2. Round | 29/05/2021 | New York RB | - | Orlando City | 2:1 | ||||
3. Round | 23/06/2021 | Orlando City | - | San Jose Earthquakes | 5:0 | ||||
3. Round | 26/06/2021 | Inter Miami CF | - | Orlando City | 1:2 | ||||
4. Round | 04/07/2021 | Orlando City | - | New York RB | 1:2 | ||||
4. Round | 08/07/2021 | Chicago Fire | - | Orlando City | 3:1 | ||||
4. Round | 25/07/2021 | New York City FC | - | Orlando City | 5:0 |