| 1. Round | 14/03/2015 | Columbus Crew | - | Toronto FC | 2:0 |  |
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| 3. Round | 17/05/2015 | San Jose Earthquakes | - | Columbus Crew | 2:0 | |
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| 3. Round | 23/05/2015 | Columbus Crew | - | Chicago Fire | 2:2 | ||||
| 4. Round | 04/06/2015 | Philadelphia Union | - | Columbus Crew | 3:0 | ||||
| 4. Round | 25/06/2015 | Columbus Crew | - | New England Revolution | 2:1 | ||||
| 8. Round | 25/10/2015 | Columbus Crew | - | D.C. United | 5:0 |
Trinidad & Tobago