| Date | Activity | Comments |
| Feb 1 | Spring Registration Begins | |
| Feb 9 | Board Meeting | County Building, PV Room |
| Feb 25 | Spring Registration Ends | $15 late fee per player after this date |
| Feb 25 | Collect Used Equipment at Cecil Arena | |
| Feb 26 | Indoor Season Ends | |
| Mar 4 | Late Registration for Spring Season Ends | Late fee applies after 25 Feb |
| Mar 10 | Board Meeting | |
| Mar 16 | Spring Coaches Meeting: 7:00 pm | Cherry Hill Middle School |
| Mar 19 | Field Prep/Shirt Pick up | Chesland |
| Mar 26 | Goalie Clinic | Chesland |
| Mar 26 | Final Field Prep/Equipment Swap | |
| Early Apr | HS Registration Begins | |
| Apr 2 | Spring Season Begins | |
| Apr 13 | Board Meeting | |
| Apr 23 | Chesapeake Cup | |
| May 11 | Board Meeting | Election of Directors |
| May 21 | Movie Night | Chesland |
| Jun 4 | Spring Season Ends | |
| Jun 8 | Board Meeting | Election of Officers |
| Jun 11 | Spring Season Rain Date/3v3 | |
| June - July | High School Season | |
| Jul 14 | Board Meeting | |
| Jul 29 | Fall Early Registration Ends | |
| Aug 6 | Fall Late Registration Ends | |
| Aug 23 | Fall Coaches Meeting | Cherry Hill Middle School 6-8PM |
| Aug 27 | Chesland Field Prep/Pick up Shirts | |
| Sep 3 | Chesland Field Prep - Final | |
| Sep 7 | Board Meeting | |
| Sep 10 | Fall Season Begins | |
| Oct 12 | Board Meeting | |