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