| 1. Round | 10/03/2019 | Atlanta United II | - | Hartford Athletic | 2:0 | ||||
| 2. Round | 28/04/2019 | Ottawa Fury | - | Atlanta United II | 2:0 | ||||
| 3. Round | 12/05/2019 | Bethlehem Steel FC | - | Atlanta United II | 1:1 | ||||
| 3. Round | 19/05/2019 | Swope Park Rangers | - | Atlanta United II | 1:1 | ||||
| 6. Round | 03/08/2019 | Atlanta United II | - | Loudoun United | 4:2 | ||||
| 6. Round | 17/08/2019 | Atlanta United II | - | Swope Park Rangers | 2:1 | ||||
| 6. Round | 24/08/2019 | Hartford Athletic | - | Atlanta United II | 3:2 | ||||
| 6. Round | 29/08/2019 | Atlanta United II | - | Memphis 901 | 1:2 | ||||
| 7. Round | 05/09/2019 | Atlanta United II | - | Birmingham Legion | 0:5 |
USA