| 04/14/2025 | 01 Gators DLL | 05 Diamonds MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 04/15/2025 | 04 ZHT Inc HLL | 06 Phillies MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 04/16/2025 | 03 Moto Solutions HLL | 05 Diamonds MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 04/17/2025 | 03 Moto Solutions HLL | 04 ZHT Inc HLL | 7:00PM - 9:00PM | Harrington Little League / Harrington Senior Softball | Rescheduled |
| 04/26/2025 | 01 Gators DLL | 02 Frederica Pizza FLL | 4:30PM - 6:30PM | Felton Little League / Felton Senior Softball | |
| 04/28/2025 | 02 Frederica Pizza FLL | 05 Diamonds MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 04/29/2025 | 03 Moto Solutions HLL | 06 Phillies MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 04/29/2025 | 04 ZHT Inc HLL | 01 Gators DLL | 7:00PM - 9:00PM | Dover Little League / Dover Major Softball | |
| 04/30/2025 | 05 Diamonds MLL | 06 Phillies MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | Rescheduled |
| 05/01/2025 | 01 Gators DLL | 06 Phillies MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 05/02/2025 | 03 Moto Solutions HLL | 02 Frederica Pizza FLL | 6:00PM - 8:00PM | Felton Little League / Felton Senior Softball | |
| 05/02/2025 | 05 Diamonds MLL | 04 ZHT Inc HLL | 8:00PM - 10:00PM | Harrington Little League / Harrington Senior Softball | |
| 05/05/2025 | 06 Phillies MLL | 05 Diamonds MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 05/05/2025 | 03 Moto Solutions HLL | 01 Gators DLL | 7:00PM - 9:00PM | Dover Little League / Dover Major Softball | |
| 05/06/2025 | 04 ZHT Inc HLL | 02 Frederica Pizza FLL | 7:00PM - 9:00PM | Felton Little League / Felton Senior Softball | |
| 05/07/2025 | 05 Diamonds MLL | 01 Gators DLL | 7:00PM - 9:00PM | Dover Little League / Dover Major Softball | |
| 05/09/2025 | 06 Phillies MLL | 02 Frederica Pizza FLL | 6:00PM - 8:00PM | Felton Little League / Felton Senior Softball | Postponed |
| 05/09/2025 | 04 ZHT Inc HLL | 03 Moto Solutions HLL | 7:00PM - 9:00PM | Harrington Little League / Harrington Senior Softball | |
| 05/12/2025 | 05 Diamonds MLL | 02 Frederica Pizza FLL | 7:00PM - 9:00PM | Felton Little League / Felton Senior Baseball | |
| 05/12/2025 | 01 Gators DLL | 04 ZHT Inc HLL | 7:00PM - 9:00PM | Harrington Little League / Harrington Senior Softball | |
| 05/12/2025 | 03 Moto Solutions HLL | 06 Phillies MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 05/14/2025 | 03 Moto Solutions HLL | 05 Diamonds MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 05/19/2025 | 05 Diamonds MLL | 04 ZHT Inc HLL | 6:00PM - 8:00PM | Harrington Little League / Harrington Senior Softball | |
| 05/20/2025 | 01 Gators DLL | 02 Frederica Pizza FLL | 6:00PM - 8:00PM | Felton Little League / Felton Senior Softball | |
| 05/20/2025 | 06 Phillies MLL | 03 Moto Solutions HLL | 7:00PM - 9:00PM | Harrington Little League / Harrington Senior Softball | |
| 05/21/2025 | 02 Frederica Pizza FLL | 03 Moto Solutions HLL | 6:00PM - 8:00PM | Harrington Little League / Harrington Senior Softball | Postponed |
| 05/27/2025 | 01 Gators DLL | 04 ZHT Inc HLL | 6:00PM - 8:00PM | Harrington Little League / Harrington Senior Softball | |
| 05/27/2025 | 02 Frederica Pizza FLL | 06 Phillies MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 05/28/2025 | 05 Diamonds MLL | 03 Moto Solutions HLL | 7:00PM - 9:00PM | Harrington Little League / Harrington Major Softball | Postponed |
| 05/29/2025 | 02 Frederica Pizza FLL | 04 ZHT Inc HLL | 7:00PM - 9:00PM | Harrington Little League / Harrington Senior Softball | |
| 05/30/2025 | 01 Gators DLL | 03 Moto Solutions HLL | 6:00PM - 8:00PM | Harrington Little League / Harrington Senior Softball | |
| 05/30/2025 | 04 ZHT Inc HLL | 05 Diamonds MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 06/02/2025 | 05 Diamonds MLL | 02 Frederica Pizza FLL | 7:00PM - 9:00PM | Felton Little League / Felton Senior Softball | |
| 06/03/2025 | 01 Gators DLL | 04 ZHT Inc HLL | 6:00PM - 8:00PM | Harrington Little League / Harrington Senior Softball | |
| 06/03/2025 | 06 Phillies MLL | 03 Moto Solutions HLL | 8:00PM - 10:00PM | Harrington Little League / Harrington Senior Softball | |
| 06/04/2025 | 06 Phillies MLL | 04 ZHT Inc HLL | 6:00PM - 8:00PM | Harrington Little League / Harrington Senior Softball | Postponed |
| 06/04/2025 | 02 Frederica Pizza FLL | 01 Gators DLL | 7:00PM - 9:00PM | Dover Little League / Dover Major Softball | Rescheduled |
| 06/05/2025 | 01 Gators DLL | 06 Phillies MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 06/06/2025 | 05 Diamonds MLL | 04 ZHT Inc HLL | 7:00PM - 9:00PM | Harrington Little League / Harrington Senior Softball | |
| 06/06/2025 | 03 Moto Solutions HLL | 02 Frederica Pizza FLL | 7:00PM - 9:00PM | Felton Little League / Felton Senior Softball | |
| 06/09/2025 | 02 Frederica Pizza FLL | 06 Phillies MLL | 7:00PM - 9:00PM | Milford Little League / Milford Major Softball | |
| 06/10/2025 | 06 Phillies MLL | 01 Gators DLL | 7:00PM - 9:00PM | Dover Little League / Dover Senior Softball | Rescheduled |