| 1. Round | 25/04/2021 | OKC Energy FC | - | FC Tulsa | 1:3 | ||||
| 2. Round | 02/05/2021 | FC Tulsa | - | Sporting Kansas City 2 | 2:0 |  |
|||
| 2. Round | 09/05/2021 | Indy Eleven | - | FC Tulsa | 0:2 | ||||
| 2. Round | 20/05/2021 | Atlanta United II | - | FC Tulsa | 5:0 | ||||
| 3. Round | 03/06/2021 | Sporting Kansas City 2 | - | FC Tulsa | 4:1 | |
|||
| 3. Round | 06/06/2021 | Birmingham Legion | - | FC Tulsa | 2:1 | ||||
| 3. Round | 20/06/2021 | FC Tulsa | - | Louisville City FC | 2:3 | ||||
| 3. Round | 26/06/2021 | Rio Grande Valley FC | - | FC Tulsa | 1:2 | |
|||
| 4. Round | 11/07/2021 | FC Tulsa | - | Louisville City FC | 3:2 |
Germany