| Week 1 (10/18/2020) | Big Apple Team Stapleton vs Big Apple Team Brandt |
| Week 1 (10/18/2020) | Big Apple Team Benson vs Big Apple Team Loeschen |
| Week 1 (10/18/2020) | Big Apple Team Lexington vs Big Apple Team Swanson |
| Week 2 (10/25/2020) | Big Apple Team Brandt vs Big Apple Team Lexington |
| Week 2 (10/25/2020) | Big Apple Team Swanson vs Big Apple Team Benson |
| Week 2 (10/25/2020) | Big Apple Team Loeschen vs Big Apple Team Stapleton |
| Week 3 (11/1/2020) | Big Apple Team Benson vs Big Apple Team Brandt |
| Week 3 (11/1/2020) | Big Apple Team Loeschen vs Big Apple Team Swanson |
| Week 3 (11/1/2020) | Big Apple Team Lexington vs Big Apple Team Stapleton |
| Week 4 (11/8/2020) | Big Apple Team Brandt vs Big Apple Team Loeschen |
| Week 4 (11/8/2020) | Big Apple Team Stapleton vs Big Apple Team Swanson |
| Week 4 (11/8/2020) | Big Apple Team Lexington vs Big Apple Team Benson |
| Week 5 (11/15/2020) | Big Apple Team Swanson vs Big Apple Team Brandt |
| Week 5 (11/15/2020) | Big Apple Team Benson vs Big Apple Team Stapleton |
| Week 5 (11/15/2020) | Big Apple Team Loeschen vs Big Apple Team Lexington |
| Week of 11/22/2020 | No Leagues - Thanksgiving |
| Week 6 (11/29/2020) | Big Apple Team Brandt vs Big Apple Team Stapleton |
| Week 6 (11/29/2020) | Big Apple Team Swanson vs Big Apple Team Lexington |
| Week 6 (11/29/2020) | Big Apple Team Loeschen vs Big Apple Team Benson |
| Week 7 (12/6/2020) | Big Apple Team Stapleton vs Big Apple Team Loeschen |
| Week 7 (12/6/2020) | Big Apple Team Benson vs Big Apple Team Swanson |
| Week 7 (12/6/2020) | Big Apple Team Lexington vs Big Apple Team Brandt |
| Week 8 (12/13/2020) | Big Apple Team Brandt vs Big Apple Team Benson |
| Week 8 (12/13/2020) | Big Apple Team Stapleton vs Big Apple Team Lexington |
| Week 8 (12/13/2020) | Big Apple Team Swanson vs Big Apple Team Loeschen |
| Week 9 (12/20/2020) | Big Apple Team Swanson vs Big Apple Team Stapleton |
| Week 9 (12/20/2020) | Big Apple Team Benson vs Big Apple Team Lexington |
| Week 9 (12/20/2020) | Big Apple Team Loeschen vs Big Apple Team Brandt |
| Week of 12/27/2020 | No Leagues - Christmas |
| Week 10 (1/3/2021) | Big Apple Team Brandt vs Big Apple Team Swanson |
| Week 10 (1/3/2021) | Big Apple Team Stapleton vs Big Apple Team Benson |
| Week 10 (1/3/2021) | Big Apple Team Lexington vs Big Apple Team Loeschen |
| Week 11 (1/10/2021) | Big Apple Team Stapleton vs Big Apple Team Brandt |
| Week 11 (1/10/2021) | Big Apple Team Benson vs Big Apple Team Loeschen |
| Week 11 (1/10/2021) | Big Apple Team Lexington vs Big Apple Team Swanson |
| Week of 1/17/2021 | No Leagues - Columbus Heartland Tournament |
| Week 12 (1/24/2021) | Big Apple Team Brandt vs Big Apple Team Lexington |
| Week 12 (1/24/2021) | Big Apple Team Swanson vs Big Apple Team Benson |
| Week 12 (1/24/2021) | Big Apple Team Loeschen vs Big Apple Team Stapleton |
| Week 13 (1/31/2021) | Big Apple Team Benson vs Big Apple Team Brandt |
| Week 13 (1/31/2021) | Big Apple Team Loeschen vs Big Apple Team Swanson |
| Week 13 (1/31/2021) | Big Apple Team Lexington vs Big Apple Team Stapleton |
| Week 14 (2/7/2021) | Big Apple Team Brandt vs Big Apple Team Loeschen |
| Week 14 (2/7/2021) | Big Apple Team Stapleton vs Big Apple Team Swanson |
| Week 14 (2/7/2021) | Big Apple Team Lexington vs Big Apple Team Benson |
| Week 15 (2/14/2021) | Big Apple Team Swanson vs Big Apple Team Brandt |
| Week 15 (2/14/2021) | Big Apple Team Benson vs Big Apple Team Stapleton |
| Week 15 (2/14/2021) | Big Apple Team Loeschen vs Big Apple Team Lexington |
| Week 16 (2/21/2021) | Big Apple Team Brandt vs Big Apple Team Stapleton |
| Week 16 (2/21/2021) | Big Apple Team Swanson vs Big Apple Team Lexington |
| Week 16 (2/21/2021) | Big Apple Team Loeschen vs Big Apple Team Benson |
| Week 17 (2/28/2021) | Big Apple Team Stapleton vs Big Apple Team Loeschen |
| Week 17 (2/28/2021) | Big Apple Team Benson vs Big Apple Team Swanson |
| Week 17 (2/28/2021) | Big Apple Team Lexington vs Big Apple Team Brandt |
| Week 18 (3/7/2021) | Big Apple Team Brandt vs Big Apple Team Benson |
| Week 18 (3/7/2021) | Big Apple Team Stapleton vs Big Apple Team Lexington |
| Week 18 (3/7/2021) | Big Apple Team Swanson vs Big Apple Team Loeschen |
| Week 19 (3/14/2021) | Big Apple Team Swanson vs Big Apple Team Stapleton |
| Week 19 (3/14/2021) | Big Apple Team Benson vs Big Apple Team Lexington |
| Week 19 (3/14/2021) | Big Apple Team Loeschen vs Big Apple Team Brandt |
| Week 20 (3/21/2021) | Big Apple Team Brandt vs Big Apple Team Swanson |
| Week 20 (3/21/2021) | Big Apple Team Stapleton vs Big Apple Team Benson |
| Week 20 (3/21/2021) | Big Apple Team Lexington vs Big Apple Team Loeschen |
| Week 21 (3/28/2021) | Big Apple Team Stapleton vs Big Apple Team Brandt |
| Week 21 (3/28/2021) | Big Apple Team Benson vs Big Apple Team Loeschen |
| Week 21 (3/28/2021) | Big Apple Team Lexington vs Big Apple Team Swanson |
| Week 22 (4/4/2021) | Big Apple Team Brandt vs Big Apple Team Lexington |
| Week 22 (4/4/2021) | Big Apple Team Swanson vs Big Apple Team Benson |
| Week 22 (4/4/2021) | Big Apple Team Loeschen vs Big Apple Team Stapleton |