| Week 1 (6/5/2023) | Main Street Tavern Mayhem Machine vs Main Street Tavern Polito |
| Week 1 (6/5/2023) | Main Street Tavern I Touched It vs Dusty's Lounge Cheese Burglars |
| Week 1 (6/5/2023) | Main Street Tavern Fire Breathing Rubber Duckies vs The Pool Room Witches & Warlocks |
| Week 1 (6/5/2023) | The Pool Room Grinding On The Felt vs Main Street Tavern Salanitro |
| Week 2 (6/12/2023) | The Pool Room Witches & Warlocks vs The Pool Room Grinding On The Felt @ Main Street Tavern |
| Week 2 (6/12/2023) | Main Street Tavern I Touched It vs Dusty's Lounge Captain Kale & The Seafaring 4 |
| Week 2 (6/12/2023) | Main Street Tavern Fire Breathing Rubber Duckies vs Main Street Tavern Mayhem Machine |
| Week 2 (6/12/2023) | Dusty's Lounge Cheese Burglars vs Main Street Tavern Polito |
| Week 3 (6/19/2023) | The Pool Room Witches & Warlocks vs Main Street Tavern I Touched It |
| Week 3 (6/19/2023) | Main Street Tavern Polito vs Main Street Tavern Salanitro |
| Week 3 (6/19/2023) | Main Street Tavern Fire Breathing Rubber Duckies vs Dusty's Lounge Captain Kale & The Seafaring 4 |
| Week 3 (6/19/2023) | Dusty's Lounge Cheese Burglars vs The Pool Room Grinding On The Felt |
| Week 4 (6/26/2023) | Main Street Tavern Mayhem Machine vs The Pool Room Grinding On The Felt |
| Week 4 (6/26/2023) | Main Street Tavern Polito vs Dusty's Lounge Captain Kale & The Seafaring 4 |
| Week 4 (6/26/2023) | Main Street Tavern Salanitro vs Main Street Tavern I Touched It |
| Week 4 (6/26/2023) | Dusty's Lounge Cheese Burglars vs Main Street Tavern Fire Breathing Rubber Duckies |
| Week 5 (7/3/2023) | Main Street Tavern Mayhem Machine vs The Pool Room Witches & Warlocks |
| Week 5 (7/3/2023) | Main Street Tavern I Touched It vs Main Street Tavern Polito |
| Week 5 (7/3/2023) | Main Street Tavern Salanitro vs Main Street Tavern Fire Breathing Rubber Duckies |
| Week 5 (7/3/2023) | Dusty's Lounge Captain Kale & The Seafaring 4 vs Dusty's Lounge Cheese Burglars |
| Week 6 (7/10/2023) | Main Street Tavern Mayhem Machine vs Main Street Tavern I Touched It |
| Week 6 (7/10/2023) | Main Street Tavern Salanitro vs Dusty's Lounge Cheese Burglars |
| Week 6 (7/10/2023) | Dusty's Lounge Captain Kale & The Seafaring 4 vs The Pool Room Witches & Warlocks |
| Week 6 (7/10/2023) | The Pool Room Grinding On The Felt vs Main Street Tavern Fire Breathing Rubber Duckies |
| Week 7 (7/17/2023) | The Pool Room Witches & Warlocks vs Main Street Tavern Polito |
| Week 7 (7/17/2023) | Main Street Tavern I Touched It vs The Pool Room Grinding On The Felt |
| Week 7 (7/17/2023) | Main Street Tavern Salanitro vs Dusty's Lounge Captain Kale & The Seafaring 4 |
| Week 7 (7/17/2023) | Dusty's Lounge Cheese Burglars vs Main Street Tavern Mayhem Machine |
| Week 8 (7/24/2023) | Main Street Tavern Mayhem Machine vs Main Street Tavern Salanitro |
| Week 8 (7/24/2023) | Main Street Tavern Fire Breathing Rubber Duckies vs Main Street Tavern Polito |
| Week 8 (7/24/2023) | Dusty's Lounge Cheese Burglars vs The Pool Room Witches & Warlocks |
| Week 8 (7/24/2023) | The Pool Room Grinding On The Felt vs Dusty's Lounge Captain Kale & The Seafaring 4 |
| Week 9 (7/31/2023) | The Pool Room Witches & Warlocks vs Main Street Tavern Salanitro |
| Week 9 (7/31/2023) | Main Street Tavern Polito vs The Pool Room Grinding On The Felt |
| Week 9 (7/31/2023) | Main Street Tavern Fire Breathing Rubber Duckies vs Main Street Tavern I Touched It |
| Week 9 (7/31/2023) | Dusty's Lounge Captain Kale & The Seafaring 4 vs Main Street Tavern Mayhem Machine |
| Week 10 (8/7/2023) | Main Street Tavern Mayhem Machine vs Main Street Tavern Polito |
| Week 10 (8/7/2023) | Main Street Tavern I Touched It vs Dusty's Lounge Cheese Burglars |
| Week 10 (8/7/2023) | Main Street Tavern Fire Breathing Rubber Duckies vs The Pool Room Witches & Warlocks |
| Week 10 (8/7/2023) | The Pool Room Grinding On The Felt vs Main Street Tavern Salanitro |
| Week 11 (8/14/2023) | The Pool Room Witches & Warlocks vs The Pool Room Grinding On The Felt |
| Week 11 (8/14/2023) | Main Street Tavern I Touched It vs Dusty's Lounge Captain Kale & The Seafaring 4 |
| Week 11 (8/14/2023) | Main Street Tavern Fire Breathing Rubber Duckies vs Main Street Tavern Mayhem Machine |
| Week 11 (8/14/2023) | Dusty's Lounge Cheese Burglars vs Main Street Tavern Polito |
| Week 12 (8/21/2023) | The Pool Room Witches & Warlocks vs Main Street Tavern I Touched It |
| Week 12 (8/21/2023) | Main Street Tavern Polito vs Main Street Tavern Salanitro |
| Week 12 (8/21/2023) | Main Street Tavern Fire Breathing Rubber Duckies vs Dusty's Lounge Captain Kale & The Seafaring 4 |
| Week 12 (8/21/2023) | Dusty's Lounge Cheese Burglars vs The Pool Room Grinding On The Felt |
| Week 13 (8/28/2023) | Main Street Tavern Mayhem Machine vs The Pool Room Grinding On The Felt |
| Week 13 (8/28/2023) | Main Street Tavern Polito vs Dusty's Lounge Captain Kale & The Seafaring 4 |
| Week 13 (8/28/2023) | Main Street Tavern Salanitro vs Main Street Tavern I Touched It |
| Week 13 (8/28/2023) | Dusty's Lounge Cheese Burglars vs Main Street Tavern Fire Breathing Rubber Duckies |
| Week 14 (9/4/2023) | Main Street Tavern Mayhem Machine vs The Pool Room Witches & Warlocks |
| Week 14 (9/4/2023) | Main Street Tavern I Touched It vs Main Street Tavern Polito |
| Week 14 (9/4/2023) | Main Street Tavern Salanitro vs Main Street Tavern Fire Breathing Rubber Duckies |
| Week 14 (9/4/2023) | Dusty's Lounge Captain Kale & The Seafaring 4 vs Dusty's Lounge Cheese Burglars |