MedicareFAQ
Medicare Enrollment

5 Steps to Choosing the Right Medicare Plan for You

12 min readAugust 11, 2026
David Haass

Written By

David Haass

CTO & Co-Founder

Ashlee Zareczny

Reviewed By

Ashlee Zareczny
Person reviewing Medicare plan options at a desk with documents and laptop

Choosing a Medicare Plan Does Not Have to Be Complicated

Turning 65 triggers one of the most consequential health insurance decisions most people ever face. Within a single enrollment window, you will choose from a system that covers nearly 68 million Americans, and the plan you pick shapes your healthcare costs, provider access, and financial stability for years ahead.

Medicare plan selection at 65 does not have to feel overwhelming. The key is breaking the process into clear, sequential steps before your enrollment window opens. Done right, you will match your actual medical needs and budget to the plan structure that serves you best.

Here is the short version: First, understand your enrollment windows and deadlines. Second, decide between Original Medicare and Medicare Advantage. Third, evaluate your prescription drug coverage options. Fourth, consider Medigap supplements and plan quality ratings. Fifth, calculate your true total costs, including IRMAA surcharges if your income qualifies.

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Each of these steps builds on the one before it. The sections below walk through all five in detail, along with financial assistance programs and answers to the questions people ask most often before making this decision.

Key Takeaways

  • Your Initial Enrollment Period lasts only 7 months - missing it can trigger permanent late penalties that follow you for life.
  • Total cost matters more than monthly premium - a $0-premium plan can cost far more out-of-pocket than a higher-premium alternative when you actually use care.
  • Medigap and Medicare Advantage are mutually exclusive - you must choose one path, and switching later may require medical underwriting in most states.

Step 1: Understand Enrollment Windows (Initial, Special, and General Periods)

The Initial Enrollment Period is a 7-month window centered on your 65th birthday, giving you a crucial timeframe to sign up for Medicare without penalties.

Your first and most time-sensitive task is knowing exactly when you can enroll, because missing the right window has lasting financial consequences.

The Initial Enrollment Period (IEP) spans 7 months: the 3 months before your 65th birthday month, your birthday month itself, and 3 months after. This is your primary opportunity to sign up for Medicare Parts A and B without any penalty. If you enroll during the first 3 months, your coverage starts on the first day of your birthday month. Waiting until after your birthday month can delay your coverage start date by one to three months.

If you are still working at 65 and covered by a qualifying employer health plan, you may qualify for a Special Enrollment Period (SEP). The SEP gives you an 8-month window to enroll in Medicare after your employer coverage ends or your employment stops, whichever comes first. This lets you delay Medicare without penalty. However, COBRA and marketplace plans do not qualify as employer coverage for SEP purposes.

If you miss both the IEP and SEP, you will wait for the General Enrollment Period (GEP), which runs January 1 through March 31 each year, with coverage starting July 1. The cost of waiting is steep. The Part B late enrollment penalty adds 10% to your premium for every 12-month period you were eligible but did not enroll, and it is permanent.

The Part D late enrollment penalty compounds similarly over time.

Knowing these windows in advance is the single most protective step you can take during Medicare plan selection.

Important Prerequisite

Before evaluating plan types in Step 2, ensure you have resolved your enrollment window in Step 1 to avoid permanent late penalties.

Step 2: Map Out Original Medicare vs. Medicare Advantage (Part C)

Original Medicare is a government-managed fee-for-service program, while Medicare Advantage is an all-in-one private alternative that bundles extra benefits.

Once you understand enrollment timing, your next decision is the biggest structural one: Original Medicare or Medicare Advantage? These are fundamentally different approaches to receiving your benefits.

Original Medicare consists of Part A (hospital coverage) and Part B (outpatient medical services). Part A covers inpatient stays, skilled nursing facility care, and some home health services. Part B covers doctor visits, preventive care, lab work, and durable medical equipment. Together, they pay roughly 80% of approved costs, leaving you responsible for deductibles, coinsurance, and no annual out-of-pocket cap on your exposure.

In 2026, the standard Part B premium is $202.90 per month, and the Part B deductible is $283. The Part A deductible per benefit period is $1,736. These costs add up quickly without supplemental coverage.

Medicare Advantage (Part C) is an alternative offered by private insurers that must cover everything Original Medicare covers, and typically bundles Part D drug coverage and extra benefits like dental, vision, and hearing. Many Medicare Advantage plans carry a $0 monthly premium beyond what you pay for Part B. However, the extra benefits included vary significantly by plan and location.

Network structure matters enormously with Medicare Advantage. HMO plans require you to use in-network providers and get referrals to see specialists. PPO plans offer more flexibility - you can see out-of-network providers, but at higher cost. PFFS (Private Fee-for-Service) plans set their own payment terms, and providers must agree to those terms each time you seek care.

