| 04/22/2023 | Residences at Main Rockies 5T | Elevate PT Cubs 5T | 2:00PM - 3:00PM | Island Brook / Field 2 | |
| 04/22/2023 | B&G Piping Co. Reds 5T | Trumbull Police Union Giants 5T | 3:00PM - 4:00PM | Island Brook / Field 2 | |
| 04/22/2023 | Rural Fuels Pirates 5T | Ring's End Brewers 5T | 4:00PM - 5:00PM | Island Brook / Field 2 | |
| 04/29/2023 | Ring's End Brewers 5T | Residences at Main Rockies 5T | 2:00PM - 3:00PM | Island Brook / Field 2 | Postponed |
| 04/29/2023 | Rural Fuels Pirates 5T | Trumbull Police Union Giants 5T | 3:00PM - 4:00PM | Island Brook / Field 2 | Postponed |
| 04/29/2023 | Elevate PT Cubs 5T | B&G Piping Co. Reds 5T | 4:00PM - 5:00PM | Island Brook / Field 4 | Postponed |
| 05/01/2023 | Residences at Main Rockies 5T | Elevate PT Cubs 5T | 5:30PM - 6:30PM | Island Brook / Field 2 | Rescheduled |
| 05/01/2023 | Rural Fuels Pirates 5T | Ring's End Brewers 5T | 5:30PM - 6:30PM | Island Brook / Field 3 | |
| 05/01/2023 | B&G Piping Co. Reds 5T | Trumbull Police Union Giants 5T | 6:30PM - 7:30PM | Island Brook / Field 2 | Rescheduled |
| 05/06/2023 | Elevate PT Cubs 5T | Trumbull Police Union Giants 5T | 2:00PM - 3:00PM | Island Brook / Field 2 | |
| 05/06/2023 | Rural Fuels Pirates 5T | Residences at Main Rockies 5T | 3:00PM - 4:00PM | Island Brook / Field 2 | |
| 05/06/2023 | B&G Piping Co. Reds 5T | Ring's End Brewers 5T | 4:00PM - 5:00PM | Island Brook / Field 3 | |
| 05/08/2023 | Trumbull Police Union Giants 5T | Ring's End Brewers 5T | 5:45PM - 6:45PM | Island Brook / Field 4 | |
| 05/10/2023 | Rural Fuels Pirates 5T | Elevate PT Cubs 5T | 6:30PM - 7:30PM | Island Brook / Field 3 | |
| 05/13/2023 | Rural Fuels Pirates 5T | B&G Piping Co. Reds 5T | 2:00PM - 3:00PM | Island Brook / Field 2 | |
| 05/13/2023 | Residences at Main Rockies 5T | Ring's End Brewers 5T | 3:00PM - 4:00PM | Island Brook / Field 2 | |
| 05/13/2023 | Trumbull Police Union Giants 5T | Elevate PT Cubs 5T | 4:00PM - 5:00PM | Island Brook / Field 3 | |
| 05/15/2023 | B&G Piping Co. Reds 5T | Residences at Main Rockies 5T | 5:30PM - 6:30PM | Island Brook / Field 1 | |
| 05/15/2023 | Trumbull Police Union Giants 5T | Rural Fuels Pirates 5T | 5:30PM - 6:30PM | Island Brook / Field 4 | |
| 05/15/2023 | Elevate PT Cubs 5T | Ring's End Brewers 5T | 6:30PM - 7:30PM | Island Brook / Field 1 | |
| 05/17/2023 | Residences at Main Rockies 5T | B&G Piping Co. Reds 5T | 6:30PM - 7:30PM | Island Brook / Field 1 | Rescheduled |
| 05/20/2023 | Elevate PT Cubs 5T | Rural Fuels Pirates 5T | 2:00PM - 3:00PM | Island Brook / Field 2 | Canceled |
| 05/20/2023 | Trumbull Police Union Giants 5T | Residences at Main Rockies 5T | 3:00PM - 4:00PM | Island Brook / Field 2 | Canceled |
| 05/20/2023 | Ring's End Brewers 5T | B&G Piping Co. Reds 5T | 4:00PM - 5:00PM | Island Brook / Field 3 | Canceled |
| 05/22/2023 | Residences at Main Rockies 5T | Rural Fuels Pirates 5T | 5:30PM - 6:30PM | Island Brook / Field 1 | |
| 05/22/2023 | Ring's End Brewers 5T | Trumbull Police Union Giants 5T | 5:30PM - 6:30PM | Island Brook / Field 2 | |
| 05/24/2023 | Elevate PT Cubs 5T | B&G Piping Co. Reds 5T | 5:30PM - 6:30PM | Island Brook / Field 2 | |
| 05/27/2023 | Elevate PT Cubs 5T | Residences at Main Rockies 5T | 11:15AM - 12:15PM | Unity Park / Field 2 | |
| 05/27/2023 | Trumbull Police Union Giants 5T | B&G Piping Co. Reds 5T | 12:30PM - 1:30PM | Unity Park / Field 2 | |
| 05/27/2023 | Ring's End Brewers 5T | Rural Fuels Pirates 5T | 12:30PM - 1:30PM | Unity Park / Field 3 | |
| 05/31/2023 | Trumbull Police Union Giants 5T | Ring's End Brewers 5T | 5:30PM - 6:30PM | Island Brook / Field 1 | |
| 05/31/2023 | Elevate PT Cubs 5T | Rural Fuels Pirates 5T | 5:30PM - 6:30PM | Island Brook / Field 4 | |
| 05/31/2023 | Residences at Main Rockies 5T | B&G Piping Co. Reds 5T | 6:30PM - 7:30PM | Island Brook / Field 1 | |
| 06/03/2023 | B&G Piping Co. Reds 5T | Rural Fuels Pirates 5T | 2:00PM - 3:00PM | Island Brook / Field 2 | |
| 06/03/2023 | Ring's End Brewers 5T | Elevate PT Cubs 5T | 3:00PM - 4:00PM | Island Brook / Field 2 | |
| 06/03/2023 | Residences at Main Rockies 5T | Trumbull Police Union Giants 5T | 4:00PM - 5:00PM | Island Brook / Field 3 | |
| 06/05/2023 | B&G Piping Co. Reds 5T | Elevate PT Cubs 5T | 5:30PM - 6:30PM | Island Brook / Field 3 | |
| 06/05/2023 | Ring's End Brewers 5T | Residences at Main Rockies 5T | 5:30PM - 6:30PM | Island Brook / Field 4 | |
| 06/05/2023 | Trumbull Police Union Giants 5T | Rural Fuels Pirates 5T | 6:30PM - 7:30PM | Island Brook / Field 4 | |
| 06/10/2023 | B&G Piping Co. Reds 5T | Trumbull Police Union Giants 5T | 3:00PM - 4:00PM | Island Brook / Field 4 | |
| 06/10/2023 | Ring's End Brewers 5T | Elevate PT Cubs 5T | 4:00PM - 5:00PM | Island Brook / Field 3 | |
| 06/10/2023 | Rural Fuels Pirates 5T | Residences at Main Rockies 5T | 4:00PM - 5:00PM | Island Brook / Field 4 | |