Chicago Principals & Administrators Association

New Voluntary Supplemental Benefits

Guaranteed Acceptance - No Medical Questions, Exams or Blood Tests.*

Crisis Response

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Take a Vacation

Union Plus Vacations, as easy as 1-2-3

YOUR MOU Questions … Answered

As your CPAA union family, the most concrete way we show appreciation isn’t with balloons … it’s with protections, respect, and voice.

Black History Month: Leadership, Legacy and Responsibility

Black History Month offers school leaders an opportunity to reflect on history while reinforcing the values that guide our schools today.

Young Workers Want Unions. So Why Aren’t They Joining Them?

Some 77% of workers aged 18–25 say they want to belong to a union. Yet only about 7% actually do.

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 2025

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

FY26 Appropriations Deal Preserves Key Education Programs

AFSA legislative team worked tirelessly on Capitol Hill, advocating for school leaders, students, and fair funding for schools.

Religious Leaders Examine Faith, Work, and Workers’ Rights at MLK Commemoration

Progressive faith traditions have long aligned with labor and civil rights causes, including Reform and Reconstructionist Judaism, Quakers, Episcopalians, Methodists, and segments of the Catholic Church.

Leading Education Organizations Highlight Importance of Technology and Connectivity for Learning

When supported by reliable, high-capacity broadband, school technology enables educators to leverage digital tools and rich content to differentiate instruction, assess student understanding, and create opportunities for small-group and individualized learning.

Honoring Dr. King -- Staying Focused on Our Children and the Future of Public Education

Dr. King believed deeply in collective action and in the power of organized labor to strengthen democracy.
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