| 2. Round | 14/07/2020 | OKC Energy FC | - | FC Tulsa | 1:1 | ||||
| 3. Round | 02/08/2020 | OKC Energy FC | - | New Mexico United | 0:3 | ||||
| 3. Round | 09/08/2020 | OKC Energy FC | - | San Antonio FC | 0:3 | ||||
| 3. Round | 16/08/2020 | OKC Energy FC | - | Rio Grande Valley FC | 0:0 | ||||
| 3. Round | 30/08/2020 | OKC Energy FC | - | Austin Bold | 1:1 | ||||
| 4. Round | 06/09/2020 | Colorado Springs Switchbacks | - | OKC Energy FC | 0:0 | ||||
| 4. Round | 13/09/2020 | FC Tulsa | - | OKC Energy FC | 1:1 |  |
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| 4. Round | 20/09/2020 | San Antonio FC | - | OKC Energy FC | 2:0 |
Jamaica