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Medicare 2026

Milwaukee Medicare 2027: your window to switch runs Oct. 15 to Dec. 7

Milwaukee — The yearly window to change a Medicare plan for 2027 opens October 15, 2026 and closes December 7, 2026. Any choice made in that window takes effect January 1, 2027. For Milwaukee residents who like their current coverage, nothing has to be done — a plan that is offered again next year renews on its own, with any updates spelled out in its Annual Notice of Change (ANOC).

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2027 PLAN ALERT

Medicare Advantage plans in your area are changing or leaving for 2027.

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Annual Enrollment: Oct 15 – Dec 7

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BEFORE YOU ENROLL

Found a plan you like online?

One free call confirms it's actually right for you — online directories are wrong more often than you'd think.

  • Your doctors — confirmed in-network for 2027
  • Your prescriptions — checked against the plan's 2027 drug tiers
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Oct. 15 – Dec. 7Milwaukee, WI
Video: ChristianBodhi Video by ChristianBodhi on Pixabay

Key takeaways

  • Milwaukee's Annual Enrollment Period runs October 15 – December 7, 2026, and changes take effect January 1, 2027.
  • During the window you can join, switch or drop a Medicare Advantage plan or a Part D drug plan, or move back to Original Medicare.
  • Milwaukee is in Milwaukee County, where 52 Medicare Advantage plans from 7 carriers are offered for 2026; the 2027 lineup includes some plans not returning, some new, and some renamed.
  • Free, unbiased local help is available in Wisconsin through the SHIP program (called the Medigap Helpline and the Wisconsin SHIP) and from 1-800-MEDICARE.

The season still matters, though. Plans change what they cover and what they cost from one year to the next. Reading the ANOC that arrives by late September — and comparing it to what else is available in Milwaukee County — is the only way to know whether the plan a person has today is still the right fit for 2027.

What you can change between Oct. 15 and Dec. 7

The Annual Enrollment Period, often called AEP, is the one time every fall when any person on Medicare can make these moves:

All of those changes, if made by December 7, 2026, start on January 1, 2027. If more than one change is submitted during the window, the last one on file is the one that takes effect.

A separate window, the Medicare Advantage Open Enrollment Period, runs January 1 – March 31, 2027. During that period a person already in a Medicare Advantage plan can switch to a different one or return to Original Medicare — but it is not open to people on Original Medicare who want to start an Advantage plan.

What is actually new for 2027

A few program-level numbers are already set by CMS for 2027:

Two other figures Milwaukee readers often ask about — the 2027 Part B standard premium and deductible, and the 2027 IRMAA income brackets — have not been announced yet. CMS normally publishes them later in the fall, typically in November. We will update coverage when those come out; please do not rely on any projection in the meantime.

The Milwaukee lineup, in plain terms

Medicare plan choices are set by county. Milwaukee is in Milwaukee County, where 52 Medicare Advantage plans from 7 carriers are offered for 2026. All of them include drug coverage. By plan type, the county has HMO, HMO-POS, PPO, PFFS and MSA plans, and 18 of the 52 are Special Needs Plans (SNPs) built for people with specific situations such as dual Medicare-Medicaid eligibility or certain chronic conditions.

For 2027 in Milwaukee County, CMS Landscape data shows 6 plans not returning, 6 new plans, and 12 renamed plans. "Renamed" does not necessarily mean the benefits changed — but it is a good reminder to read the ANOC rather than assume this year's plan is identical to last year's.

The seven carriers offering Medicare Advantage in the county for 2026 are Aetna (CVS Health), Centene (WellCare), Elevance Health (Anthem), Humana, Molina Healthcare of Wisconsin, Network Health Medicare Advantage Plans, and UnitedHealthcare. The table below lists every plan by carrier and type so you can see the full field at a glance.

One Milwaukee-specific note: Milwaukee County shows 0 stand-alone Part D plans in the current Landscape file. People on Original Medicare who want drug coverage should talk with a SHIP counselor or use the Plan Finder at medicare.gov to confirm what's available in ZIP 532.

How to compare without getting overwhelmed

A short, boring routine works better than a weekend of research:

1. Read your ANOC. It arrives by late September and lists exactly what is changing on your current plan for 2027 — premium, drug tiers, copays, network and extras. 2. Make a short list of what you actually use. Your doctors, your pharmacy, and every prescription (name, dose, how often). 3. Run those details through the Plan Finder at medicare.gov, or ask a SHIP counselor to run it with you. 4. Decide by December 7, 2026. If you do nothing, your current plan renews as described in the ANOC.

Original Medicare paired with a stand-alone Part D plan and, often, a Medigap (Medicare Supplement) policy is one path. A Medicare Advantage plan is another. Neither is "better" in the abstract — it depends on your doctors, your drugs, your budget and how you like to use health care.

Where to get free, local help in Milwaukee

You do not have to figure this out alone, and you do not have to pay anyone. In Wisconsin, free one-on-one Medicare counseling is available through:

What SHIP counselors cannot do is pick your plan for you — but they will walk through the comparison with your actual drug list and doctors and explain the trade-offs in plain English.

