| Week 1 (9/25/2019) | Eagles 8 Ball Shooters vs BT's High Rollers |
| Week 1 (9/25/2019) | American Legion 1 vs Westbrook Lounge Lizards |
| Week 1 (9/25/2019) | BT's Corner Bank vs Shenanigans Snaginanehs |
| Week 1 (9/25/2019) | Miceks 2 vs Miceks Jerry |
| Week 1 (9/25/2019) | Shenanigans Caught In a Quagmire vs Maximus Max Pool |
| Week 2 (10/2/2019) | Westbrook Lounge Lizards vs Miceks 2 |
| Week 2 (10/2/2019) | BT's Corner Bank vs Maximus Max Pool |
| Week 2 (10/2/2019) | BT's High Rollers vs Shenanigans Caught In a Quagmire |
| Week 2 (10/2/2019) | Miceks Jerry vs Eagles 8 Ball Shooters |
| Week 2 (10/2/2019) | Shenanigans Snaginanehs vs American Legion 1 |
| Week 3 (10/9/2019) | Eagles 8 Ball Shooters vs Westbrook Lounge Lizards |
| Week 3 (10/9/2019) | Maximus Max Pool vs BT's High Rollers |
| Week 3 (10/9/2019) | American Legion 1 vs BT's Corner Bank |
| Week 3 (10/9/2019) | Miceks 2 vs Shenanigans Snaginanehs |
| Week 3 (10/9/2019) | Shenanigans Caught In a Quagmire vs Miceks Jerry |
| Week 4 (10/16/2019) | Westbrook Lounge Lizards vs Shenanigans Caught In a Quagmire |
| Week 4 (10/16/2019) | American Legion 1 vs Miceks 2 |
| Week 4 (10/16/2019) | BT's Corner Bank vs BT's High Rollers |
| Week 4 (10/16/2019) | Miceks Jerry vs Maximus Max Pool |
| Week 4 (10/16/2019) | Shenanigans Snaginanehs vs Eagles 8 Ball Shooters |
| Week 5 (10/23/2019) | Eagles 8 Ball Shooters vs American Legion 1 |
| Week 5 (10/23/2019) | Maximus Max Pool vs Westbrook Lounge Lizards |
| Week 5 (10/23/2019) | BT's High Rollers vs Miceks Jerry |
| Week 5 (10/23/2019) | Miceks 2 vs BT's Corner Bank |
| Week 5 (10/23/2019) | Shenanigans Caught In a Quagmire vs Shenanigans Snaginanehs |
| Week 6 (10/30/2019) | Westbrook Lounge Lizards vs BT's High Rollers |
| Week 6 (10/30/2019) | American Legion 1 vs Shenanigans Caught In a Quagmire |
| Week 6 (10/30/2019) | BT's Corner Bank vs Miceks Jerry |
| Week 6 (10/30/2019) | Miceks 2 vs Eagles 8 Ball Shooters |
| Week 6 (10/30/2019) | Shenanigans Snaginanehs vs Maximus Max Pool |
| Week 7 (11/6/2019) | Eagles 8 Ball Shooters vs BT's Corner Bank |
| Week 7 (11/6/2019) | Maximus Max Pool vs American Legion 1 |
| Week 7 (11/6/2019) | BT's High Rollers vs Shenanigans Snaginanehs |
| Week 7 (11/6/2019) | Miceks Jerry vs Westbrook Lounge Lizards |
| Week 7 (11/6/2019) | Shenanigans Caught In a Quagmire vs Miceks 2 |
| Week 8 (11/13/2019) | Eagles 8 Ball Shooters vs Shenanigans Caught In a Quagmire |
| Week 8 (11/13/2019) | American Legion 1 vs BT's High Rollers |
| Week 8 (11/13/2019) | BT's Corner Bank vs Westbrook Lounge Lizards |
| Week 8 (11/13/2019) | Miceks 2 vs Maximus Max Pool |
| Week 8 (11/13/2019) | Shenanigans Snaginanehs vs Miceks Jerry |
| Week 9 (11/20/2019) | Westbrook Lounge Lizards vs Shenanigans Snaginanehs |
| Week 9 (11/20/2019) | Maximus Max Pool vs Eagles 8 Ball Shooters |
| Week 9 (11/20/2019) | BT's High Rollers vs Miceks 2 |
| Week 9 (11/20/2019) | Miceks Jerry vs American Legion 1 |
| Week 9 (11/20/2019) | Shenanigans Caught In a Quagmire vs BT's Corner Bank |
| Week 10 (11/27/2019) | Westbrook Lounge Lizards vs American Legion 1 |
