Medicare enrollment ยท 2026

Medicare enrollment deadlines & penalties

The most costly Medicare mistakes are enrollment mistakes. Miss a deadline and you could pay permanent premium penalties for the rest of your life. Here's exactly when to enroll and what happens if you don't.

๐Ÿ“… Updated for 2026 โฑ 8 min read โœ“ Medicare.gov sourced

๐Ÿ“‹ Quick facts

Initial enrollment window7 months
IEP starts3 months before 65th birthday
Part B late penalty10% per year โ€” permanent
Part D late penalty1% per month โ€” permanent
Annual Open EnrollmentOct 15 โ€“ Dec 7

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The Initial Enrollment Period (IEP)

Your Initial Enrollment Period is a 7-month window centered around your 65th birthday. It starts 3 months before the month you turn 65, includes your birthday month, and ends 3 months after.

For example, if you turn 65 in June: your IEP runs from March 1 through September 30.

Best time to enroll: Enroll in the 3 months before your birthday month so your coverage starts the month you turn 65. If you enroll in your birthday month or after, coverage is delayed by 1โ€“3 months.

If you're still working at 65

If you (or your spouse) are still working at 65 and covered by employer health insurance, you may be able to delay Medicare enrollment without penalty โ€” as long as the employer coverage is considered "creditable coverage."

When you eventually retire or lose employer coverage, you get a Special Enrollment Period (SEP) of 8 months to enroll in Medicare without penalty.

โš ๏ธ COBRA and retiree coverage don't count: If you leave your job and go on COBRA or retiree health coverage, this does NOT give you a Special Enrollment Period. You must enroll in Medicare within your IEP or face late penalties.

Late enrollment penalties โ€” these are permanent

PartPenaltyHow long it lasts
Part A (if you don't qualify for free Part A)10% higher premiumTwice the number of years you could have enrolled
Part B10% per full year without coveragePermanent โ€” for life
Part D1% per month without creditable drug coveragePermanent โ€” for life

Annual Open Enrollment Period

Every year from October 15 through December 7, you can make changes to your Medicare coverage. Changes take effect January 1. During this period you can:

How to enroll

You can enroll in Medicare three ways: online at SSA.gov, by calling Social Security at 1-800-772-1213, or by visiting your local Social Security office. Enrollment in Part A and Part B is through Social Security โ€” not through Medicare directly.

For Medicare Advantage or Part D drug plans, you enroll directly with the private insurer or through Medicare.gov's Plan Finder tool.