By the numbers

Medicare Part B premium, 2006–2026

The standard monthly Part B premium has climbed from $88.50 in 2006 to $202.90 in 2026. Hover any point for that year’s premium.

$0$50$100$150$200200820122016202020242026

Source: CMS. Standard premium shown; in some hold-harmless years many existing enrollees paid less. Confirm at Medicare.gov.

By the numbers

How people get Medicare in Milwaukee County

68% are on Medicare Advantage
(MA penetration in Milwaukee County)
68%
32%
Medicare Advantage Medicare Supplement (Medigap) Original Medicare only
U.S. average

MA penetration from CMS enrollment data; Medigap share is an estimate. U.S. average is about 54% Medicare Advantage. These are area-level figures, not plan-specific.

Key dates

Medicare enrollment periods at a glance

  • Around your 65thInitial Enrollment PeriodA 7-month window around the month you turn 65 — your first chance to sign up.
  • October 15 – December 7Annual Enrollment PeriodAnyone with Medicare can join, switch, or drop a Medicare Advantage or Part D plan.
  • January 1 – March 31Medicare Advantage Open EnrollmentIf you're already in a Medicare Advantage plan, you can make one change.
  • January 1 – March 31General Enrollment PeriodFor people who missed their first chance to sign up for Part B.
  • VariesSpecial Enrollment PeriodTriggered by life events like moving or losing other coverage.

Dates are set by Medicare and apply nationwide. Confirm your personal windows at Medicare.gov or 1-800-MEDICARE.

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Medicare Advantage companies in Milwaukee County

By local enrollment size · informational, not a ranking
CompanyLocal enrollmentPlans offeredLocal agentsAction
UnitedHealthcareNational—Yes
HumanaNational—Yes
Network Health IncRegional—Yes
Aetna (CVS Health)National—Yes
Elevance Health (Anthem)National—Yes
Centene (WellCare)National—Yes
Enrollment data: CMS Medicare Advantage enrollment by company (county level). Figures shown are illustrative sample data pending the current CMS file. Listed by enrollment size, largest first — this is not a ranking, recommendation, or endorsement of any company or plan.

Provided by licensed insurance partners; MyMedicarePlans.org may be compensated. Not a ranking or endorsement of any plan.

Explore

When can you enroll? An interactive year

JFMAMJJASOND
October 15 – December 7 — anyone with Medicare can join, switch, or drop a Medicare Advantage or Part D plan. Changes take effect January 1.

Enrollment windows are federal and the same nationwide. Confirm your personal dates at Medicare.gov or 1-800-MEDICARE.

Explore

The parts of Medicare

Part A covers inpatient hospital stays, skilled nursing facility care, hospice, and some home health care. Most people pay no premium for Part A.

Good to know

Frequently asked questions

What happens if I miss the December 7, 2026 deadline?
Your current plan simply renews for 2027 with the changes listed in its Annual Notice of Change. You generally cannot switch Medicare Advantage or Part D plans again until the next AEP, though people already in a Medicare Advantage plan have a second window (January 1 – March 31) to switch once or return to Original Medicare. Special Enrollment Periods also exist for life events like moving out of a plan's service area.
When does a change I make during AEP actually start?
January 1, 2027. That is true whether you enroll on October 15 or on December 7. Your old coverage runs through December 31, 2026, and the new coverage picks up the next day.
Do I have to do anything if I like my plan?
No. If your plan is offered again in Milwaukee County for 2027, it renews automatically. Just read the ANOC that arrives in the mail so you are not surprised by a change in premium, drug coverage or network on January 1.
Can I drop Medicare Advantage and go back to Original Medicare?
Yes. During AEP (October 15 – December 7) you can drop an Advantage plan and return to Original Medicare, and add a stand-alone Part D plan if you want drug coverage. If you also want a Medigap policy, be aware that outside of your initial Medigap open enrollment window, insurers in Wisconsin may use medical underwriting — a SHIP counselor can explain how that works in your situation. ## The bottom line Milwaukee's 2027 Annual Enrollment Period is a 54-day window — October 15 through December 7, 2026 — to make one clear decision: keep what you have, or change it. For the most current, personalized answer, start at medicare.gov, call 1-800-MEDICARE, or reach the Wisconsin Medigap Helpline at 1-800-242-1060.
Sources & further reading
  • CMS — Medicare enrollment periods (medicare.gov)
  • CMS — MA/Part D Landscape & Plan Finder data

For personalized answers, contact Medicare.gov, 1-800-MEDICARE, or your local SHIP.

Also for Milwaukee

Content Integrity Standards

  • No invented figures. Program-level numbers come from CMS / Medicare.gov; we never use placeholder data.
  • No plan rankings or recommendations. This is educational content. We don't rank, score, or recommend specific plans.
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This page was last updated: October 2026.

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