| 5. Round | 08/10/2020 | Philadelphia Union | - | FC Cincinnati | 3:0 | ||||
| 5. Round | 19/10/2020 | FC Cincinnati | - | D.C. United | 1:2 | ||||
| 5. Round | 25/10/2020 | FC Cincinnati | - | Minnesota United FC | 0:1 |  |
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| 5. Round | 28/10/2020 | FC Cincinnati | - | Sporting Kansas City | 0:1 | ||||
| 6. Round | 08/11/2020 | Inter Miami CF | - | FC Cincinnati | 2:1 |
USA