Retiree Advisor Match

Medicare Annual Enrollment Period 2026: What You Can (and Can't) Do

The Medicare Annual Enrollment Period (AEP) runs October 15 through December 7 every year. Any changes you make take effect January 1. This is your main window to switch Medicare Advantage plans, change your Part D drug plan, or move between Original Medicare and Medicare Advantage. Here's what you need to know — and the traps to avoid.

AEP is open right now. The 2026 Annual Enrollment Period runs October 15 – December 7, 2026. Changes take effect January 1, 2027. Jump to the plan-comparison checklist →

What you can change during AEP

During the Annual Enrollment Period you can make any of the following elections:

Change Allowed during AEP? Takes effect
Switch from Original Medicare → Medicare AdvantageYesJanuary 1
Switch from Medicare Advantage → Original MedicareYesJanuary 1
Switch between two Medicare Advantage plansYesJanuary 1
Join a standalone Part D drug plan (if you have Original Medicare)YesJanuary 1
Switch between Part D plansYesJanuary 1
Drop a Part D planYes (but late-enrollment penalties apply if you go uninsured later)January 1
Enroll in Medicare for the first timeNo — requires Initial Enrollment Period or SEPN/A
Add or change a Medigap (Medicare Supplement) planNo — requires underwriting in most statesN/A

If you make multiple changes during AEP, only your last election before December 7 is the one that takes effect.

The Medigap switching trap

This is the most expensive mistake retirees make during AEP. Here's how it happens:

  1. You enrolled in Medicare Advantage at 65 to save on premiums.
  2. Now at 70 or 75, you've had health issues and want the flexibility of Original Medicare + Medigap.
  3. You drop Medicare Advantage during AEP and return to Original Medicare — that part works fine.
  4. You apply for a Medigap Plan G supplement — and the insurer declines you or charges a much higher premium because of your health history.

The problem: Medigap guaranteed-issue rights only apply during your initial 6-month Open Enrollment Period (the six months starting the month you first have Part B at age 65 or older). After that window closes, insurers in most states can medically underwrite you — meaning a diabetes diagnosis, heart condition, or prior cancer treatment can result in denial or surcharges of 50–200% above standard rates.

Before dropping Medicare Advantage during AEP, confirm you can get a Medigap plan at a reasonable rate. See Medigap Plan G vs Plan N →

2026 Part D changes: the $2,100 out-of-pocket cap

The most significant Part D change in years took full effect in 2026. Under the Inflation Reduction Act, Part D now has a hard $2,100 annual out-of-pocket cap on drug costs.1 This eliminates the old catastrophic coverage phase where you previously owed 5% of drug costs with no ceiling.

If you take expensive specialty medications, the cap is the most valuable change in AEP 2026. Compare plans using Medicare Plan Finder at medicare.gov, entering your specific drugs and dosages.

Part D IRMAA alert: If your 2024 income was above the IRMAA thresholds, you'll owe a surcharge on top of your Part D premium — regardless of which plan you choose. Check your 2026 IRMAA tier →

The Medicare Advantage Open Enrollment Period (Jan 1–Mar 31)

If you're enrolled in a Medicare Advantage plan and miss AEP, you have a second chance: the Medicare Advantage Open Enrollment Period (OEP) runs January 1 through March 31 each year.

Special Enrollment Periods (SEPs): when you don't have to wait

Certain life events give you a Special Enrollment Period outside AEP:

Qualifying eventSEP window
Losing employer or union coverage8 months from when coverage ends
Moving out of your plan's service area2 months
Moving to or from a nursing home or long-term care facility2 months
Leaving Medicare Advantage due to plan contract terminationVariable
Achieving Extra Help / Low Income Subsidy (LIS) statusOnce per quarter

If you retired mid-year and are transitioning from employer coverage, your SEP for Part B and Part D is 8 months from when your employer coverage ends. See the full Medicare enrollment guide →

AEP plan-comparison checklist

Before making any changes during AEP, work through this checklist:

Step 1: Review your Annual Notice of Change (ANOC)

Your current Medicare Advantage or Part D plan was required to mail you an ANOC by September 30. It lists every change to your plan for 2027: premiums, deductibles, copays, prior authorization requirements, and any drugs removed from or added to the formulary.

What to flag:

  • Is your plan's premium increasing significantly?
  • Did your regular medications move to a higher tier (higher copay) or get removed from the formulary?
  • Did any of your regular doctors leave the network?
  • Did prior authorization requirements expand for services you use?
  • Did the out-of-pocket maximum change?

