| Week 1 (10/9/2019) | Eagles Norfolk Brooke vs The O Lounge Hanson |
| Week 1 (10/9/2019) | Jake's Bar Strokers vs Fight'n River Neil |
| Week 1 (10/9/2019) | Harbor Brett vs Harbor Reapers |
| Week 1 (10/9/2019) | Mint Bar Casey vs Jake's Bar Buol |
| Week 2 (10/16/2019) | Jake's Bar Buol vs Jake's Bar Strokers |
| Week 2 (10/16/2019) | The O Lounge Hanson vs Harbor Brett |
| Week 2 (10/16/2019) | Fight'n River Neil vs Eagles Norfolk Brooke |
| Week 2 (10/16/2019) | Harbor Reapers vs Mint Bar Casey |
| Week 3 (10/23/2019) | Eagles Norfolk Brooke vs Harbor Reapers |
| Week 3 (10/23/2019) | Jake's Bar Strokers vs The O Lounge Hanson |
| Week 3 (10/23/2019) | Harbor Brett vs Jake's Bar Buol |
| Week 3 (10/23/2019) | Mint Bar Casey vs Fight'n River Neil |
| Week 4 (10/30/2019) | Jake's Bar Buol vs Eagles Norfolk Brooke |
| Week 4 (10/30/2019) | The O Lounge Hanson vs Mint Bar Casey |
| Week 4 (10/30/2019) | Fight'n River Neil vs Harbor Brett |
| Week 4 (10/30/2019) | Harbor Reapers vs Jake's Bar Strokers |
| Week 5 (11/6/2019) | Jake's Bar Buol vs Fight'n River Neil |
| Week 5 (11/6/2019) | The O Lounge Hanson vs Harbor Reapers |
| Week 5 (11/6/2019) | Harbor Brett vs Eagles Norfolk Brooke |
| Week 5 (11/6/2019) | Mint Bar Casey vs Jake's Bar Strokers |
| Week 6 (11/13/2019) | Eagles Norfolk Brooke vs Mint Bar Casey |
| Week 6 (11/13/2019) | Jake's Bar Strokers vs Harbor Brett |
| Week 6 (11/13/2019) | The O Lounge Hanson vs Jake's Bar Buol |
| Week 6 (11/13/2019) | Harbor Reapers vs Fight'n River Neil |
| Week 7 (11/20/2019) | Eagles Norfolk Brooke vs Jake's Bar Strokers |
| Week 7 (11/20/2019) | Jake's Bar Buol vs Harbor Reapers |
| Week 7 (11/20/2019) | The O Lounge Hanson vs Fight'n River Neil |
| Week 7 (11/20/2019) | Harbor Brett vs Mint Bar Casey |
| Week 8 (11/27/2019) | Jake's Bar Buol vs Mint Bar Casey |
| Week 8 (11/27/2019) | The O Lounge Hanson vs Eagles Norfolk Brooke |
| Week 8 (11/27/2019) | Fight'n River Neil vs Jake's Bar Strokers |
| Week 8 (11/27/2019) | Harbor Reapers vs Harbor Brett |
| Week 9 (12/4/2019) | Eagles Norfolk Brooke vs Fight'n River Neil |
| Week 9 (12/4/2019) | Jake's Bar Strokers vs Jake's Bar Buol |
| Week 9 (12/4/2019) | Harbor Brett vs The O Lounge Hanson |
| Week 9 (12/4/2019) | Mint Bar Casey vs Harbor Reapers |
| Week 10 (12/11/2019) | Jake's Bar Buol vs Harbor Brett |
| Week 10 (12/11/2019) | The O Lounge Hanson vs Jake's Bar Strokers |
| Week 10 (12/11/2019) | Fight'n River Neil vs Mint Bar Casey |
| Week 10 (12/11/2019) | Harbor Reapers vs Eagles Norfolk Brooke |
| Week 11 (12/18/2019) | Eagles Norfolk Brooke vs Jake's Bar Buol |
| Week 11 (12/18/2019) | Jake's Bar Strokers vs Harbor Reapers |
| Week 11 (12/18/2019) | Harbor Brett vs Fight'n River Neil |
