| Registration Opens | January 1 | |
| Early Bird Deadline | January 10 | |
| Registration Closes | February 18 | March 18 |
| Coaches Meeting | February 21 | |
| Skills Day | February 25 | March 25 |
| Challenge Baseball Tryouts | February 26 | |
| Team Drafts | March 2 | March 30 |
| Team Announcements | by March 5 | by April 2 |
| Practices Begin | week of March 6 | week of April 3 |
| Practices Begin (Tee Ball) | week of March 13 | |
| Games Begin | March 24-25 | April 29 |
| Spring Break* | April 7-16* | |
| Pictures | April 19-22 | |
| Memorial Day Break* | May 26-29* | |
| All-Stars Announcement | by June 1 | |
| Season Ends | by June 3 | by end of June |
* No scheduled league activities during breaks.