| Week 10 (11/27/2019) | Maximus Max Pool vs Shenanigans Caught In a Quagmire |
| Week 10 (11/27/2019) | BT's High Rollers vs Eagles 8 Ball Shooters |
| Week 10 (11/27/2019) | Miceks Jerry vs Miceks 2 |
| Week 10 (11/27/2019) | Shenanigans Snaginanehs vs BT's Corner Bank |
| Week 11 (12/4/2019) | Eagles 8 Ball Shooters vs Miceks Jerry |
| Week 11 (12/4/2019) | Maximus Max Pool vs BT's Corner Bank |
| Week 11 (12/4/2019) | American Legion 1 vs Shenanigans Snaginanehs |
| Week 11 (12/4/2019) | Miceks 2 vs Westbrook Lounge Lizards |
| Week 11 (12/4/2019) | Shenanigans Caught In a Quagmire vs BT's High Rollers |
| Week 12 (12/11/2019) | Westbrook Lounge Lizards vs Eagles 8 Ball Shooters |
| Week 12 (12/11/2019) | BT's Corner Bank vs American Legion 1 |
| Week 12 (12/11/2019) | BT's High Rollers vs Maximus Max Pool |
| Week 12 (12/11/2019) | Miceks Jerry vs Shenanigans Caught In a Quagmire |
| Week 12 (12/11/2019) | Shenanigans Snaginanehs vs Miceks 2 |
| Week 13 (12/18/2019) | Eagles 8 Ball Shooters vs Shenanigans Snaginanehs |
| Week 13 (12/18/2019) | Maximus Max Pool vs Miceks Jerry |
| Week 13 (12/18/2019) | BT's High Rollers vs BT's Corner Bank |
| Week 13 (12/18/2019) | Miceks 2 vs American Legion 1 |
| Week 13 (12/18/2019) | Shenanigans Caught In a Quagmire vs Westbrook Lounge Lizards |
| Week of 12/25/2019 | No Leagues - No Pool: Merry Christmas |
| Week of 1/1/2020 | No Leagues - No Pool: Happy New Year |
| Week 14 (1/8/2020) | Westbrook Lounge Lizards vs Maximus Max Pool |
| Week 14 (1/8/2020) | American Legion 1 vs Eagles 8 Ball Shooters |
| Week 14 (1/8/2020) | BT's Corner Bank vs Miceks 2 |
| Week 14 (1/8/2020) | Miceks Jerry vs BT's High Rollers |
| Week 14 (1/8/2020) | Shenanigans Snaginanehs vs Shenanigans Caught In a Quagmire |
| Week 15 (1/15/2020) | Eagles 8 Ball Shooters vs Miceks 2 |
| Week 15 (1/15/2020) | Maximus Max Pool vs Shenanigans Snaginanehs |
| Week 15 (1/15/2020) | BT's High Rollers vs Westbrook Lounge Lizards |
| Week 15 (1/15/2020) | Miceks Jerry vs BT's Corner Bank |
| Week 15 (1/15/2020) | Shenanigans Caught In a Quagmire vs American Legion 1 |
| Week 16 (1/22/2020) | Westbrook Lounge Lizards vs Miceks Jerry |
| Week 16 (1/22/2020) | American Legion 1 vs Maximus Max Pool |
| Week 16 (1/22/2020) | BT's Corner Bank vs Eagles 8 Ball Shooters |
| Week 16 (1/22/2020) | Miceks 2 vs Shenanigans Caught In a Quagmire |
| Week 16 (1/22/2020) | Shenanigans Snaginanehs vs BT's High Rollers |
| Week 17 (1/29/2020) | Westbrook Lounge Lizards vs BT's Corner Bank |
| Week 17 (1/29/2020) | Maximus Max Pool vs Miceks 2 |
| Week 17 (1/29/2020) | BT's High Rollers vs American Legion 1 |
| Week 17 (1/29/2020) | Miceks Jerry vs Shenanigans Snaginanehs |
| Week 17 (1/29/2020) | Shenanigans Caught In a Quagmire vs Eagles 8 Ball Shooters |
| Week 18 (2/5/2020) | Eagles 8 Ball Shooters vs Maximus Max Pool |
| Week 18 (2/5/2020) | American Legion 1 vs Miceks Jerry |
| Week 18 (2/5/2020) | BT's Corner Bank vs Shenanigans Caught In a Quagmire |
| Week 18 (2/5/2020) | Miceks 2 vs BT's High Rollers |