| Week 11 (12/18/2019) | Mint Bar Casey vs The O Lounge Hanson |
| Week of 12/25/2019 | No Leagues - No Pool: Merry Christmas |
| Week of 1/1/2020 | No Leagues - No Pool: Happy New Year |
| Week 12 (1/8/2020) | Eagles Norfolk Brooke vs Harbor Brett |
| Week 12 (1/8/2020) | Jake's Bar Strokers vs Mint Bar Casey |
| Week 12 (1/8/2020) | Fight'n River Neil vs Jake's Bar Buol |
| Week 12 (1/8/2020) | Harbor Reapers vs The O Lounge Hanson |
| Week 13 (1/15/2020) | Jake's Bar Buol vs The O Lounge Hanson |
| Week 13 (1/15/2020) | Fight'n River Neil vs Harbor Reapers |
| Week 13 (1/15/2020) | Harbor Brett vs Jake's Bar Strokers |
| Week 13 (1/15/2020) | Mint Bar Casey vs Eagles Norfolk Brooke |
| Week 14 (1/22/2020) | Jake's Bar Strokers vs Eagles Norfolk Brooke |
| Week 14 (1/22/2020) | Fight'n River Neil vs The O Lounge Hanson |
| Week 14 (1/22/2020) | Mint Bar Casey vs Harbor Brett |
| Week 14 (1/22/2020) | Harbor Reapers vs Jake's Bar Buol |
| Week 15 (1/29/2020) | Eagles Norfolk Brooke vs The O Lounge Hanson |
| Week 15 (1/29/2020) | Jake's Bar Strokers vs Fight'n River Neil |
| Week 15 (1/29/2020) | Harbor Brett vs Harbor Reapers |
| Week 15 (1/29/2020) | Mint Bar Casey vs Jake's Bar Buol |
| Week 16 (2/5/2020) | Jake's Bar Buol vs Jake's Bar Strokers |
| Week 16 (2/5/2020) | The O Lounge Hanson vs Harbor Brett |
| Week 16 (2/5/2020) | Fight'n River Neil vs Eagles Norfolk Brooke |
| Week 16 (2/5/2020) | Harbor Reapers vs Mint Bar Casey |
| Week 17 (2/12/2020) | Eagles Norfolk Brooke vs Harbor Reapers |
| Week 17 (2/12/2020) | Jake's Bar Strokers vs The O Lounge Hanson |
| Week 17 (2/12/2020) | Harbor Brett vs Jake's Bar Buol |
| Week 17 (2/12/2020) | Mint Bar Casey vs Fight'n River Neil |
| Week 18 (2/19/2020) | Jake's Bar Buol vs Eagles Norfolk Brooke |
| Week 18 (2/19/2020) | The O Lounge Hanson vs Mint Bar Casey |
| Week 18 (2/19/2020) | Fight'n River Neil vs Harbor Brett |
| Week 18 (2/19/2020) | Harbor Reapers vs Jake's Bar Strokers |
| Week 19 (2/26/2020) | Jake's Bar Buol vs Fight'n River Neil |
| Week 19 (2/26/2020) | The O Lounge Hanson vs Harbor Reapers |
| Week 19 (2/26/2020) | Harbor Brett vs Eagles Norfolk Brooke |
| Week 19 (2/26/2020) | Mint Bar Casey vs Jake's Bar Strokers |
| Week 20 (3/4/2020) | Eagles Norfolk Brooke vs Mint Bar Casey |
| Week 20 (3/4/2020) | Jake's Bar Strokers vs Harbor Brett |
| Week 20 (3/4/2020) | The O Lounge Hanson vs Jake's Bar Buol |
| Week 20 (3/4/2020) | Harbor Reapers vs Fight'n River Neil |
| Week 21 (3/11/2020) | Eagles Norfolk Brooke vs Jake's Bar Strokers |
| Week 21 (3/11/2020) | Jake's Bar Buol vs Harbor Reapers |
| Week 21 (3/11/2020) | The O Lounge Hanson vs Fight'n River Neil |
| Week 21 (3/11/2020) | Harbor Brett vs Mint Bar Casey |