School Year Dates

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Chicago Public Schools Dist 299 school calendar 2026-27

First day, last day, breaks, holidays and teacher workdays, read from the district's own calendar.

Open the district's calendar (cdn.bfldr.com)Add to your calendar (.ics)

Independent site, not affiliated with any school district. School Year Dates is an independent publisher. We are not affiliated with, endorsed by or operated by Chicago Public Schools Dist 299 or any other school district. Official calendar: cdn.bfldr.com.

First day
Winter vacation
to
Spring vacation
to
Last day

Kindergarten, pre-K, individual grades and particular schools may have different start dates or schedules. Check the district calendar for your child's grade and school.

Unmarked weekdays and computed counts use only the breaks, holidays and teacher workdays listed here. Other closures may be missing, so these are potential weekdays, not verified days of attendance.

Month by month

  • Weekday in term
  • Break
  • Holiday
  • No students (teacher workday)
  • Early release
  • First day
  • Last day
August 2026
SMTWTFS
1
2345678
9101112131415
1617 Professional development day18 Professional development day19 Professional development day20 Professional development day21 Professional development day22
2324 First day of school25 Weekday in term26 Weekday in term27 Weekday in term28 Weekday in term29
3031 Weekday in term
September 2026
SMTWTFS
1 Weekday in term2 Weekday in term3 Weekday in term4 Weekday in term5
67 Labor Day8 Weekday in term9 Weekday in term10 Weekday in term11 Weekday in term12
1314 Weekday in term15 Weekday in term16 Weekday in term17 Weekday in term18 Weekday in term19
2021 Weekday in term22 Weekday in term23 Weekday in term24 Weekday in term25 Professional development day26
2728 Weekday in term29 Weekday in term30 Weekday in term
October 2026
SMTWTFS
1 Weekday in term2 Weekday in term3
45 Weekday in term6 Weekday in term7 Weekday in term8 Weekday in term9 Weekday in term10
1112 Indigenous Peoples’ Day13 Weekday in term14 Weekday in term15 Weekday in term16 Weekday in term17
1819 Weekday in term20 Weekday in term21 Weekday in term22 Weekday in term23 Weekday in term24
2526 Weekday in term27 Weekday in term28 Weekday in term29 Weekday in term30 Weekday in term31
November 2026
SMTWTFS
12 Parent-Teacher Conference Day3 Weekday in term4 Weekday in term5 Weekday in term6 Weekday in term7
89 Weekday in term10 Weekday in term11 Professional development day12 Weekday in term13 Weekday in term14
1516 Weekday in term17 Weekday in term18 Weekday in term19 Weekday in term20 Weekday in term21
2223 Weekday in term24 Weekday in term25 Weekday in term26 Thanksgiving Holiday27 Thanksgiving Holiday28
2930 Weekday in term
December 2026
SMTWTFS
1 Weekday in term2 Weekday in term3 Weekday in term4 Weekday in term5
67 Weekday in term8 Weekday in term9 Weekday in term10 Weekday in term11 Weekday in term12
1314 Weekday in term15 Weekday in term16 Weekday in term17 Weekday in term18 Weekday in term19
2021 Winter vacation22 Winter vacation23 Winter vacation24 Winter vacation25 Winter vacation26 Winter vacation
27 Winter vacation28 Winter vacation29 Winter vacation30 Winter vacation31 Winter vacation
January 2027
SMTWTFS
1 Winter vacation2
34 Professional development day5 Weekday in term6 Weekday in term7 Weekday in term8 Weekday in term9
1011 Weekday in term12 Weekday in term13 Weekday in term14 Weekday in term15 Weekday in term16
1718 Martin Luther King Jr. Day19 Weekday in term20 Weekday in term21 Weekday in term22 Weekday in term23
2425 Weekday in term26 Weekday in term27 Weekday in term28 Weekday in term29 Weekday in term30
31
February 2027
SMTWTFS
1 Weekday in term2 Weekday in term3 Weekday in term4 Weekday in term5 Weekday in term6
78 Weekday in term9 Weekday in term10 Weekday in term11 Weekday in term12 Weekday in term13
1415 Presidents’ Day16 Weekday in term17 Weekday in term18 Weekday in term19 Weekday in term20
2122 Weekday in term23 Professional development day24 Weekday in term25 Weekday in term26 Weekday in term27
28
March 2027
SMTWTFS
1 Weekday in term2 Weekday in term3 Weekday in term4 Weekday in term5 Weekday in term6
78 Weekday in term9 Weekday in term10 Weekday in term11 Weekday in term12 Weekday in term13
1415 Weekday in term16 Weekday in term17 Weekday in term18 Weekday in term19 Weekday in term20
2122 Spring vacation23 Spring vacation24 Spring vacation25 Spring vacation26 Spring vacation27
2829 Weekday in term30 Weekday in term31 Weekday in term
April 2027
SMTWTFS
1 Weekday in term2 Weekday in term3
45 Weekday in term6 Professional development day7 Weekday in term8 Weekday in term9 Weekday in term10
1112 Weekday in term13 Weekday in term14 Weekday in term15 Weekday in term16 Weekday in term17
1819 Weekday in term20 Weekday in term21 Weekday in term22 Weekday in term23 Weekday in term24
2526 Weekday in term27 Weekday in term28 Weekday in term29 Weekday in term30 Weekday in term
May 2027
SMTWTFS
1
23 Weekday in term4 Weekday in term5 Weekday in term6 Weekday in term7 Weekday in term8
910 Weekday in term11 Weekday in term12 Weekday in term13 Weekday in term14 Weekday in term15
1617 Weekday in term18 Weekday in term19 Weekday in term20 Weekday in term21 Weekday in term22
2324 Weekday in term25 Weekday in term26 Weekday in term27 Weekday in term28 Weekday in term29
3031 Memorial Day
June 2027
SMTWTFS
1 Weekday in term2 Weekday in term3 Weekday in term4 Weekday in term5
67 Weekday in term8 Weekday in term9 Weekday in term10 Weekday in term11 Last day of school12
1314 Professional development day1516171819
20212223242526
27282930

