If you are a parent, teacher, or student in Chesapeake, Virginia, this page is your go-to guide for the complete Chesapeake Public School Calendar 2026-2027. We verified this directly from the Chesapeake Public Schools (CPS) official website at cpschools.com. Whether you are planning a family vacation, tracking teacher workdays, or simply trying to stay ahead of the school year, this blog covers every important date for the 2026–27 academic year in one easy-to-read place. Bookmark this page now and save yourself a lot of searching later.
The Chesapeake Public School District serves thousands of students across Virginia’s second-largest city by land area. The 2026–2027 school year brings updated grading period schedules, designated teacher workdays, federal holidays, and a clearly defined spring break window. From the Chesapeake County Public School calendar 26-27 first day of school all the way to graduation ceremonies in June, everything you need is right here.
At-a-Glance Summary: Chesapeake Public Schools 2026–2027
Before diving into the full calendar, here is a quick snapshot of the most important dates parents and students ask about every year.
| Key Info | Details |
|---|---|
| First Day of School | September 8, 2026 |
| Last Day of School (Students) | June 17, 2027 |
| Total Instructional Days | Approximately 180 days |
| First Day for New Teachers | August 25, 2026 |
| Winter Break Begins | December 23, 2026 |
| Schools Reopen After Winter Break | January 4, 2027 |
| Spring Break | March 29 – April 2, 2027 |
| Memorial Day Holiday | May 31, 2027 |
| Graduation Season Begins | June 16, 2027 |
Official Chesapeake Public School Calendar 2026–2027: Full Key Dates Table
This table covers every key date pulled directly from the CPS-approved calendar. No dates have been added or estimated — everything below comes straight from the district’s official 2026–2028 approved calendar document.
| Event | Start Date | End Date | Notes |
|---|---|---|---|
| New Teachers Report | August 25, 2026 | August 27, 2026 | Teachers new to CPS only |
| Returning Personnel / Preschool Activities | August 31, 2026 | September 4, 2026 | All returning staff report |
| Labor Day Holiday | September 7, 2026 | September 7, 2026 | No school |
| First Day of School / Semester 1 Begins | September 8, 2026 | — | All students |
| End of HS Grading Period (9–12) | October 8, 2026 | — | High school only |
| Elementary Only Teacher Workday | October 9, 2026 | — | No school for elementary students |
| Teacher Workday / In-Service Day | November 3, 2026 | — | No school for students |
| End of Grading Period (K–12) | November 10, 2026 | — | All grades |
| Veterans Day Holiday | November 11, 2026 | — | No school |
| Early Release Day | November 25, 2026 | — | Students dismissed early |
| Thanksgiving Holiday | November 26, 2026 | November 27, 2026 | No school |
| End of HS Grading Period (9–12) | December 16, 2026 | — | High school only |
| Winter Break | December 23, 2026 | January 1, 2027 | No school |
| Schools Reopen | January 4, 2027 | — | All students return |
| Martin Luther King Jr. Day | January 18, 2027 | — | Federal holiday, no school |
| Culminating Assessments | January 27, 2027 | January 28, 2027 | End-of-semester assessments |
| End of Grading Period (K–12) | January 28, 2027 | — | All grades |
| Teacher Workday / In-Service Day | January 29, 2027 | — | No school for students |
| Teacher Workday / In-Service Day | February 1, 2027 | — | No school for students |
| Second Semester Begins | February 2, 2027 | — | All students |
| Presidents’ Day Holiday | February 15, 2027 | — | Federal holiday, no school |
| End of HS Grading Period (9–12) | March 5, 2027 | — | High school only |
| Elementary Only Teacher Workday | March 12, 2027 | — | No school for elementary students |
| Spring Break | March 29, 2027 | April 2, 2027 | No school, all students |
| End of Grading Period (K–12) | April 13, 2027 | — | All grades |
| Teacher Workday | April 14, 2027 | — | No school for students |
| Elementary Only Teacher Workday | May 14, 2027 | — | No school for elementary students |
| End of HS Grading Period (9–12) | May 17, 2027 | — | High school only |
| Memorial Day Holiday | May 31, 2027 | — | Federal holiday, no school |
| Culminating Assessments / Early Release Days | June 16, 2027 | June 17, 2027 | Early release both days |
