| 09/27/2020 | Trips (White) | Everything Hurts (Red) | 1:30PM - 2:30PM | Heartland Soccer Complex / Field 11 | |
| 09/27/2020 | Connor FC (Black) | Real Margaritas (Navy) | 2:30PM - 3:30PM | Heartland Soccer Complex / Field 11 | |
| 10/04/2020 | Everything Hurts (Red) | Connor FC (Black) | 1:30PM - 2:30PM | Heartland Soccer Complex / Field 11 | |
| 10/04/2020 | Nashville Stars (Purple) | Trips (White) | 2:30PM - 3:30PM | Heartland Soccer Complex / Field 11 | |
| 10/18/2020 | Nashville Stars (Purple) | Real Margaritas (Navy) | 1:30PM - 2:30PM | Heartland Soccer Complex / Field 11 | |
| 10/18/2020 | Trips (White) | Connor FC (Black) | 2:30PM - 3:30PM | Heartland Soccer Complex / Field 10 | |
| 10/18/2020 | Real Margaritas (Navy) | Everything Hurts (Red) | 2:30PM - 3:30PM | Heartland Soccer Complex / Field 11 | Rescheduled |
| 10/25/2020 | Connor FC (Black) | Nashville Stars (Purple) | 1:30PM - 2:30PM | Heartland Soccer Complex / Field 11 | Rescheduled |
| 10/25/2020 | Real Margaritas (Navy) | Trips (White) | 1:30PM - 2:30PM | Heartland Soccer Complex / Field 10 | |
| 10/25/2020 | Everything Hurts (Red) | Nashville Stars (Purple) | 2:30PM - 3:30PM | Heartland Soccer Complex / Field 11 | |
| 11/01/2020 | Trips (White) | Everything Hurts (Red) | 1:30PM - 2:30PM | Heartland Soccer Complex / Field 11 | |
| 11/01/2020 | Connor FC (Black) | Real Margaritas (Navy) | 1:30PM - 2:30PM | Heartland Soccer Complex / Field 10 | |
| 11/01/2020 | Nashville Stars (Purple) | Trips (White) | 2:30PM - 3:30PM | Heartland Soccer Complex / Field 11 | |