| 1. Round | 18/03/2018 | OKC Energy FC | - | Tulsa Roughnecks | 1:0 | ||||
| 1. Round | 25/03/2018 | Tulsa Roughnecks | - | Real Monarchs SLC | 2:3 | ||||
| 1. Round | 31/03/2018 | Tulsa Roughnecks | - | Orange County SC | 0:5 |  |
|||
| 2. Round | 19/04/2018 | Fresno FC | - | Tulsa Roughnecks | 2:2 | ||||
| 2. Round | 29/04/2018 | Sacramento Republic | - | Tulsa Roughnecks | 1:1 | ||||
| 3. Round | 06/05/2018 | Las Vegas Lights FC | - | Tulsa Roughnecks | 1:1 | ||||
| 3. Round | 10/05/2018 | Tulsa Roughnecks | - | Reno 1868 FC | 1:1 | ||||
| 3. Round | 13/05/2018 | Tulsa Roughnecks | - | Phoenix Rising | 1:5 | ||||
| 3. Round | 20/05/2018 | San Antonio FC | - | Tulsa Roughnecks | 1:1 | ||||
| 4. Round | 03/06/2018 | Los Angeles Galaxy II | - | Tulsa Roughnecks | 1:0 |
Jamaica