| Last Day of School for Students | June 17, 2027 | — | Final student day |
| Teacher Workday | June 18, 2027 | — | Staff only |
Monthly Breakdown: Chesapeake Public School Calendar 26-27
August 2026
| Date | Event |
|---|---|
| August 25–27 | Teachers New to CPS Report |
| August 31 – September 4 | Returning Personnel Report / Preschool Activities |
September 2026
| Date | Event |
|---|---|
| September 7 | Labor Day – No School |
| September 8 | First Day of School / Semester 1 Begins |
October 2026
| Date | Event |
|---|---|
| October 8 | End of HS Grading Period (9–12) |
| October 9 | Elementary Only Teacher Workday |
November 2026
| Date | Event |
|---|---|
| November 3 | Teacher Workday / In-Service Day |
| November 10 | End of Grading Period (K–12) |
| November 11 | Veterans Day – No School |
| November 25 | Early Release Day |
| November 26–27 | Thanksgiving Holiday – No School |
December 2026
| Date | Event |
|---|---|
| December 16 | End of HS Grading Period (9–12) |
| December 23 – January 1 | Winter Break – No School |
January 2027
| Date | Event |
|---|---|
| January 4 | Schools Reopen |
| January 18 | Martin Luther King Jr. Day – No School |
| January 27–28 | Culminating Assessments |
| January 28 | End of Grading Period (K–12) |
| January 29 | Teacher Workday / In-Service Day |
February 2027
| Date | Event |
|---|---|
| February 1 | Teacher Workday / In-Service Day |
| February 2 | Second Semester Begins |
| February 15 | Presidents’ Day – No School |
March 2027
| Date | Event |
|---|---|
| March 5 | End of HS Grading Period (9–12) |
| March 12 | Elementary Only Teacher Workday |
| March 29 – April 2 | Spring Break – No School |
April 2027
| Date | Event |
|---|---|
| April 13 | End of Grading Period (K–12) |
| April 14 | Teacher Workday |
May 2027
| Date | Event |
|---|---|
| May 14 | Elementary Only Teacher Workday |
| May 17 | End of HS Grading Period (9–12) |
| May 31 | Memorial Day – No School |
June 2027
| Date | Event |
|---|---|
| June 16–17 | Culminating Assessments / Early Release Days |
| June 17 | Last Day of School for Students |
| June 18 | Teacher Workday |
🎓 Graduation Schedule 2027
One of the most anticipated events of the school year. Here is the full graduation schedule for Chesapeake Public Schools high schools:
| Date | Time | School |
|---|---|---|
| June 16, 2027 | 4:00 PM | IRH |
| June 16, 2027 | 7:30 PM | HHS |
| June 17, 2027 | 4:00 PM | GFH |
| June 17, 2027 | 7:30 PM | GBH |
| June 18, 2027 | 9:30 AM | WBH |
| June 18, 2027 | 12:45 PM | DCH |
| June 18, 2027 | 4:30 PM | OSH |
Make sure to arrive early. Graduation venues fill up fast, and parking can be limited.
Download the Official Chesapeake Public Schools Calendar (Printable PDF)
Want a printable version you can stick on your fridge or share with your child’s teacher? The official CPS-approved calendar for 2026–2028 is available directly from the district. You can download the Chesapeake Public School Calendar 26-27 printable PDF using the official link below:
📥 Download Here: Printable Calendar Download
This is the official district-approved document. It includes all confirmed dates for both the 2026–2027 and 2027–2028 school years. Print it, save it to your phone, or share it with other parents in your school community.
See also: NYC Public School Calendar 2026-2027 | Printable PDF
About Chesapeake Public Schools
Chesapeake Public Schools serves Chesapeake, Virginia, and the district homepage lists 40,364 students for 2025–2026 across 48 schools and centers, with a 15:1 student-to-teacher ratio and 100% Purple Star designation. The district also promotes specialized pathways including the Chesapeake Career Center, EVMS Academy, Governor’s STEM Academy, International Baccalaureate, Major Clarity, and ROTC. The official superintendent page lists Dr. Jared A. Cotton as superintendent, and the district later announced his retirement effective July 1, 2026, so families should watch for leadership updates after summer.
What parents in Chesapeake should know this year
The biggest calendar takeaway is the post-Labor Day start: Chesapeake students begin on Tuesday, September 8, 2026, and the school year ends on Thursday, June 17, 2027. That later start gives families a longer late-summer window before school begins, but it also pushes more of the school year into spring.
