| Mon | October 1 | 5th Grade Outdoor Skills, 8:45 AM - 2:10 PM - Sheboygan Marsh |
| Tue | October 2 | SASD Human Growth & Development Parent Preview Night held at Longfellow Elementary, 6:30-8:00 PM |
| Wed | October 3 | Picture Day, 8:30 AM - 3:00 PM |
| Mon | October 8 | PTO Meeting, 6:00-7:00 PM |
| Fri | October 12 | SASD North/South Football Game, 7:00-9:00 PM - North High |
| Wed | October 17 | 3rd Wednesday Early Release - 12:00 PM |
| Thu-Fri | October 25-26 | SASD No School - Fall Recess |
| Mon | October 29 | Family Fun Night, 6:00-7:30 PM |
| Thu | November 8 | Fundraiser Delivery, 2:00-3:30 PM |
| Fri | November 9 | SASD First Quarter Ends |
| Mon | November 12 | SASD Second Quarter Begins |
| Tue | November 13 | Parent-Teacher Conferences/Book Fair, 4:00-7:00 PM |
| Thu | November 15 | Parent-Teacher Conferences/Book Fair, 4:00-7:00 PM |
| Fri | November 16 | Jefferson Only - No School |
| Fri | November 16 | Parent-Teacher Conferences/Book Fair, 8:00 AM - 3:00 PM |
| Wed | November 21 | Picture Retake Day, 8:30 AM - 12:00 PM |
| Wed | November 21 | 3rd Wednesday Early Release - 12:00 PM |
| Thu-Fri | November 22-23 | SASD No School - Thanksgiving Recess |
| Mon | December 3 | PTO Meeting, 5:30-6:30 PM |
| Mon | December 10 | Family Fun Night, 6:00-7:30 PM |
| Wed | December 19 | 3rd Wednesday Early Release - 12:00 PM |
| Thu | December 20 | Holiday Music Program, 12:30-2:30 PM |
| Fri | December 21 | SASD 2-Hour Early Release, 1:05 PM |
| Fri | December 21 | Holiday Music Program, 9:00-10:30 AM - Gymnasium |
| Mon-Tue | December 24-January 1 | SASD No School - Winter Recess |
| Mon-Mon | March 25-April 1 | SASD No School - Spring Break |
| Tue | April 2 | SASD School Resumes |
| Fri | April 5 | SASD Third Quarter Ends |
| Mon-Fri | April 8-12 | Book Fair |
| Mon | April 8 | SASD Fourth Quarter Begins |
| Mon | April 8 | PTO Meeting, 5:30-6:00 PM |
| Mon | April 8 | Family Fun Night, 6:00-7:30 PM |
| Tue | April 9 | Parent-Teacher Conferences, 4:00-7:00 PM |
| Thu | April 11 | Parent-Teacher Conferences, 4:00-7:00 PM |
| Thu | April 11 | SASD All District String Festival, 7:00-9:00 PM - North High School Fieldhouse |
| Fri | April 12 | Jefferson Only - No School |
| Fri | April 12 | Parent-Teacher Conferences, 8:00 AM - 3:00 PM |
| Wed | April 17 | 3rd Wednesday Early Release - 12:00 PM |
| Thu | May 2 | SASD 5th Grade Presidential Awards, 6:00-7:30 PM - South High School Auditorium |
| Mon | May 6 | PTO Meeting, 6:00-7:00 PM |
| Tue | May 7 | Joint Instrumental Concert, 7:00-8:00 PM - Urban Middle School |
| Wed | May 15 | 3rd Wednesday Early Release - 12:00 PM |
| Thu | May 16 | 5th Grade Field Trip, 8:30 AM - 5:00 PM - State Capitol, Vilas Park Zoo, Veterans Museum |
| Fri | May 17 | SASD Emergency Make-Up Day - Due to Second Snow Day |
| Wed | May 22 | Elementastics Science Fair, 9:00 AM - 12:00 PM |
| Thu | May 23 | SASD 5th Grade Sports Day, 9:00 AM - 2:00 PM - South High School |
| Fri | May 24 | SASD Emergency Make-Up Day - No School if Not Needed |
| Mon | May 27 | SASD No School - Memorial Day |