| 1. Round | 12/03/2023 | Monterey Bay FC | - | Hartford Athletic | 5:3 |  |
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| 1. Round | 19/03/2023 | Colorado Springs Switchbacks | - | Hartford Athletic | 1:1 |  |
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| 1. Round | 25/03/2023 | Hartford Athletic | - | Birmingham Legion | 0:1 | ||||
| 2. Round | 01/04/2023 | Hartford Athletic | - | Orange County SC | 1:1 | |
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| 2. Round | 09/04/2023 | Charleston Battery | - | Hartford Athletic | 3:2 | |
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| 2. Round | 16/04/2023 | Oakland Roots | - | Hartford Athletic | 1:2 | ||||
| 2. Round | 30/04/2023 | Birmingham Legion | - | Hartford Athletic | 3:2 | ||||
| 3. Round | 07/05/2023 | Hartford Athletic | - | Memphis 901 | 0:2 | ||||
| 3. Round | 14/05/2023 | Phoenix Rising | - | Hartford Athletic | 3:1 | ||||
| 3. Round | 21/05/2023 | Hartford Athletic | - | Loudoun United | 2:0 | |
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| 3. Round | 27/05/2023 | Hartford Athletic | - | Sacramento Republic | 1:4 | ||||
| 4. Round | 04/06/2023 | Hartford Athletic | - | Louisville City FC | 0:0 | ||||
| 4. Round | 11/06/2023 | Indy Eleven | - | Hartford Athletic | 1:1 | ||||
| 4. Round | 18/06/2023 | Hartford Athletic | - | Charleston Battery | 3:4 | ||||
| 5. Round | 04/07/2023 | Loudoun United | - | Hartford Athletic | 2:1 | ||||
| 6. Round | 24/08/2023 | Hartford Athletic | - | Pittsburgh Riverhounds | 3:4 | |
USA