1. Round | 26/02/2023 | Orlando City | - | New York RB | 1:0 | ||||
2. Round | 05/03/2023 | Orlando City | - | FC Cincinnati | 0:0 | ||||
2. Round | 25/03/2023 | Philadelphia Union | - | Orlando City | 1:2 | ||||
3. Round | 02/04/2023 | Orlando City | - | Nashville SC | 0:2 | ||||
3. Round | 16/04/2023 | Minnesota United FC | - | Orlando City | 1:2 | ||||
5. Round | 18/06/2023 | New England Revolution | - | Orlando City | 3:1 | ||||
6. Round | 02/07/2023 | Orlando City | - | Chicago Fire | 3:1 | ||||
6. Round | 05/07/2023 | Orlando City | - | Toronto FC | 4:0 | ||||
6. Round | 09/07/2023 | Real Salt Lake | - | Orlando City | 4:0 | ||||
8. Round | 17/09/2023 | Orlando City | - | Columbus Crew | 4:3 | ||||
8. Round | 21/09/2023 | New York City FC | - | Orlando City | 2:0 | ||||
9. Round | 21/10/2023 | Toronto FC | - | Orlando City | 0:2 |