Tools · 2026 plan year

Medicare enrollment date calculator

Enter your birth month and year and this maps your Initial Enrollment Period around your 65th birthday — when it opens, when it closes, the earliest date coverage can start, and when your six-month Medigap open enrollment runs.

Your date of birth

—your Initial Enrollment Period

  • Window opens—
  • Window closes—
  • Earliest coverage—
  • Medigap open enrollment—

What this assumes

  • The Initial Enrollment Period is seven months: three before your 65th-birthday month, that month, and three after.
  • Born on the 1st of the month, Medicare treats your birthday as the previous month — everything shifts a month earlier.
  • Enrolling before your birthday month starts coverage on the 1st of that month; enrolling later starts it the month after you sign up.
  • Your six-month Medigap open enrollment starts the month your Part B is in force — the one window with no health questions.
  • Still working past 65 with employer coverage? Different rules apply — talk it through before enrolling.

Talk it through with Sarah

An estimate is a starting point. Sarah can look up the real figures for your county, check your doctors and prescriptions, and tell you what the numbers actually mean for you.

Book a call 435-292-8777Speak with a licensed insurance agent · TTY 711

Or see real plans for your ZIP code:

This is an estimate, not a quote. Estimates only. Figures on this page use published 2026 plan-year values and the details you enter. They are not a quote, an offer of coverage, or a determination of eligibility. Your final premium and any advance premium tax credit are confirmed at enrollment on HealthCare.gov or with the carrier. CUPS Insurance is not affiliated with, endorsed by, or operating on behalf of HealthCare.gov, the Health Insurance Marketplace, or any federal or state government agency. Plan availability, premiums and advance premium tax credits are set by the carriers and the Marketplace.

FAQ

Common questions

Why does being born on the 1st change my dates?

Medicare treats a birthday on the first of a month as falling in the previous month. Eligibility, the seven-month window and the earliest coverage date all shift a month earlier.

The calculator has a checkbox for this, because it is the single most common reason a hand-worked date is wrong.

When does coverage actually start?

If you enroll in the three months before your birthday month, coverage starts on the first day of your birthday month. If you enroll during or after it, coverage starts the first of the month after you sign up.

Enrolling early in the window is what avoids a gap.

What if I am still working at 65?

You may be able to delay Part B without penalty while covered by an employer group plan, then use a Special Enrollment Period when that coverage ends.

The rules turn on the size of the employer, and COBRA and retiree coverage do not count the same way active employment does. Worth a conversation rather than a guess.

What is the Medigap window this shows?

Your six-month Medicare Supplement open enrollment, which starts the month your Part B is in force. During it a Supplement cannot ask health questions or decline you.

It is the one window where a Medigap plan is guaranteed issue, which is why it is shown alongside the enrollment dates.

Is this a quote?

No. It is an estimate computed from published plan-year figures and the details you type in. It is not an offer of coverage or a determination of eligibility.

Your final premium and eligibility are confirmed at enrollment on HealthCare.gov or with the carrier.

Where do these figures come from?

From the Centers for Medicare & Medicaid Services announcements for plan year 2026. They are plan-year stamped and reviewed each January, when the federal government publishes the new ones.

If a figure here does not match what you see elsewhere, check which plan year the other source is quoting first.

What does it cost to work with CUPS Insurance on Medicare date calculator?

Nothing. Carriers pay a commission when a plan is issued, and that commission is already built into the plan price whether you use an agent or not.

Buying the same plan on your own does not make it cheaper — it just means nobody checked your doctors and prescriptions first, and nobody picks up the phone in March when something goes wrong.

Does CUPS Insurance offer every plan available for Medicare date calculator?

No, and no agency does. We are independent, which means we compare across the carriers listed on this site rather than representing a single one — but that is not the same as offering every plan on the market.

We do not offer every plan available in your area. Currently we represent 8 organizations which offer 72 products in your area. Please contact Medicare.gov, 1-800-MEDICARE to get information on all of your options.

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