The 2026 Open Enrollment period for retiree health insurance will run from October 1-31, 2025. During this time, annuitants can enroll, add or drop a dependent, or change a health insurance plan. Changes become effective January 1, 2026. 

Open Enrollment Education 

During Open Enrollment, CTPF offers webinars and in-person seminars to educate members about CTPF’s health insurance plans.    

Medicare Webinar and Call   

• Wednesday, October 1, 2025, at 10 a.m.
• Thursday, October 2, 2025, at 10 a.m.  

Non-Medicare Webinar and Call   

• Wednesday, October 1, 2025, at 1:00 p.m. 

Visit the CTPF Calendar for registration and dial-in information. 

Open Enrollment Vendor Week 

During Open Enrollment, CTPF vendors host information sessions for members who want to hear directly from health insurance plan vendors. Dates and registration information will be posted on the CTPF Calendar.

Open Enrollment In-Person Seminars 

CTPF will also host in-person Open Enrollment Seminars on Tuesday, October 7, 2025, at the Hilton/Oak Lawn (9333 S. Cicero Ave., Oak Lawn, IL, 60453). Registration will open on September 24, 2025.  

Visit Open Enrollment Central for more information.