| 05/08/2023 | SM Brewers | SM Rays | 7:15PM - 9:15PM | South Milwaukee Little League / Field 2 |
| 05/09/2023 | SM Rays | Oak Creek Blue | 5:30PM - 7:15PM | OAK CREEK LITTLE LEAGUE COMPLEX / Field 5 |
| 05/11/2023 | Oak Creek Blue | SM Brewers | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 05/15/2023 | SM Rays | SM Brewers | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 05/16/2023 | SM Brewers | Oak Creek Blue | 5:30PM - 7:15PM | OAK CREEK LITTLE LEAGUE COMPLEX / Field 5 |
| 05/18/2023 | Oak Creek Blue | SM Rays | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 05/22/2023 | SM Brewers | SM Rays | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 05/23/2023 | SM Rays | Oak Creek Blue | 7:15PM - 9:00PM | OAK CREEK LITTLE LEAGUE COMPLEX / Field 5 |
| 05/25/2023 | Oak Creek Blue | SM Brewers | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 05/30/2023 | SM Brewers | Oak Creek Blue | 7:30PM - 9:15PM | OAK CREEK LITTLE LEAGUE COMPLEX / Field 5 |
| 06/01/2023 | Oak Creek Blue | SM Rays | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 06/05/2023 | SM Brewers | SM Rays | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 06/06/2023 | SM Rays | Oak Creek Blue | 7:30PM - 9:15PM | OAK CREEK LITTLE LEAGUE COMPLEX / Field 5 |
| 06/08/2023 | Oak Creek Blue | SM Brewers | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 06/12/2023 | SM Rays | SM Brewers | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 06/13/2023 | SM Brewers | Oak Creek Blue | 7:30PM - 9:15PM | OAK CREEK LITTLE LEAGUE COMPLEX / Field 5 |
| 06/15/2023 | Oak Creek Blue | SM Rays | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 06/19/2023 | SM Brewers | SM Rays | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |
| 06/20/2023 | SM Rays | Oak Creek Blue | 7:30PM - 9:15PM | OAK CREEK LITTLE LEAGUE COMPLEX / Field 5 |
| 06/22/2023 | Oak Creek Blue | SM Brewers | 7:15PM - 9:00PM | South Milwaukee Little League / Field 2 |