| Week 18 (2/5/2020) | Shenanigans Snaginanehs vs Westbrook Lounge Lizards |
| Week 19 (2/12/2020) | Eagles 8 Ball Shooters vs BT's High Rollers |
| Week 19 (2/12/2020) | American Legion 1 vs Westbrook Lounge Lizards |
| Week 19 (2/12/2020) | BT's Corner Bank vs Shenanigans Snaginanehs |
| Week 19 (2/12/2020) | Miceks 2 vs Miceks Jerry |
| Week 19 (2/12/2020) | Shenanigans Caught In a Quagmire vs Maximus Max Pool |
| Week 20 (2/19/2020) | Westbrook Lounge Lizards vs Miceks 2 |
| Week 20 (2/19/2020) | BT's Corner Bank vs Maximus Max Pool |
| Week 20 (2/19/2020) | BT's High Rollers vs Shenanigans Caught In a Quagmire |
| Week 20 (2/19/2020) | Miceks Jerry vs Eagles 8 Ball Shooters |
| Week 20 (2/19/2020) | Shenanigans Snaginanehs vs American Legion 1 |
| Week 21 (2/26/2020) | Eagles 8 Ball Shooters vs Westbrook Lounge Lizards |
| Week 21 (2/26/2020) | Maximus Max Pool vs BT's High Rollers |
| Week 21 (2/26/2020) | American Legion 1 vs BT's Corner Bank |
| Week 21 (2/26/2020) | Miceks 2 vs Shenanigans Snaginanehs |
| Week 21 (2/26/2020) | Shenanigans Caught In a Quagmire vs Miceks Jerry |
| Week 22 (3/4/2020) | Westbrook Lounge Lizards vs Shenanigans Caught In a Quagmire |
| Week 22 (3/4/2020) | American Legion 1 vs Miceks 2 |
| Week 22 (3/4/2020) | BT's Corner Bank vs BT's High Rollers |
| Week 22 (3/4/2020) | Miceks Jerry vs Maximus Max Pool |
| Week 22 (3/4/2020) | Shenanigans Snaginanehs vs Eagles 8 Ball Shooters |
| Week 23 (3/11/2020) | Eagles 8 Ball Shooters vs American Legion 1 |
| Week 23 (3/11/2020) | Maximus Max Pool vs Westbrook Lounge Lizards |
| Week 23 (3/11/2020) | BT's High Rollers vs Miceks Jerry |
| Week 23 (3/11/2020) | Miceks 2 vs BT's Corner Bank |
| Week 23 (3/11/2020) | Shenanigans Caught In a Quagmire vs Shenanigans Snaginanehs |
| Week 24 (3/18/2020) | Westbrook Lounge Lizards vs BT's High Rollers |
| Week 24 (3/18/2020) | American Legion 1 vs Shenanigans Caught In a Quagmire |
| Week 24 (3/18/2020) | BT's Corner Bank vs Miceks Jerry |
| Week 24 (3/18/2020) | Miceks 2 vs Eagles 8 Ball Shooters |
| Week 24 (3/18/2020) | Shenanigans Snaginanehs vs Maximus Max Pool |
| Week 25 (3/25/2020) | Eagles 8 Ball Shooters vs BT's Corner Bank |
| Week 25 (3/25/2020) | Maximus Max Pool vs American Legion 1 |
| Week 25 (3/25/2020) | BT's High Rollers vs Shenanigans Snaginanehs |
| Week 25 (3/25/2020) | Miceks Jerry vs Westbrook Lounge Lizards |
| Week 25 (3/25/2020) | Shenanigans Caught In a Quagmire vs Miceks 2 |
| Week 26 (4/1/2020) | Eagles 8 Ball Shooters vs Shenanigans Caught In a Quagmire |
| Week 26 (4/1/2020) | American Legion 1 vs BT's High Rollers |
| Week 26 (4/1/2020) | BT's Corner Bank vs Westbrook Lounge Lizards |
| Week 26 (4/1/2020) | Miceks 2 vs Maximus Max Pool |
| Week 26 (4/1/2020) | Shenanigans Snaginanehs vs Miceks Jerry |
| Week 27 (4/8/2020) | Westbrook Lounge Lizards vs Shenanigans Snaginanehs |
| Week 27 (4/8/2020) | Maximus Max Pool vs Eagles 8 Ball Shooters |
| Week 27 (4/8/2020) | BT's High Rollers vs Miceks 2 |
| Week 27 (4/8/2020) | Miceks Jerry vs American Legion 1 |
| Week 27 (4/8/2020) | Shenanigans Caught In a Quagmire vs BT's Corner Bank |