Open Enrollment Central
The 2027 Open Enrollment period for retiree health insurance is October 1 - October 31, 2026. Plan changes made during Open Enrollment become effective January 1, 2027.
New in 2027
Non-Medicare Plans
Plans and plan design for 2027 remain unchanged for Non-Medicare Plans.
Medicare Plans
Plans and plan design for 2027 remain unchanged for Medicare Plans.
Health Insurance Premium Subsidy
At the August 2026, Board of Trustees meeting, the health insurance premium subsidy was set to 55% for 2027.
- 2027 Rates
Non-Medicare Rates
Blue Cross Blue Shield PPO
Blue Cross Blue Shield HMO Illinois
CTPF annuitant cost for single coverage monthly premium cost with CTPF premium subsidy $980.83 $623.97 CTPF annuitant + 1 dependent monthly premium cost with CTPF premium subsidy $3,160.43 $2,010.58 CTPF annuitant + 2 dependents monthly premium cost with CTPF premium subsidy $5,340.05 $3,397.16 CTPF dependent cost for single coverage (dependents do not receive the CTPF premium subsidy) $2,179.62 $1,386.58 Medicare Rates
UnitedHealthcare Group Medicare Advantage PPO with Express Scripts* Medicare® (PDP)
Humana Group Medicare HMO with Part D Pharmacy
Cigna Surround Group Supplement Plan with Express Scripts* Medicare® (PDP) (mirrors Plan G)
AARP® Medicare Supplement Plan F (UnitedHealthcare) with Express Scripts* Medicare® (PDP)
CTPF annuitants cost for single coverage monthly premium cost with subsidy $103.05 $70.68 $154.78 Age 70-71 $216.62
Age 72-74 $234.40
Age 75+ $259.58CTPF annuitant + 1 dependent monthly premium cost with subsidy $332.05 $227.74 $498.72 Age 70-71 $697.98
Age 72-74 $755.28
Age 75+ $836.42CTPF dependent cost for single coverage $229.00 $157.06 $343.94 Age 70-71 $481.36
Age 72-74 $520.88
Age 75+ $576.84*Express Scripts is now known as Express Scripts by Evernorth Health Services.
- Plan Options
CTPF-Sponsored Health Insurance Program
Choosing a health insurance plan for you and your eligible dependents is one of your most important decisions. CTPF sponsors comprehensive health insurance plans designed to promote wellness and provide high-quality coverage at a reasonable cost. CTPF offers health insurance benefits to retirees, dependents, and survivors if the retiree's final teaching service was with the Chicago Public, Charter or Contract Schools.
Qualified retirees may enroll in a plan for:
- Non-Medicare eligible members
- Medicare-eligible members who maintain enrollment in Medicare Part A and Part B
- Eligibility & Enrollment Requirements
CTPF retirees/survivors and their eligible dependents may qualify to enroll in a CTPF health insurance plan. To qualify, CTPF must be the retiree’s final retirement system. A retiree/survivor and/or dependent may initially enroll in a CTPF plan once in a lifetime unless they experience a qualifying event. A member who leaves a CTPF plan after initial enrollment may re-enroll in a CTPF health insurance plan one time (during Open Enrollment) without a qualified change in status, with proof of prior medical and prescription drug coverage.
Visit the Health Insurance page for a list of eligibility and enrollment requirements for CTPF plans.
- Open Enrollment Education
During Open Enrollment, CTPF offers webinars and in-person seminars to educate members about CTPF’s health insurance plans.
Medicare Webinar
- Click here to register for the Open Enrollment Webinar - Medicare Plans on Thursday, October 1, 2026, at 10 a.m.
- Click here to register for the Open Enrollment Webinar - Medicare Plans on Friday, October 2, 2026, at 10 a.m.
Non-Medicare Webinar
- Click here to register for the Open Enrollment Webinar - Non-Medicare Plans on Thursday, October 1, 2026, at 1 p.m.
Open Enrollment In-Person Seminars
CTPF will host in-person Open Enrollment Seminars on Tuesday, October 6, 2026, at the Hilton/Oak Lawn (9333 S. Cicero Ave., Oak Lawn, IL, 60453). The Medicare Seminar will be held at 9:30 a.m. and the Non-Medicare Seminar will be held at 1:30 p.m. Registration is required and opens on September 23, 2026.
- Open Enrollment Vendor Week
During Open Enrollment, CTPF vendors host information sessions for members who want to hear directly from health insurance plan vendors. Visit the CTPF Calendar for dates and registration information.
- Health Insurance Handbooks
The Health Insurance Handbooks provide information about CTPF’s current health insurance options, rates, and plan coverage for Medicare and Non-Medicare plans. The 2027 Health Insurance Handbooks will be posted in September.
- 2027 Medicare Open Enrollment - What Not to Do
Have you been overwhelmed with Medicare solicitation on the television, radio and social media and want to learn the facts? Join one of our Medicare webinars or seminars to learn ways to avoid costly mistakes. Register for all webinars by clicking on the date on the CTPF Calendar.
- Important Open Enrollment Dates
October 1 2027 Open Enrollment period begins. October 1-2 Open Enrollment Education
Find a complete schedule of webinars on the CTPF Calendar.October 5-9 Open Enrollment Vendor Week
Find a complete schedule of webinars on the CTPF Calendar.October 6 Open Enrollment In-Person Seminars October 31 2027 Open Enrollment period closes. All forms must be postmarked by this date and mailed to CTPF or sent by fax 312-641-7185 or email an attachment (.pdf or .jpg format) to imaging@ctpf.org to ensure processing. No applications received after this date will be accepted. January 1, 2027 Health Insurance plans become effective. - Glossary of Terms
- CTPF Encourages Online Document Submission
CTPF encourages all members to submit forms and documents by fax 312-641-7185 or email an attachment (.pdf or .jpg format) to imaging@ctpf.org to ensure prompt processing.
- Update Contact Information with CTPF
CTPF encourages you to keep your updated contact details on file. Call Member Services at 312-641-4464 to make any changes to the contact information we have on file.