Chicago Principals & Administrators Association

New Voluntary Supplemental Benefits

Guaranteed Acceptance

No Medical Questions, Exams or Blood Tests.*

ICE Crisis Response

Protect yourself and your students.
Learn the facts.

Member Benefits

From professional development resources to discounts on vacations, 
there's lots of reasons to become a member!

Breaking News

School Board Candidates: Answer to School Leaders First

CBoE + CPAA Candidate Convos run October 6 through October 20. Show up. Bring a colleague. Make them answer.

Hispanic Heritage Month: Celebrate First

 “Every one of our students lives in a city Latino people helped build. That is everyone’s history.”

AFSA Calls on FCC to Preserve and Strengthen E-Rate

School leaders say reliable broadband is basic school infrastructure.

Long Term Care, Dental, Accidental Death and Dismemberment

AFSA Members are automatically eligible to participate in optional Long Term Care, Dental, Accidental Death and Dismemberment Insurance Benefits. 

Not Available in Puerto Rico or US Virgin Islands.

Learn More

Maximize Your AFSA Benefits for 2026

Your monthly investment in AFSA provides a number of benefits including a host of insurance policies. However, AFSA must have your most current information on file, or you will not qualify for these benefits or you may be denied coverage.

FIle Online

Featured Benefits

Professional Development (Illinois Administrators' Academy)

Every school leader must complete an Illinois Administrators’ Academy course once a year to keep his or her license c

AFSA Professional Liability Insurance

AFSA provides protection for working members in good standing in case of an unfavorable judgment in a lawsuit naming members as parties or defendants.

AFSA Legal Action Trust

AFSA provides up to $25,000 of coverage for defense costs associated with denial of constitutional rights, “failure to educate” and criminal charges arising from school activities, when regular members in good standing are named as parties or defendants, provided that there is complete exoneration of the criminal charges.

Vacation on Land or by Sea

AFSA Travel, developed in partnership with Council of School Supervisors and Administrators (CSA), Local 1 is excited to resume offering travel programs around the world.
See all

Recent News

AFSA Board Focuses on Organizing, Union Operations and Issues Facing School Leaders

These meetings give us the opportunity to listen to one another, identify where our members need support and turn those conversations into action.

Living Our Values: Inclusion at the Center of the 2026 Leadership Exchange

The 2026 Leadership Exchange brought together CPAA leaders from schools across Chicago for two days of learning and connection… plus there was plenty of infectious energy. Different buildings. Different leaders. Different roles. Different perspectives. Different needs. All in one room, figuring out how that individuality adds up to one union… speaking with one voice.

Pam Farrell: Championing the Arts and Her Members

Pam says of AFSA, "As soon as we met the team, we knew we had found a home. They have been so instrumental as a resource and a feeling that we are not alone. As AFSA 151, we are part of a larger union family, and that means a lot when you are doing this work.”

NYC Council to Take Up AFSA’s Call for National School Safety Task Force

Resolution to be introduced Sept. 10 calls on Congress and the President to act as new research highlights threats facing school leaders responsible for keeping students and staff safe.
See all