| Week 1 (4/6/2023) | Gray's Keg Havin' Fun vs Steve O's The Brat Pack |
| Week 1 (4/6/2023) | Playmaker's Party Crashers vs Playmaker's Old Codgers |
| Week 1 (4/6/2023) | Rosie's Downtown Warriors vs Lil' Risky's Long Sticks |
| Week 2 (4/13/2023) | Playmaker's Old Codgers vs Rosie's Downtown Warriors |
| Week 2 (4/13/2023) | Steve O's The Brat Pack vs Playmaker's Party Crashers |
| Week 2 (4/13/2023) | Lil' Risky's Long Sticks vs Gray's Keg Havin' Fun |
| Week 3 (4/20/2023) | Playmaker's Party Crashers vs Gray's Keg Havin' Fun |
| Week 3 (4/20/2023) | Rosie's Downtown Warriors vs Steve O's The Brat Pack |
| Week 3 (4/20/2023) | Lil' Risky's Long Sticks vs Playmaker's Old Codgers |
| Week of 4/27/2023 | No Leagues - Midwest Pool |
| Week 4 (5/4/2023) | Gray's Keg Havin' Fun vs Playmaker's Old Codgers |
| Week 4 (5/4/2023) | Playmaker's Party Crashers vs Rosie's Downtown Warriors |
| Week 4 (5/4/2023) | Steve O's The Brat Pack vs Lil' Risky's Long Sticks |
| Week 5 (5/11/2023) | Playmaker's Old Codgers vs Steve O's The Brat Pack |
| Week 5 (5/11/2023) | Rosie's Downtown Warriors vs Gray's Keg Havin' Fun |
| Week 5 (5/11/2023) | Lil' Risky's Long Sticks vs Playmaker's Party Crashers |
| Week 6 (5/18/2023) | Playmaker's Old Codgers vs Playmaker's Party Crashers |
| Week 6 (5/18/2023) | Steve O's The Brat Pack vs Gray's Keg Havin' Fun |
| Week 6 (5/18/2023) | Lil' Risky's Long Sticks vs Rosie's Downtown Warriors |
| Week 7 (5/25/2023) | Gray's Keg Havin' Fun vs Lil' Risky's Long Sticks |
| Week 7 (5/25/2023) | Playmaker's Party Crashers vs Steve O's The Brat Pack |
| Week 7 (5/25/2023) | Rosie's Downtown Warriors vs Playmaker's Old Codgers |
| Week 8 (6/1/2023) | Gray's Keg Havin' Fun vs Playmaker's Party Crashers |
| Week 8 (6/1/2023) | Playmaker's Old Codgers vs Lil' Risky's Long Sticks |
| Week 8 (6/1/2023) | Steve O's The Brat Pack vs Rosie's Downtown Warriors |
| Week 9 (6/8/2023) | Playmaker's Old Codgers vs Gray's Keg Havin' Fun |
| Week 9 (6/8/2023) | Rosie's Downtown Warriors vs Playmaker's Party Crashers |
| Week 9 (6/8/2023) | Lil' Risky's Long Sticks vs Steve O's The Brat Pack |
| Week 10 (6/15/2023) | Gray's Keg Havin' Fun vs Rosie's Downtown Warriors |
| Week 10 (6/15/2023) | Playmaker's Party Crashers vs Lil' Risky's Long Sticks |
| Week 10 (6/15/2023) | Steve O's The Brat Pack vs Playmaker's Old Codgers |
| Week 11 (6/22/2023) | Gray's Keg Havin' Fun vs Steve O's The Brat Pack |
| Week 11 (6/22/2023) | Playmaker's Party Crashers vs Playmaker's Old Codgers |
| Week 11 (6/22/2023) | Rosie's Downtown Warriors vs Lil' Risky's Long Sticks |
| Week 12 (6/29/2023) | Playmaker's Old Codgers vs Rosie's Downtown Warriors |
| Week 12 (6/29/2023) | Steve O's The Brat Pack vs Playmaker's Party Crashers |
| Week 12 (6/29/2023) | Lil' Risky's Long Sticks vs Gray's Keg Havin' Fun |