| Week 1 (9/17/2020) | Braska Bar Party Crashers vs Hollywood Bowl/Legends TBS |
| Week 1 (9/17/2020) | Risky's Doctors vs Kelli's Pub All Stars |
| Week 1 (9/17/2020) | CJ's Klowns vs Rosie's South Chalk Is Cheap |
| Week 1 (9/17/2020) | Gray's Keg Warriors vs Big 10 8 Ball Junkies |
| Week 2 (9/24/2020) | Hollywood Bowl/Legends TBS vs CJ's Klowns @ Watering Hole East |
| Week 2 (9/24/2020) | Kelli's Pub All Stars vs Braska Bar Party Crashers |
| Week 2 (9/24/2020) | Rosie's South Chalk Is Cheap vs Gray's Keg Warriors |
| Week 2 (9/24/2020) | Big 10 8 Ball Junkies vs Risky's Doctors |
| Week 3 (10/1/2020) | Braska Bar Party Crashers vs Rosie's South Chalk Is Cheap |
| Week 3 (10/1/2020) | Risky's Doctors vs Hollywood Bowl/Legends TBS |
| Week 3 (10/1/2020) | CJ's Klowns vs Big 10 8 Ball Junkies |
| Week 3 (10/1/2020) | Gray's Keg Warriors vs Kelli's Pub All Stars |
| Week 4 (10/8/2020) | Hollywood Bowl/Legends TBS vs Gray's Keg Warriors @ Watering Hole East |
| Week 4 (10/8/2020) | Kelli's Pub All Stars vs CJ's Klowns |
| Week 4 (10/8/2020) | Rosie's South Chalk Is Cheap vs Risky's Doctors |
| Week 4 (10/8/2020) | Big 10 8 Ball Junkies vs Braska Bar Party Crashers |
| Week 5 (10/15/2020) | Braska Bar Party Crashers vs Risky's Doctors |
| Week 5 (10/15/2020) | Hollywood Bowl/Legends TBS vs Kelli's Pub All Stars @ Watering Hole East |
| Week 5 (10/15/2020) | CJ's Klowns vs Gray's Keg Warriors |
| Week 5 (10/15/2020) | Rosie's South Chalk Is Cheap vs Big 10 8 Ball Junkies |
| Week 6 (10/22/2020) | Risky's Doctors vs CJ's Klowns |
| Week 6 (10/22/2020) | Kelli's Pub All Stars vs Rosie's South Chalk Is Cheap |
| Week 6 (10/22/2020) | Gray's Keg Warriors vs Braska Bar Party Crashers |
| Week 6 (10/22/2020) | Big 10 8 Ball Junkies vs Hollywood Bowl/Legends TBS |
| Week 7 (10/29/2020) | Braska Bar Party Crashers vs CJ's Klowns |
| Week 7 (10/29/2020) | Hollywood Bowl/Legends TBS vs Rosie's South Chalk Is Cheap @ Watering Hole East |
| Week 7 (10/29/2020) | Risky's Doctors vs Gray's Keg Warriors |
| Week 7 (10/29/2020) | Kelli's Pub All Stars vs Big 10 8 Ball Junkies |
| Week 8 (11/5/2020) | Hollywood Bowl/Legends TBS vs Braska Bar Party Crashers @ Watering Hole East |
| Week 8 (11/5/2020) | Kelli's Pub All Stars vs Risky's Doctors |
| Week 8 (11/5/2020) | Rosie's South Chalk Is Cheap vs CJ's Klowns |
| Week 8 (11/5/2020) | Big 10 8 Ball Junkies vs Gray's Keg Warriors |
| Week 9 (11/12/2020) | Braska Bar Party Crashers vs Kelli's Pub All Stars |
| Week 9 (11/12/2020) | Risky's Doctors vs Big 10 8 Ball Junkies |
| Week 9 (11/12/2020) | CJ's Klowns vs Hollywood Bowl/Legends TBS |
| Week 9 (11/12/2020) | Gray's Keg Warriors vs Rosie's South Chalk Is Cheap |
| Week 10 (11/19/2020) | Hollywood Bowl/Legends TBS vs Risky's Doctors @ Watering Hole East |
| Week 10 (11/19/2020) | Kelli's Pub All Stars vs Gray's Keg Warriors |
| Week 10 (11/19/2020) | Rosie's South Chalk Is Cheap vs Braska Bar Party Crashers |
