1. Round | 17/04/2021 | Orlando City | - | Atlanta United FC | 0:0 | ||||
1. Round | 24/04/2021 | Sporting Kansas City | - | Orlando City | 1:1 | ||||
2. Round | 02/05/2021 | Orlando City | - | FC Cincinnati | 3:0 | ||||
2. Round | 08/05/2021 | Orlando City | - | New York City FC | 1:1 | ||||
2. Round | 17/05/2021 | D.C. United | - | Orlando City | 0:1 | ||||
2. Round | 23/05/2021 | Orlando City | - | Toronto FC | 1:0 | ||||
2. Round | 29/05/2021 | New York RB | - | Orlando City | 2:1 | ||||
4. Round | 08/07/2021 | Chicago Fire | - | Orlando City | 3:1 | ||||
4. Round | 18/07/2021 | Toronto FC | - | Orlando City | 1:1 | ||||
6. Round | 26/09/2021 | New England Revolution | - | Orlando City | 2:1 | ||||
6. Round | 30/09/2021 | Nashville SC | - | Orlando City | 2:2 | ||||
7. Round | 03/10/2021 | Orlando City | - | D.C. United | 2:1 | ||||
7. Round | 21/10/2021 | Orlando City | - | CF Montréal | 1:1 | ||||
7. Round | 25/10/2021 | Orlando City | - | New England Revolution | 2:2 | ||||
7. Round | 28/10/2021 | Columbus Crew | - | Orlando City | 3:2 | ||||
8. Round | 31/10/2021 | Orlando City | - | Nashville SC | 1:1 | ||||
8. Round | 07/11/2021 | CF Montréal | - | Orlando City | 0:2 |