| Date | Activity | Comments |
| Jan 5 | Indoor Coaches Meeting | |
| Jan 9 | Indoor Starts | |
| Jan 9 | High Sch Indoor 2nd Session Begins | |
| Jan 14 | Board Meeting | |
| Jan 29 | Spring Registration Begins | |
| Feb 11 | Board Meeting | |
| Feb 28 | High Sch Indoor 2nd Session Ends | |
| Mar 1 | Spring Registration Ends | March 8 for late registration |
| Mar 6 | Square up fields | Weather permitting |
| Mar 6 | Indoor Ends | |
| Mar 11 | Board Meeting | |
| Mar 13 | Field Prep Chesland | |
| Mar1 to Mar 16 | Practice Fields Sign up | email sign up, coaches meeting |
| Mar 17 | Spring Coaches Meeting | |
| Mar 20 | Field Prep Chesland | |
| | In-house Coaches Training | |
| Mar 27 | Spring Season Begins | |
| Apr 3 | Chesapeake Cup | |
| Apr 8 | Board Meeting | |
| | High School Season Begins | |
| May 13 | Board Meeting | Election of Directors |
| May 29 | 3v3 Tournament | |
| | Fall Registration Begins | |
| Jun 10 | Board Meeting | Election of Officers |
| Jun 12 | Spring Season Ends | |
| | High School Season Ends | |
| Jul 8 | Board Meeting | |
| Aug 12 | Board Meeting | |
| Sep 9 | Board Meeting | |
| Oct 14 | Board Meeting | |
| Nov 11 | Board Meeting | |
| Nov 21-22 | Fall Blast | |
| Dec 9 | Board Meeting | |