| Week 10 (11/19/2020) | Big 10 8 Ball Junkies vs CJ's Klowns |
| Week of 11/26/2020 | No Leagues - Happy Thanksgiving! |
| Week of 12/3/2020 | No Leagues - COVID DHMs |
| Week of 12/10/2020 | No Leagues - COVID DHMs |
| Week of 12/17/2020 | No Leagues - COVID DHMs |
| Week of 12/24/2020 | No Leagues - Merry Christmas! |
| Week of 12/31/2020 | No Leagues - Happy New Year! |
| Week 11 (1/7/2021) | Braska Bar Party Crashers vs Gray's Keg Warriors |
| Week 11 (1/7/2021) | Hollywood Bowl/Legends TBS vs Big 10 8 Ball Junkies @ Watering Hole East |
| Week 11 (1/7/2021) | CJ's Klowns vs Risky's Doctors |
| Week 11 (1/7/2021) | Rosie's South Chalk Is Cheap vs Kelli's Pub All Stars |
| Week 12 (1/14/2021) | CJ's Klowns vs Braska Bar Party Crashers |
| Week 12 (1/14/2021) | Rosie's South Chalk Is Cheap vs Hollywood Bowl/Legends TBS |
| Week 12 (1/14/2021) | Gray's Keg Warriors vs Risky's Doctors |
| Week 12 (1/14/2021) | Big 10 8 Ball Junkies vs Kelli's Pub All Stars |
| Week 13 (1/21/2021) | Braska Bar Party Crashers vs Hollywood Bowl/Legends TBS |
| Week 13 (1/21/2021) | Risky's Doctors vs Kelli's Pub All Stars |
| Week 13 (1/21/2021) | CJ's Klowns vs Rosie's South Chalk Is Cheap |
| Week 13 (1/21/2021) | Gray's Keg Warriors vs Big 10 8 Ball Junkies |
| Week 14 (1/28/2021) | Hollywood Bowl/Legends TBS vs CJ's Klowns |
| Week 14 (1/28/2021) | Kelli's Pub All Stars vs Braska Bar Party Crashers |
| Week 14 (1/28/2021) | Rosie's South Chalk Is Cheap vs Gray's Keg Warriors |
| Week 14 (1/28/2021) | Big 10 8 Ball Junkies vs Risky's Doctors |
| Week 15 (2/4/2021) | Braska Bar Party Crashers vs Rosie's South Chalk Is Cheap |
| Week 15 (2/4/2021) | Risky's Doctors vs Hollywood Bowl/Legends TBS |
| Week 15 (2/4/2021) | CJ's Klowns vs Big 10 8 Ball Junkies |
| Week 15 (2/4/2021) | Gray's Keg Warriors vs Kelli's Pub All Stars |
| Week 16 (2/11/2021) | Hollywood Bowl/Legends TBS vs Gray's Keg Warriors |
| Week 16 (2/11/2021) | Kelli's Pub All Stars vs CJ's Klowns |
| Week 16 (2/11/2021) | Rosie's South Chalk Is Cheap vs Risky's Doctors |
| Week 16 (2/11/2021) | Big 10 8 Ball Junkies vs Braska Bar Party Crashers |
| Week 17 (2/18/2021) | Braska Bar Party Crashers vs Risky's Doctors |
| Week 17 (2/18/2021) | Hollywood Bowl/Legends TBS vs Kelli's Pub All Stars |
| Week 17 (2/18/2021) | CJ's Klowns vs Gray's Keg Warriors |
| Week 17 (2/18/2021) | Rosie's South Chalk Is Cheap vs Big 10 8 Ball Junkies |
| Week 18 (2/25/2021) | Risky's Doctors vs CJ's Klowns |
| Week 18 (2/25/2021) | Kelli's Pub All Stars vs Rosie's South Chalk Is Cheap |
| Week 18 (2/25/2021) | Gray's Keg Warriors vs Braska Bar Party Crashers |
| Week 18 (2/25/2021) | Big 10 8 Ball Junkies vs Hollywood Bowl/Legends TBS |
| Week 19 (3/4/2021) | Braska Bar Party Crashers vs CJ's Klowns |
| Week 19 (3/4/2021) | Hollywood Bowl/Legends TBS vs Rosie's South Chalk Is Cheap |
| Week 19 (3/4/2021) | Risky's Doctors vs Gray's Keg Warriors |
| Week 19 (3/4/2021) | Kelli's Pub All Stars vs Big 10 8 Ball Junkies |