| 1. Round | 04/03/2018 | Orlando City | - | D.C. United | 1:1 | ||||
| 1. Round | 11/03/2018 | Orlando City | - | Minnesota United FC | 1:2 | ||||
| 1. Round | 17/03/2018 | New York City FC | - | Orlando City | 2:0 | ||||
| 2. Round | 08/04/2018 | Orlando City | - | Portland Timbers | 3:2 | ||||
| 4. Round | 14/06/2018 | Impact de Montréal | - | Orlando City | 3:0 | ||||
| 4. Round | 24/06/2018 | Orlando City | - | Impact de Montréal | 0:2 | ||||
| 5. Round | 01/07/2018 | Atlanta United FC | - | Orlando City | 4:0 | ||||
| 5. Round | 08/07/2018 | Los Angeles FC | - | Orlando City | 4:1 | ||||
| 6. Round | 25/08/2018 | Orlando City | - | Atlanta United FC | 1:2 |  |
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| 7. Round | 02/09/2018 | Orlando City | - | Philadelphia Union | 2:2 | ||||
| 7. Round | 09/09/2018 | Sporting Kansas City | - | Orlando City | 1:0 | ||||
| 7. Round | 16/09/2018 | Chicago Fire | - | Orlando City | 4:0 | ||||
| 7. Round | 23/09/2018 | Orlando City | - | Houston Dynamo | 0:0 | |
USA
Germany