The right choice depends on your priorities. If you travel frequently, have specialists you want to keep, or live in multiple states seasonally, Original Medicare's nationwide coverage may suit you better. If you want bundled benefits and predictable copays within a local network, Medicare Advantage deserves serious consideration. Reviewing a side-by-side comparison of Original Medicare vs. Medicare Advantage can help clarify which structure fits your life.

Step 3: Evaluate Prescription Drug Coverage (Part D and Formularies)

Part D prescription drug plans help cover outpatient medications through private insurers, with formularies dividing drugs into cost-sharing tiers.

Prescription drug costs are one of the most overlooked factors in Medicare plan selection, and one of the most expensive to get wrong.

If you stay with Original Medicare, you will need to add a standalone Part D prescription drug plan. In 2026, the average Part D premium is approximately $34.50 per month, though premiums vary widely by plan and location. The maximum Part D deductible in 2026 is $615, though some plans waive the deductible for lower-tier drugs.

One of the most significant changes in 2026 is the new out-of-pocket cap for Part D. Once your total drug costs reach the catastrophic phase threshold of $2,100 in 2026, you pay $0 for covered drugs for the rest of the year. This is a meaningful protection for people on expensive specialty medications.

Every Part D plan maintains a formulary - an approved list of covered drugs organized into cost tiers. Tier 1 typically includes generic drugs with the lowest copays. Tier 2 covers preferred brand-name drugs. Tiers 3, 4, and 5 escalate to non-preferred brands and specialty medications, which can carry coinsurance of 25% to 33% of the drug's full cost.

Before choosing any plan, run your specific medications through the plan's formulary. A drug covered at Tier 2 on one plan may sit at Tier 4 on another - a difference that could cost hundreds of dollars annually. Medicare's Plan Finder tool at Medicare.gov lets you enter your exact drugs and compare estimated annual costs across available plans in your ZIP code.

Step 4: Close Gaps with Medigap and Check Plan Quality via Star Ratings

Medigap policies help pay the out-of-pocket costs left behind by Original Medicare, while CMS Star Ratings measure overall plan quality and performance.

If you choose Original Medicare, you will likely want a Medigap (Medicare Supplement) policy to cover the gaps it leaves behind - the deductibles, coinsurance, and copays that can otherwise accumulate without limit.

Medigap plans are standardized by the federal government, meaning Plan G from one insurer covers exactly the same benefits as Plan G from another. What differs is the monthly premium. Plan G is the most popular choice for new enrollees in 2026. It covers the Part A deductible, coinsurance, skilled nursing facility costs, and foreign travel emergency care, leaving only the Part B deductible ($283 in 2026) as your responsibility. Plan N offers similar protection at a lower premium, but you will pay copays of up to $20 for some office visits and up to $50 for emergency room visits that do not result in admission.

The Medigap vs. Medicare Advantage decision is not just financial - it is structural. Once you choose Medigap, you cannot combine it with Medicare Advantage. These are separate paths.

Regardless of which plan type you are evaluating, use CMS Star Ratings as a quality filter. Medicare Advantage and Part D plans are rated on a 1-to-5 star scale each year, measuring factors like member satisfaction, chronic disease management, and customer service responsiveness. Plans rated 4 stars or higher generally indicate more consistent quality. A plan's star rating will not tell you everything, but it flags underperformers worth avoiding. According to KFF analysis, enrollment is heavily concentrated in higher-rated plans - a signal worth following.

Eddie the Eagle — MedicareFAQ mascot
💡 Eddie's Pro Tip

Before you lock in any plan, call your top three doctors and your pharmacy to confirm they accept the specific plan you are considering - not just Medicare in general. Network directories can be outdated, and a quick phone call now prevents a surprise bill later. Also ask whether the plan requires prior authorization for any procedures you anticipate needing in the next 12 months.

Step 5: Compare Total Costs, Premiums, and IRMAA Surcharges

Total Medicare costs include monthly premiums, deductibles, copays, and potential income-based surcharges - not just the base premium.

Monthly premiums get most of the attention during Medicare plan selection. But your total annual cost is what actually determines whether a plan is affordable.

Cost FeatureOriginal MedicareMedicare AdvantageMedigap
Monthly Premium$202.90 (Part B)Varies ($0 + Part B)Varies by plan letter
Annual Deductible$283 (Part B)Varies by planVaries (covers Part A/B deductibles)
Out-of-Pocket Cap (MOOP)NoneUp to $9,250 (2026)Not applicable

Original Medicare has no such cap, which is precisely why Medigap exists.

