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

APs ARE Foundational

If you need help balancing the books, ask the leaders who manage their own abysmal budgets every year; we continuously find solutions that aren’t this detrimental to our children.

Fran DiFiore: A School Leader at the Bargaining Table

“Providing mentors to school leaders is the most important thing," Fran says. "This is a passion of mine. Never undersell mentoring. I had so many mentors, it’s the reason I was able to have success and longevity.”

AFSA Summer Institute Brings Leaders Together to Strengthen Locals Unions

The multiday conference focused on giving school leaders practical tools to succeed at the bargaining table and beyond.

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

Carey Cunningham: From Role Model to Union Leader

"A hundred percent dedicated to the union," Carey says, "the union in St. Louis is so important because we don't have collective bargaining, so we have to do absolutely everything for our people."

President Trump Sends Back-to-School Message: Dream Big, Work Hard

President Trump and First Lady Melania Trump welcomed students as they begin a new academic year and encouraged them to focus on learning, personal growth, and making a positive impact.

AFSA Statement on the House’s “Less Bureaucracy, Better Education” Legislative Package

AFSA supports a strong, cabinet-level Secretary of Education, a fully staffed U.S. Department of Education.

AFSA Celebrates 50 Years of Leadership in Public Education

This week, AFSA celebrates its 50th anniversary, marking five decades of advocating for school leaders and strengthening public education.

Since its founding, AFSA has been guided by one simple purpose: serving students. Every decision, every challenge, and every effort has been grounded in the belief that all students deserve safe, supportive, and high quality schools led by strong, well prepared professionals.

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