The 2026-27 year in words

Classes for Chicago Public Schools Dist 299 run from until . End to end that is roughly 42 weeks, and after the breaks, holidays and teacher workdays are removed, 182 potential weekdays remain, based only on the exceptions listed here. Because the year opens on a Monday, the first week contains five potential weekdays after listed closures; the final week contains five to the Friday finish.

There are 2 breaks on the calendar. Winter vacation runs through : 12 days off the calendar, 10 of them weekdays. Spring vacation runs through : 5 days off the calendar, 5 of them weekdays. Winter vacation is the longest break, 12 days from start to finish.

The longest stretch with no break, holiday or teacher workday listed here is 38 potential weekdays, from to . Based only on the exceptions listed here, there are 78 potential weekdays before winter break and 104 after it.

8 other days off are marked as holidays: Labor Day (), Indigenous Peoples’ Day (), Parent-Teacher Conference Day (), Thanksgiving Holiday (), Thanksgiving Holiday (), Martin Luther King Jr. Day (), Presidents’ Day () and Memorial Day (). 7 of these fall on a Monday or Friday and make a long weekend: Labor Day, Indigenous Peoples’ Day, Parent-Teacher Conference Day, Thanksgiving Holiday, Martin Luther King Jr. Day, Presidents’ Day and Memorial Day.

11 teacher workdays without students are listed, the first on and the last on .

The source does not say whether the board has approved this calendar, so treat the dates as the district's current published plan and check before you commit to travel.

We read these dates from a PDF calendar on cdn.bfldr.com on . We summarize dates only; the district's own calendar is the version that counts.

Dates in detail

Breaks
BreakStartsEndsDaysWeekdays
Winter vacation1210
Spring vacation55
Holidays
DayDate
Labor Day
Indigenous Peoples’ Day
Parent-Teacher Conference Day
Thanksgiving Holiday
Thanksgiving Holiday
Martin Luther King Jr. Day
Presidents’ Day
Memorial Day
Teacher workdays (no students)
DayDate
Professional development day
Professional development day
Professional development day
Professional development day
Professional development day
Professional development day
Professional development day
Professional development day
Professional development day
Professional development day
Professional development day
Potential weekdays by month, after listed exceptions
MonthPotential weekdays
August 20266
September 202620
October 202621
November 202617
December 202614
January 202718
February 202718
March 202718
April 202721
May 202720
June 20279

Where these dates come from

Source: cdn.bfldr.com (a PDF calendar), read on . Districts revise calendars after severe weather, board votes and contract settlements, so the district's own page is the version that counts. If a date here looks wrong, tell us and we will re-check the source. How we check.

Other Illinois districts

Districts in Illinois close in size to Chicago Public Schools Dist 299, with their own calendars on this site:

All Illinois districts