If your income exceeds certain thresholds, you will also pay IRMAA (Income-Related Monthly Adjustment Amount) surcharges on top of your Part B and Part D premiums. IRMAA is based on your 2024 tax return. For individuals earning more than $109,000 (or couples above $218,000 jointly), surcharges begin. At the highest income tier (individuals above $500,000), the total Part B premium reaches $689.90 per month. Be sure to review the full 2026 Medicare cost breakdown if your income may trigger IRMAA.

When comparing plans, build a realistic annual cost estimate that includes:

  • Monthly premiums (Part B + any plan premium)

  • Expected deductibles and copays based on your typical healthcare usage

  • Prescription drug costs under each plan's formulary

  • Any IRMAA surcharges applicable to your income

A plan with a $0 monthly premium but a $9,250 MOOP and high drug cost-sharing may cost you significantly more than a plan with a $120 monthly premium and a $2,500 MOOP. Run the numbers on both scenarios before deciding.

Leveraging Financial Assistance Programs and Expert Counseling

If cost is a barrier, several programs exist specifically to reduce what you pay for Medicare, and many eligible beneficiaries never apply for them.

Medicare Savings Programs (MSPs) are state-administered programs that can pay your Part B premium, Part A deductible, and sometimes copays, depending on your income. There are four MSP levels, and eligibility varies by state. Separately, the Part D Extra Help program (also called the Low-Income Subsidy) assists with drug plan premiums, deductibles, and copays. In 2025, individuals with income up to $23,475 and resources under $17,600 may qualify.

If you are enrolled in both Medicare and Medicaid, you are considered dual-eligible and likely qualify for the most comprehensive assistance available. State Pharmaceutical Assistance Programs (SPAPs) and tools like BenefitsCheckUp.org can also identify state-specific programs you may have missed.

For unbiased, free guidance, contact your state's State Health Insurance Assistance Program (SHIP). SHIP counselors are not insurance agents and receive no commission - they exist solely to help you understand your options. The national SHIP locator at shiphelp.org connects you to a local counselor by ZIP code. Every state has SHIP resources available, and appointments are typically offered at no cost.

Frequently Asked Questions About Choosing a Medicare Plan

How much should Medicare supplemental insurance cost?
Medigap premiums typically range from $80 to $300 per month in 2026, depending on your age, location, gender, tobacco use, and the plan letter you choose. Plan G tends to cost more than Plan N but offers broader protection. Comparing multiple carriers for the same plan letter is the most reliable way to find competitive pricing.
Will Medicare pay for a caregiver?
Medicare covers short-term home health aide services only when they accompany skilled nursing or therapy care ordered by a physician. It does not cover long-term custodial care, such as ongoing help with bathing, dressing, or meals, whether provided at home or in a facility. For ongoing caregiver needs, Medicaid or long-term care insurance are the primary coverage options.
Can I switch my Medicare Advantage plan after choosing one?
Yes, within limits. The Medicare Advantage Open Enrollment Period runs January 1 through March 31 each year and lets you switch to a different Advantage plan or return to Original Medicare. The Annual Election Period (October 15 - December 7) is the broader window when you can make any plan changes, with coverage starting January 1.
What happens if I miss my Initial Enrollment Period?
Missing the IEP without qualifying for a Special Enrollment Period means you will wait until the General Enrollment Period (January 1 - March 31) to sign up. You will also face a permanent 10% penalty on your Part B premium for every 12 months you were eligible but unenrolled, plus a Part D late penalty calculated based on how long you went without creditable drug coverage.
What is the difference between a drug formulary and a tier?
A formulary is the complete list of drugs a Part D plan covers. Tiers are the cost-sharing categories within that formulary - lower tiers (generics) carry smaller copays, while higher tiers (brand-name or specialty drugs) carry larger copays or coinsurance. Your actual cost depends on which tier your specific medication falls into under each plan you are comparing.
How do I contact free Medicare counselors in my state?
Visit shiphelp.org or call 1-800-MEDICARE to find your state's SHIP program. SHIP counselors provide free, unbiased help with plan comparisons, enrollment questions, and appeals, with no sales pressure. Many states also offer in-person appointments at local senior centers or Area Agencies on Aging.

Conclusion and Next Steps for Your Medicare Journey

The decisions you make at 65 set the foundation for your healthcare coverage, potentially for decades. Timing matters. Understanding the difference between plan types matters. And matching your actual prescriptions, doctors, and annual budget to the right plan matters more than any single factor like a $0 premium.

Start by auditing your current health needs: list your medications, your preferred providers, and your typical healthcare usage in an average year. Then work through the five steps outlined here, and do not hesitate to use free resources like SHIP counselors or the Medicare enrollment checklist to stay organized.

The right plan is the one built around your life, not a generic default. Take the time to compare carefully, and you will make a decision you can feel confident about.

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