| 2. Round | 18/07/2020 | New York RB II | - | Hartford Athletic | 0:1 | ||||
| 2. Round | 21/07/2020 | Hartford Athletic | - | Loudoun United | 3:1 |  |
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| 2. Round | 30/07/2020 | Indy Eleven | - | Hartford Athletic | 4:1 |  |
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| 3. Round | 03/08/2020 | Hartford Athletic | - | Loudoun United | 4:1 | ||||
| 3. Round | 16/08/2020 | Hartford Athletic | - | New York RB II | 2:1 | ||||
| 3. Round | 24/08/2020 | Hartford Athletic | - | Loudoun United | 2:2 | |
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| 3. Round | 29/08/2020 | Hartford Athletic | - | Pittsburgh Riverhounds | 0:3 |
USA