| 04/14/2025 | Elkton 1 | Blue Claw Electric | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 04/15/2025 | A.L. Boulden & Son | Blue Claw Electric | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 04/16/2025 | Turn of the Wrench | Corrigan Insurance | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 04/21/2025 | A.L. Boulden & Son | Blue Claw Electric | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 04/22/2025 | A.L. Boulden & Son | Corrigan Insurance | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 04/23/2025 | Blue Claw Electric | Turn of the Wrench | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 04/26/2025 | Corrigan Insurance | Blue Claw Electric | 4:00PM - 6:00PM | Chesapeake City Little League / Ritter Field |
| 04/27/2025 | Corrigan Insurance | Blue Claw Electric | 7:00PM - 9:00PM | Chesapeake City Little League / Ritter Field |
| 04/28/2025 | Blue Claw Electric | A.L. Boulden & Son | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 04/29/2025 | Corrigan Insurance | Turn of the Wrench | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 05/01/2025 | A.L. Boulden & Son | Corrigan Insurance | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 05/02/2025 | Blue Claw Electric | Turn of the Wrench | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 05/05/2025 | Blue Claw Electric | NE1 | 7:30PM - 9:30PM | North East Little League / Field #1 |
| 05/06/2025 | Corrigan Insurance | Turn of the Wrench | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 05/08/2025 | Blue Claw Electric | Corrigan Insurance | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 05/10/2025 | Corrigan Insurance | NE2 | 1:30PM - 3:30PM | North East Little League / Field #1 |
| 05/10/2025 | Blue Claw Electric | A.L. Boulden & Son | 4:00PM - 6:00PM | Chesapeake City Little League / Ritter Field |
| 05/12/2025 | Turn of the Wrench | Blue Claw Electric | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 05/13/2025 | Corrigan Insurance | A.L. Boulden & Son | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 05/15/2025 | Corrigan Insurance | ELKTON | 7:30PM - 9:30PM | Elkton Little League / Field #1 |
| 05/17/2025 | Corrigan Insurance | Blue Claw Electric | 7:00PM - 9:00PM | Chesapeake City Little League / Ritter Field |
| 05/19/2025 | Blue Claw Electric | Elkton 2 | 7:30PM - 9:30PM | Elkton Little League / Field #1 |
| 05/20/2025 | Turn of the Wrench | Corrigan Insurance | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |
| 05/22/2025 | ELKTON 4 | Corrigan Insurance | 7:30PM - 9:30PM | Chesapeake City Little League / Ritter Field |