| 1. Round | 04/03/2019 | Los Angeles FC | - | Sporting Kansas City | 2:1 | ||||
| 1. Round | 10/03/2019 | Sporting Kansas City | - | Philadelphia Union | 2:0 | ||||
| 1. Round | 18/03/2019 | Colorado Rapids | - | Sporting Kansas City | 1:1 | ||||
| 1. Round | 30/03/2019 | Sporting Kansas City | - | Impact de Montréal | 7:1 | ||||
| 2. Round | 07/04/2019 | FC Cincinnati | - | Sporting Kansas City | 1:1 | ||||
| 2. Round | 15/04/2019 | Sporting Kansas City | - | New York RB | 2:2 |  |
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| 2. Round | 21/04/2019 | San Jose Earthquakes | - | Sporting Kansas City | 4:1 | ||||
| 2. Round | 28/04/2019 | Sporting Kansas City | - | New England Revolution | 4:4 | ||||
| 3. Round | 06/05/2019 | Sporting Kansas City | - | Atlanta United FC | 0:3 | ||||
| 3. Round | 13/05/2019 | D.C. United | - | Sporting Kansas City | 1:0 | ||||
| 3. Round | 19/05/2019 | Sporting Kansas City | - | Vancouver Whitecaps | 1:1 | |
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| 3. Round | 26/05/2019 | Sporting Kansas City | - | Seattle Sounders | 3:2 | ||||
| 3. Round | 30/05/2019 | Sporting Kansas City | - | Los Angeles Galaxy | 0:2 | ||||
| 4. Round | 08/06/2019 | Toronto FC | - | Sporting Kansas City | 2:2 |
USA