Step 2: Run Medicare Plan Finder for your specific drugs

Go to medicare.gov/plan-compare, enter your zip code and medications (drug name + dosage + quantity), and compare your current plan's estimated annual cost to alternatives. The comparison includes premium + deductible + copays across all plans in your area.

Key number to compare: Total annual drug cost — not just monthly premium. A plan with a $0 premium but a $615 deductible and high copays often costs more than a plan with a $30 premium and lower cost-sharing.

Step 3: For Medicare Advantage — check the provider network for 2027

Networks change January 1. Even if you're staying with the same insurer, confirm your primary care doctor, key specialists, and preferred hospitals are still in-network for 2027. Call the plan or check the plan's online provider directory — not the insurer's general directory.

Step 4: Assess whether to switch between Original Medicare and Medicare Advantage

This is the highest-stakes decision. Use the framework below:

Your situationLean toward
Travel frequently or spend time in multiple statesOriginal Medicare + Medigap (nationwide acceptance)
Managing multiple chronic conditions, frequent specialist visitsOriginal Medicare + Medigap (no network restrictions, no prior auth)
Healthy, mostly routine care, prefer lower monthly premiumMedicare Advantage (lower premium, extra benefits)
Need dental, vision, or hearing coverageMedicare Advantage (many plans include extras)
Have a specific specialist or hospital you're unwilling to loseVerify network before switching — MA networks restrict access
High income with IRMAA exposureEither path — IRMAA applies to Part B regardless

Step 5: If switching from MA → Original Medicare, check Medigap first

Before dropping Medicare Advantage, contact 2–3 Medigap insurers to confirm you can get coverage and at what price. If you're in a state with guaranteed-issue protections (CT, ME, MA, MN, NY, WA have some year-round protections), you have more flexibility. In most other states, do not drop MA until you have a confirmed Medigap acceptance in hand.

Medicare decisions interact with your broader retirement income plan.

Your IRMAA tier is driven by income — Roth conversions, RMDs, and capital gains harvesting all affect your Part B and Part D surcharges. A retirement income specialist can review your projected income and help you manage IRMAA before the 2-year lookback locks it in.

Talk to a retirement specialist →

How AEP interacts with your retirement income plan

Medicare choices don't exist in isolation. Three financial planning connections worth knowing:

IRMAA and income management

Your 2027 Part B and Part D premiums will be based on your 2025 MAGI (two-year lookback). If you had a one-time income spike in 2025 — a large Roth conversion, home sale, or RMD bunching — you may be paying IRMAA surcharges in 2027 that you can appeal via Form SSA-44 if a qualifying life event (retirement, work reduction, etc.) has since reduced your income. See how to appeal IRMAA →

Part D OOP cap and Roth planning

If you're on expensive specialty drugs, the $2,100 Part D OOP cap limits your downside drug cost risk — which may factor into how much LTC self-insurance buffer you need and whether purchasing a standalone LTC policy makes sense at your premium price point. See long-term care planning →

Medigap premiums and retirement spending

Plan G premiums range from roughly $150–$250/month at 65 and increase with age. Over a 20-year retirement, that's $36,000–$60,000 in premium payments (nominal). Running a spending plan that includes healthcare cost escalation helps stress-test your withdrawal rate. See retirement spending plan →

Sources

  1. Inflation Reduction Act of 2022, Pub. L. 117-169 — Part D $2,000 OOP cap (indexed; $2,100 for 2026). cms.gov — 2026 Medicare Parts B Premiums and Deductibles
  2. CMS — 2026 Medicare Part D standard benefit parameters: $615 deductible, $38.99 base beneficiary premium. cms.gov — Prescription Drug Coverage General Information
  3. CMS — 2026 Part D IRMAA surcharge tables: income thresholds from 2024 MAGI, surcharges $13.70–$85.80/month. IRS Rev. Proc. 2025-67 / CMS IRMAA tables
  4. Medicare.gov — Annual Enrollment Period overview, OEP rules, and SEP qualifying events. medicare.gov — Joining a Medicare plan

Values verified as of October 2026. Medicare rules change annually; verify current plan details at medicare.gov or with a licensed Medicare counselor.

Talk to a retirement income specialist

Medicare decisions — especially switching between Advantage and Original Medicare — interact directly with your Roth conversion strategy, IRMAA exposure, and long-term care planning. Get matched with a fee-only advisor who specializes in retirement income planning.