2. Round | 25/03/2023 | Philadelphia Union | - | Orlando City | 1:2 | ||||
5. Round | 18/06/2023 | New England Revolution | - | Orlando City | 3:1 | ||||
5. Round | 22/06/2023 | Orlando City | - | Philadelphia Union | 2:2 | ||||
9. Round | 21/10/2023 | Toronto FC | - | Orlando City | 0:2 |