| 2019-08-10 19:00:00August 10, 2019 | FC Milwaukee Torrent   | 2 - 0 |  Napa Valley 1839 FC | Hart Park |
| 2019-08-10 19:30:00August 10, 2019 | Chattanooga FC  | 0 - 1 |  New York Cosmos B | Finley Stadium |
| 2019-08-17 19:00:00August 17, 2019 | New York Cosmos B | 2 - 2 | FC Milwaukee Torrent | Mitchel Athletic Complex |
| 2019-08-17 19:30:00August 17, 2019 | Detroit City FC  | 2 - 1 | Chattanooga FC | Keyworth Stadium |
| 2019-08-24 19:00:00August 24, 2019 | Napa Valley 1839 FC | 0 - 4 | Detroit City FC | Dodd Stadium |
| 2019-08-24 19:30:00August 24, 2019 | Chattanooga FC | 1 - 1 |  Michigan Stars FC | Finley Stadium |
| 2019-08-31 19:00:00August 31, 2019 | Michigan Stars FC | 0 - 2 | New York Cosmos B | Ultimate Soccer Arenas - Outdoor |
| 2019-09-01 19:00:00September 1, 2019 | Napa Valley 1839 FC | 0 - 6 | Chattanooga FC | Dodd Stadium |
| 2019-09-07 19:00:00September 7, 2019 | FC Milwaukee Torrent | 1 - 1 | Chattanooga FC | Hart Park |
| 2019-09-07 19:00:00September 7, 2019 | New York Cosmos B | 1 - 0 | Napa Valley 1839 FC | Mitchel Athletic Complex |
| 2019-09-14 18:00:00September 14, 2019 | Chattanooga FC | 3 - 0 | Napa Valley 1839 FC | Finley Stadium |
| 2019-09-14 19:00:00September 14, 2019 | New York Cosmos B | 2 - 0 | Michigan Stars FC | Mitchel Athletic Complex |
| 2019-09-14 19:00:00September 14, 2019 | FC Milwaukee Torrent | 0 - 1 | Detroit City FC | Hart Park |
| 2019-09-21 19:00:00September 21, 2019 | Napa Valley 1839 FC | 2 - 1 | FC Milwaukee Torrent | Dodd Stadium |
| 2019-09-21 19:00:00September 21, 2019 | Michigan Stars FC | 1 - 4 | Chattanooga FC | Ultimate Soccer Arenas - Outdoor |
| 2019-09-21 19:30:00September 21, 2019 | Detroit City FC | 1 - 1 | New York Cosmos B | Keyworth Stadium |
| 2019-09-26 19:00:00September 26, 2019 | Michigan Stars FC | 2 - 0 | Napa Valley 1839 FC | Ultimate Soccer Arenas - Outdoor |
| 2019-09-28 19:00:00September 28, 2019 | New York Cosmos B | 3 - 1 | Chattanooga FC | Mitchel Athletic Complex |
| 2019-09-28 19:00:00September 28, 2019 | Michigan Stars FC | 1 - 0 | FC Milwaukee Torrent | Ultimate Soccer Arenas - Outdoor |
| 2019-09-28 19:30:00September 28, 2019 | Detroit City FC | 3 - 0 | Napa Valley 1839 FC | Keyworth Stadium |
| 2019-10-05 18:00:00October 5, 2019 | Chattanooga FC | 0 - 1 | Detroit City FC | Finley Stadium |
| 2019-10-05 19:00:00October 5, 2019 | FC Milwaukee Torrent | 1 - 2 | New York Cosmos B | Hart Park |
| 2019-10-08 19:30:00October 8, 2019 | Detroit City FC | 2 - 0 | Michigan Stars FC | Keyworth Stadium |
| 2019-10-12 19:00:00October 12, 2019 | New York Cosmos B | 1 - 2 | Detroit City FC | Mitchel Athletic Complex |
| 2019-10-12 19:00:00October 12, 2019 | FC Milwaukee Torrent | 2 - 1 | Michigan Stars FC | Hart Park |
| 2019-10-16 19:00:00October 16, 2019 | Michigan Stars FC | 0 - 1 | Detroit City FC | Ultimate Soccer Arenas - Outdoor |
| 2019-10-19 19:00:00October 19, 2019 | Napa Valley 1839 FC | 0 - 7 | New York Cosmos B | Dodd Stadium |
| 2019-10-19 19:30:00October 19, 2019 | Detroit City FC | 0 - 1 | FC Milwaukee Torrent | Keyworth Stadium |
| 2019-10-26 18:00:00October 26, 2019 | Chattanooga FC | 2 - 0 | FC Milwaukee Torrent | Finley Stadium |
| 2019-10-26 19:00:00October 26, 2019 | Napa Valley 1839 FC | 3 - 3 | Michigan Stars FC | Dodd Stadium |
