| 1. Round | 18/04/2021 | Nashville SC | - | FC Cincinnati | 2:2 |  |
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| 1. Round | 24/04/2021 | New York City FC | - | FC Cincinnati | 5:0 | ||||
| 2. Round | 02/05/2021 | Orlando City | - | FC Cincinnati | 3:0 | ||||
| 4. Round | 25/07/2021 | Nashville SC | - | FC Cincinnati | 3:0 | ||||
| 5. Round | 22/08/2021 | New England Revolution | - | FC Cincinnati | 4:1 | ||||
| 6. Round | 05/09/2021 | FC Cincinnati | - | Inter Miami CF | 0:1 | ||||
| 6. Round | 26/09/2021 | D.C. United | - | FC Cincinnati | 4:2 | ||||
| 7. Round | 03/10/2021 | FC Cincinnati | - | New York RB | 0:1 | ||||
| 7. Round | 10/10/2021 | FC Cincinnati | - | Philadelphia Union | 1:2 | ||||
| 7. Round | 17/10/2021 | FC Cincinnati | - | Orlando City | 0:1 | ||||
| 7. Round | 21/10/2021 | FC Cincinnati | - | Chicago Fire | 3:4 | ||||
| 7. Round | 24/10/2021 | Inter Miami CF | - | FC Cincinnati | 5:1 | ||||
| 7. Round | 28/10/2021 | FC Cincinnati | - | Nashville SC | 3:6 |
South Africa
Netherlands