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June 2026
Dates
Events
Friday, May 8, 2026 - Thursday, June 4, 2026
12:00 AM to 5:00 PM
Grade Posting Window for 4th Quarter Report Cards

District-wide
Friday, May 8, 2026 - Thursday, June 4, 2026
12:00 AM to 5:00 PM
Grade Posting Window for 4th Quarter Report Cards

District-wide
Friday, May 29, 2026 - Monday, June 1, 2026
12:00 AM to 5:00 PM
Administrative Grade Review Window Deadline (5 p.m.)

District-wide
Monday, June 1, 2026
All Day
AI Foundations Badge (Self-Paced)

Virtual
Monday, June 1, 2026
12:00 AM to 5:00 PM
Teacher Grading Posting deadline for all classes and all subjects (5 p.m.)

District-wide
Monday, June 1, 2026
All Day
Teacher Residency Mentor Application Closes

Districtwide
Tuesday, June 2, 2026
12:00 AM to 5:00 PM
Aspen Class Ranks computed for regular posting schedule high schools at 5pm (ITS)

District-wide
Tuesday, June 2, 2026
9:00 AM to 4:00 PM
Project Management

Districtwide
Wednesday, June 3, 2026
All Day
Final Semester Two High School Transcripts

District-wide
Wednesday, June 3, 2026
All Day
Last Day of School for Pre-k Students

Districtwide
Wednesday, June 3, 2026
6:00 AM to 5:00 PM
High Schools on the regular posting schedule

District-wide
Wednesday, June 3, 2026
9:00 AM to 4:30 PM
Equip for New CPS Leaders Cohort (Day 4 of 4)

Districtwide
Thursday, June 4, 2026
All Day
End of 4th Quarter

District-wide
Thursday, June 4, 2026
All Day
End of 4th Quarter

District-wide
Thursday, June 4, 2026
All Day
Final day of SY25-26

District-wide
Thursday, June 4, 2026
All Day
Last Day of School for K–12 Students

Districtwide
Thursday, June 4, 2026
All Day
Report Card Distribution

District-wide
Friday, June 5, 2026
All Day
Extra/Ordinary: In-Person Exhibition End Date

District-wide
Friday, June 5, 2026
All Day
Professional Development Day; No Classes

Districtwide
Friday, June 5, 2026
8:30 AM to 9:30 AM
Rethink Disability

Virtual
Friday, June 5, 2026
11:00 AM to 12:00 PM
Advocacy in Action

Virtual
Friday, June 5, 2026
11:00 AM to 12:00 PM
SY26 Ready, Set, Plan! HPE Summer Planning Session

Virtual
Friday, June 5, 2026
1:00 PM to 2:00 PM
Rethink Disability 201

Virtual
Monday, June 8, 2026
All Day
Alternate Schedule Final Semester Two High School Transcripts Available

District-wide
Monday, June 8, 2026
All Day
Professional Development Day; No Classes

Districtwide
Monday, June 8, 2026
All Day
School-Based New Teacher Mentor

Districtwide
Monday, June 8, 2026 - Friday, June 12, 2026
12:00 AM to 5:00 PM
Student records management and enrollment projection finalization window

District-wide
Monday, June 8, 2026
9:00 AM to 12:00 PM
Mini-ILT Institute for SY27 PLP Planning

Virtual
Monday, June 8, 2026
12:00 PM to 4:00 PM
Lead Coach PL - EOY

CPS Garfield Park Offices
Wednesday, June 10, 2026
10:30 AM to 3:30 PM
June Board Agenda Review Committee Meeting
CPS Loop Office, Garden Level, Board Room
42 W. Madison St. Chicago, IL 60602
Thursday, June 11, 2026
9:00 AM to 4:00 PM
Critical Thinking

Districtwide
Friday, June 12, 2026
All Day
Pay Period 12

District Wide
Friday, June 12, 2026
9:00 AM to 4:00 PM
Data Analysis

Districtwide
Friday, June 12, 2026 - Thursday, June 18, 2026
5:00 PM to 12:00 PM
Aspen Year-End Processing.

District-wide
Saturday, June 13, 2026
All Day
Semester Two 12th grade graduates withdrawn from Aspen

District-wide
Tuesday, June 16, 2026 - Thursday, June 18, 2026
8:00 AM to 5:00 PM
Water Safety Instructor (WSI) Day 1 of 3
Hubbard High School
6200 S. Hamlin, Chicago, IL 60629
Tuesday, June 16, 2026 - Thursday, June 18, 2026
8:00 AM to 5:00 PM
Water Safety Instructor (WSI) Day 2 of 3
Hubbard High School
6200 S. Hamlin, Chicago., IL 60629
Tuesday, June 16, 2026 - Thursday, June 18, 2026
8:00 AM to 5:00 PM
Water Safety Instructor (WSI) Day 3 of 3
Hubbard High School
6200 S. Hamlin, Chicago, IL 60629
Friday, June 19, 2026
All Day
Juneteenth

Districtwide
Friday, June 19, 2026
8:00 AM to 12:00 PM
Basic Water Rescue
Hubbard High School
6200 S. Hamlin, Chicago, IL 60629
Monday, June 22, 2026
8:00 AM to 12:00 PM
Lifeguard Recertification
Amundsen High School
5110 North Damen Ave, Chicago IL. 60625
Tuesday, June 23, 2026 - Thursday, June 25, 2026
8:00 AM to 5:00 PM
Lifeguard Training Certification for PE Teachers and Aquatic Coaches Day 3 of 3
Amundsen High School
5110 North Damen Ave, Chicago IL
Tuesday, June 23, 2026 - Thursday, June 25, 2026
8:00 AM to 5:00 PM
Lifeguard Training Certification for PE Teachers and Aquatic Coaches Day 1 of 3
Amundsen High School
5110 North Damen Ave, Chicago IL. 60625
Tuesday, June 23, 2026 - Thursday, June 25, 2026
8:00 AM to 5:00 PM
Lifeguard Training Certification for PE Teachers and Aquatic Coaches Day 1 of 3
Amundsen High School
5110 North Damen Ave, Chicago IL. 60625
Tuesday, June 23, 2026 - Thursday, June 25, 2026
8:00 AM to 5:00 PM
Lifeguard Training Certification for PE Teachers and Aquatic Coaches Day 2 of 3
Amundsen High School
5110 North Damen Ave, Chicago IL. 60625
Tuesday, June 23, 2026
9:30 AM to 10:30 AM
Reopening Your School Library in SY27

Virtual
Thursday, June 25, 2026
10:30 AM to 3:30 PM
June School Board Meeting
CPS Loop Office, Garden Level, Board Room
42 W. Madison St. Chicago, IL 60602
Friday, June 26, 2026
All Day
Pay Period 13

District Wide
Friday, June 26, 2026
10:00 AM to 12:00 PM
In-Person Teacher Job Fair
Phoenix STEM Military Academy
145 S. Campbell Ave.
Saturday, June 27, 2026
All Day
Lead Coach

Districtwide