| 6. Round | 01/08/2019 | Bethlehem Steel FC | - | Hartford Athletic | 0:3 | ||||
| 6. Round | 11/08/2019 | Nashville SC | - | Bethlehem Steel FC | 0:0 | ||||
| 6. Round | 25/08/2019 | Bethlehem Steel FC | - | Birmingham Legion | 2:3 | ||||
| 7. Round | 01/09/2019 | Bethlehem Steel FC | - | Swope Park Rangers | 2:0 | ||||
| 7. Round | 08/09/2019 | North Carolina FC | - | Bethlehem Steel FC | 3:3 | ||||
| 7. Round | 19/09/2019 | Bethlehem Steel FC | - | Loudoun United | 5:2 | ||||
| 7. Round | 22/09/2019 | Tampa Bay Rowdies | - | Bethlehem Steel FC | 6:1 | ||||
| 7. Round | 29/09/2019 | Memphis 901 | - | Bethlehem Steel FC | 5:0 | ||||
| 8. Round | 10/10/2019 | Atlanta United II | - | Bethlehem Steel FC | 5:2 |  |
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| 8. Round | 12/10/2019 | Ottawa Fury | - | Bethlehem Steel FC | 1:1 |
USA