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

Appreciation That Lasts: Closing Out Principal Appreciation Month

School leaders do far more than manage buildings. They build communities.

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.

CPAA at the Table: A Historic Moment for Illinois School Funding

Last Thursday, CPAA joined CTU, IFT, SEIU and Chicago Public Schools in a significant show of unity before Illinois lawmakers, advocating for accelerated implementation of the state's evidenc

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

Brian Galbraith: A Career Rooted in Social Justice and Community

“At Cherokee Lane, I’m blessed with an incredible team,” Brian says. Brian invites everyone he meets to visit the school and see its work firsthand. “I try to make a social justice difference,” he says. “I try hard.”

Get Out and Vote

Are we putting the issues that matter most to our families, our livelihoods and our schools at the top of the list?

AFSA Remembers Dolores Huerta and Her Lasting Impact on the Labor Movement

Huerta understood that the work was never about one person. It was about bringing others along, helping new leaders find their voices.

AFL-CIO President Liz Shuler: Principals Deserve More Than Thanks. They Deserve a Voice

In a National Principals Month message to AFSA members, the nation's top labor leader calls for school leaders to have a meaningful voice in decisions affecting their schools, including artificial intelligence, education policy and working conditions.

See all