| Week 1 (9/12/2019) | Risky's Doctors vs Madsen's Train Wrecked |
| Week 1 (9/12/2019) | CJ's 8 Ballers vs Kelli's Pub All Stars |
| Week 1 (9/12/2019) | The Pub B&M vs Tam O'Shanter Bhutan Smokers of O' |
| Week 2 (9/19/2019) | Kelli's Pub All Stars vs Risky's Doctors |
| Week 2 (9/19/2019) | Big 10 8 Ball Junkies vs The Pub B&M |
| Week 2 (9/19/2019) | Tam O'Shanter Bhutan Smokers of O' vs CJ's 8 Ballers |
| Week 3 (9/26/2019) | Risky's Doctors vs Big 10 8 Ball Junkies |
| Week 3 (9/26/2019) | CJ's 8 Ballers vs Madsen's Train Wrecked |
| Week 3 (9/26/2019) | The Pub B&M vs Kelli's Pub All Stars |
| Week 4 (10/3/2019) | Madsen's Train Wrecked vs The Pub B&M |
| Week 4 (10/3/2019) | Big 10 8 Ball Junkies vs CJ's 8 Ballers |
| Week 4 (10/3/2019) | Tam O'Shanter Bhutan Smokers of O' vs Risky's Doctors |
| Week 5 (10/10/2019) | Risky's Doctors vs CJ's 8 Ballers |
| Week 5 (10/10/2019) | Madsen's Train Wrecked vs Kelli's Pub All Stars |
| Week 5 (10/10/2019) | Big 10 8 Ball Junkies vs Tam O'Shanter Bhutan Smokers of O' |
| Week 6 (10/17/2019) | Kelli's Pub All Stars vs Big 10 8 Ball Junkies |
| Week 6 (10/17/2019) | The Pub B&M vs Risky's Doctors |
| Week 6 (10/17/2019) | Tam O'Shanter Bhutan Smokers of O' vs Madsen's Train Wrecked |
| Week 7 (10/24/2019) | Madsen's Train Wrecked vs Big 10 8 Ball Junkies |
| Week 7 (10/24/2019) | CJ's 8 Ballers vs The Pub B&M |
| Week 7 (10/24/2019) | Kelli's Pub All Stars vs Tam O'Shanter Bhutan Smokers of O' |
| Week 8 (10/31/2019) | Madsen's Train Wrecked vs Risky's Doctors |
| Week 8 (10/31/2019) | Kelli's Pub All Stars vs CJ's 8 Ballers @ Storm Cellar |
| Week 8 (10/31/2019) | Tam O'Shanter Bhutan Smokers of O' vs The Pub B&M |
| Week 9 (11/7/2019) | Risky's Doctors vs Kelli's Pub All Stars |
| Week 9 (11/7/2019) | CJ's 8 Ballers vs Tam O'Shanter Bhutan Smokers of O' |
| Week 9 (11/7/2019) | The Pub B&M vs Big 10 8 Ball Junkies |
| Week 10 (11/14/2019) | Madsen's Train Wrecked vs CJ's 8 Ballers |
| Week 10 (11/14/2019) | Kelli's Pub All Stars vs The Pub B&M @ Storm Cellar |
| Week 10 (11/14/2019) | Big 10 8 Ball Junkies vs Risky's Doctors |
| Week 11 (11/21/2019) | Kelli's Pub All Stars vs Risky's Doctors @ Madsen's |
| Week 11 (11/21/2019) | The Pub B&M vs CJ's 8 Ballers @ Tam O'Shanter |
| Week 11 (11/21/2019) | Tam O'Shanter Bhutan Smokers of O' vs Madsen's Train Wrecked @ Risky's |
| Week of 11/28/2019 | No Leagues - Happy Thanksgiving! |
| Week 12 (12/5/2019) | Risky's Doctors vs Tam O'Shanter Bhutan Smokers of O' |
| Week 12 (12/5/2019) | CJ's 8 Ballers vs Big 10 8 Ball Junkies |
| Week 12 (12/5/2019) | The Pub B&M vs Madsen's Train Wrecked |
| Week 13 (12/12/2019) | CJ's 8 Ballers vs Risky's Doctors |
| Week 13 (12/12/2019) | Kelli's Pub All Stars vs Madsen's Train Wrecked @ Storm Cellar |
| Week 13 (12/12/2019) | Tam O'Shanter Bhutan Smokers of O' vs Big 10 8 Ball Junkies |
| Week 14 (12/19/2019) | Risky's Doctors vs The Pub B&M |
| Week 14 (12/19/2019) | Madsen's Train Wrecked vs Tam O'Shanter Bhutan Smokers of O' |
| Week 14 (12/19/2019) | Big 10 8 Ball Junkies vs Kelli's Pub All Stars |
| Week of 12/26/2019 | No Leagues - Happy Holidays! |
| Week of 1/2/2020 | No Leagues - Happy New Year! |
| Week 15 (1/9/2020) | Big 10 8 Ball Junkies vs Madsen's Train Wrecked |
| Week 15 (1/9/2020) | The Pub B&M vs CJ's 8 Ballers |
| Week 15 (1/9/2020) | Tam O'Shanter Bhutan Smokers of O' vs Kelli's Pub All Stars |
| Week 16 (1/16/2020) | Risky's Doctors vs Madsen's Train Wrecked |
| Week 16 (1/16/2020) | CJ's 8 Ballers vs Kelli's Pub All Stars |
| Week 16 (1/16/2020) | The Pub B&M vs Tam O'Shanter Bhutan Smokers of O' |
| Week 17 (1/23/2020) | Kelli's Pub All Stars vs Risky's Doctors @ Storm Cellar |
| Week 17 (1/23/2020) | Big 10 8 Ball Junkies vs The Pub B&M |
| Week 17 (1/23/2020) | Tam O'Shanter Bhutan Smokers of O' vs CJ's 8 Ballers |
| Week 18 (1/30/2020) | Risky's Doctors vs Big 10 8 Ball Junkies |
| Week 18 (1/30/2020) | CJ's 8 Ballers vs Madsen's Train Wrecked |
| Week 18 (1/30/2020) | The Pub B&M vs Kelli's Pub All Stars |
| Week 19 (2/6/2020) | Madsen's Train Wrecked vs The Pub B&M |
| Week 19 (2/6/2020) | Big 10 8 Ball Junkies vs CJ's 8 Ballers |
| Week 19 (2/6/2020) | Tam O'Shanter Bhutan Smokers of O' vs Risky's Doctors |
| Week 20 (2/13/2020) | Risky's Doctors vs CJ's 8 Ballers |
| Week 20 (2/13/2020) | Madsen's Train Wrecked vs Kelli's Pub All Stars |
| Week 20 (2/13/2020) | Big 10 8 Ball Junkies vs Tam O'Shanter Bhutan Smokers of O' |
| Week 21 (2/20/2020) | Kelli's Pub All Stars vs Big 10 8 Ball Junkies @ Storm Cellar |
| Week 21 (2/20/2020) | The Pub B&M vs Risky's Doctors |
| Week 21 (2/20/2020) | Tam O'Shanter Bhutan Smokers of O' vs Madsen's Train Wrecked |
| Week 22 (2/27/2020) | Madsen's Train Wrecked vs Big 10 8 Ball Junkies |
| Week 22 (2/27/2020) | CJ's 8 Ballers vs The Pub B&M |
| Week 22 (2/27/2020) | Kelli's Pub All Stars vs Tam O'Shanter Bhutan Smokers of O' @ Storm Cellar |