston Dynamo | 3:2 |  |
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| 6. Round | 11/08/2019 | Philadelphia Union | - | Houston Dynamo | 2:1 | |
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| 7. Round | 12/09/2019 | Houston Dynamo | - | Minnesota United FC | 2:0 |
Colombia