| 09/11/2023 | Bisons Single A - Lewis | Party Animals Single A - Hamric | 5:30PM - 7:00PM | Winter Garden Little League / 1 |
| 09/11/2023 | Tarpons Single A - Colina | Trash Pandas Single A - Napier | 5:30PM - 7:00PM | Winter Garden Little League / 2 |
| 09/14/2023 | Mighty Mussels Single A - Sams | Tarpons Single A - Colina | 5:30PM - 7:00PM | Winter Garden Little League / 3 |
| 09/18/2023 | Trash Pandas Single A - Napier | Bisons Single A - Lewis | 5:30PM - 7:00PM | Winter Garden Little League / 1 |
| 09/18/2023 | Party Animals Single A - Hamric | Tarpons Single A - Colina | 5:30PM - 7:00PM | Winter Garden Little League / 2 |
| 09/21/2023 | Bisons Single A - Lewis | Mighty Mussels Single A - Sams | 5:30PM - 7:00PM | Winter Garden Little League / 3 |
| 09/25/2023 | Party Animals Single A - Hamric | Mighty Mussels Single A - Sams | 5:30PM - 7:00PM | Winter Garden Little League / 1 |
| 09/25/2023 | Tarpons Single A - Colina | Bisons Single A - Lewis | 5:30PM - 7:00PM | Winter Garden Little League / 2 |
| 09/28/2023 | Mighty Mussels Single A - Sams | Trash Pandas Single A - Napier | 5:30PM - 7:00PM | Winter Garden Little League / 3 |
| 10/02/2023 | Tarpons Single A - Colina | Party Animals Single A - Hamric | 5:30PM - 7:00PM | Winter Garden Little League / 1 |
| 10/02/2023 | Mighty Mussels Single A - Sams | Bisons Single A - Lewis | 5:30PM - 7:00PM | Winter Garden Little League / 2 |
| 10/05/2023 | Trash Pandas Single A - Napier | Party Animals Single A - Hamric | 5:30PM - 7:00PM | Winter Garden Little League / 3 |
| 10/09/2023 | Trash Pandas Single A - Napier | Bisons Single A - Lewis | 5:30PM - 7:00PM | Winter Garden Little League / 1 |
| 10/09/2023 | Tarpons Single A - Colina | Mighty Mussels Single A - Sams | 5:30PM - 7:00PM | Winter Garden Little League / 2 |
| 10/12/2023 | Mighty Mussels Single A - Sams | Party Animals Single A - Hamric | 5:30PM - 7:00PM | Winter Garden Little League / 3 |
| 10/16/2023 | Tarpons Single A - Colina | Trash Pandas Single A - Napier | 5:30PM - 7:00PM | Winter Garden Little League / 1 |
| 10/16/2023 | Party Animals Single A - Hamric | Bisons Single A - Lewis | 5:30PM - 7:00PM | Winter Garden Little League / 2 |
| 10/23/2023 | Party Animals Single A - Hamric | Mighty Mussels Single A - Sams | 5:30PM - 7:00PM | Winter Garden Little League / 1 |
| 10/23/2023 | Bisons Single A - Lewis | Trash Pandas Single A - Napier | 5:30PM - 7:00PM | Winter Garden Little League / 2 |
| 10/30/2023 | Party Animals Single A - Hamric | Trash Pandas Single A - Napier | 5:30PM - 7:00PM | Winter Garden Little League / 1 |
| 10/30/2023 | Mighty Mussels Single A - Sams | Tarpons Single A - Colina | 5:30PM - 7:00PM | Winter Garden Little League / 2 |
| 11/06/2023 | Trash Pandas Single A - Napier | Tarpons Single A - Colina | 5:30PM - 7:00PM | Winter Garden Little League / 1 |
| 11/06/2023 | Bisons Single A - Lewis | Party Animals Single A - Hamric | 5:30PM - 7:00PM | Winter Garden Little League / 2 |
| 11/09/2023 | Trash Pandas Single A - Napier | Mighty Mussels Single A - Sams | 5:30PM - 7:00PM | Winter Garden Little League / 3 |
| 11/13/2023 | Bisons Single A - Lewis | Tarpons Single A - Colina | 5:30PM - 7:00PM | Winter Garden Little League / 1 |