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.
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Member Benefits

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

Breaking News

The Promise of a New School Year

A message from CPAA President Banks

Chicago Is a Union Town. Always Has Been.

Long before CPAA existed, this city was already writing the story of what working people can win when they stand together.

New Study: Transgender and Nonbinary Students Face Discrimination at School, While Supportive Educators Help Them Thrive

Among the most significant findings, 56% of transgender, nonbinary and gender-expansive, or TGE, students surveyed by The Trevor Project said their school had at least one discriminatory policy or practice targeting LGBTQ+ students.

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.

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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.

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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.
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Recent News

United in Purpose This Labor Day

Labor Day is a reminder that progress has never happened by accident. Throughout our nation's history, working people have come together to improve workplaces, strengthen communities, and create opportunities for future generations.

School Leader Greg Luongo: Join the System, Change the System

“My focus is ensuring we can be the best leaders for our teachers and our students. Our school board supports us in this. I’ve always been motivated to help others out in the world, in school and through the union.”

AFL-CIO President Liz Shuler Named to TIME’s Fourth Annual List of the TIME100 AI

Shuler has led the labor movement’s response to ensure workers have a voice in how AI’s development and implementation affect their livelihoods.

Why Principal Learning Matters for Student Achievement

School principals play an important role in student success, but a new national study suggests that many principals do not receive enough opportunities to continue developing their leadership skills.

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