How Chesapeake compares to neighboring districts
Compared with nearby Suffolk City Public Schools, Chesapeake starts 15 days later and ends 12 days later: Suffolk opens on August 24, 2026 and finishes on June 5, 2027. Norfolk Public Schools also starts earlier, with first-half students beginning on August 11, 2026 on its 2026–2027 academic calendar. In practical terms, Chesapeake families get a noticeably later summer start than both nearby divisions, while Suffolk also wraps up the school year earlier.
Planning a family trip? Best times to travel in Chesapeake
The longest guaranteed travel window is the summer break after June 17, 2027, which is the clearest stretch with no school conflicts on the public calendar announcement. The late-August period before September 8 is another easy travel window because Chesapeake does not begin classes until after Labor Day. The district also notes that the full calendar includes holidays, professional development days, and breaks, so shorter trips are best planned around those built-in closures once you open the full PDF.
School closings history in Chesapeake
Chesapeake Public Schools directs families to its official Closings and Delays page for emergency closures and two-hour delays. A recent weather example came in February 2025, when the district shifted to asynchronous remote learning on February 20 and 21, and it also posted two-hour delay notices during January 2025. That shows the division tends to use delays or remote learning when winter weather is severe rather than relying on a fixed snow-day pattern.
Frequently Asked Questions
Q: When does school start for Chesapeake Public Schools in 2026–2027?
The first day of school for all Chesapeake Public Schools students is September 8, 2026. This is when Semester 1 officially begins. New teachers to CPS report earlier, starting August 25, 2026, while returning staff report beginning August 31, 2026.
Q: When is the last day of school for Chesapeake Public Schools?
The last day of school for students in Chesapeake Public Schools is June 17, 2027. That day also includes early release. Teachers have one additional workday on June 18, 2027.
Q: When is spring break for Chesapeake Public Schools in 2026–2027?
Spring break for Chesapeake Public School District runs from Monday, March 29, 2027 through Friday, April 2, 2027. That is a full week off for all students. Schools reopen on Monday, April 5, 2027. This is one of the most searched dates on the Chesapeake Public School District Calendar spring break 2026 window, so mark it early.
Q: How many school days does Chesapeake Public Schools have in 2026–2027?
Chesapeake Public Schools targets approximately 180 instructional days for the 2026–2027 school year, which is the standard requirement in Virginia. The school year runs from September 8, 2026, to June 17, 2027. Teacher workdays and holidays are not counted toward student instructional days.
Q: Are there any school closings or delays I should know about?
The calendar includes multiple no-school days including Labor Day, Veterans Day, Thanksgiving, Winter Break, MLK Day, Presidents’ Day, and Memorial Day. In addition, there are several Teacher Workdays and In-Service Days when students do not attend. For unexpected closings due to weather or emergencies, always check the CPS official website at cpschools.com or sign up for district alerts.
Q: What is the Chesapeake Public School District Calendar 2026-27 template I can use?
You can download the official printable PDF directly from CPS using this link: https://www.cpschools.com/documents/calendar/2026-2028-approved-calendars/23945284. This serves as the official Chesapeake Public School District Calendar 2026 27 template you can print, annotate, or share. It covers the full two-year approved calendar.
Tips for Parents, Teachers, and Students
Planning around the school calendar does not have to be stressful. Here are a few practical things worth keeping in mind for the 2026–2027 year:
- Set reminders now for teacher workdays. October 9, November 3, January 29, February 1, April 14, and May 14 are all days students stay home. If you have younger kids, arrange childcare in advance.
- Book travel during break windows. Winter break runs December 23 – January 1. Spring break is March 29 – April 2. These are your best windows for family travel without affecting attendance.
- Watch for early release days. November 25 and June 16–17 are early release days. Make sure your pickup plans reflect that.
- High school grading periods end differently from K–8. If you have a high schooler, note that their grading periods close on October 8, December 16, March 5, and May 17.
Closing
We hope this complete guide to the Chesapeake Public School Calendar 2026–2027 makes your year a little easier to plan. Bookmark this page and come back anytime you need a quick date check — we keep it updated as the district releases new information. For real-time school closings, weather delays, and last-minute schedule changes, always check the official CPS website at cpschools.com directly. And if you are reading this around late February or early March, this is when Chesapeake Public School District Calendar spring break 2026-27 dates tend to be searched the most — so share this page with fellow parents who need it. Here’s to a great school year for every student, teacher, and family in Chesapeake.
The PublicSchoolsCalendar.com Team compiles and verifies public school calendar data for districts across all 50 US states, drawing on official district websites and published family calendars to keep every page accurate and up to date.