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).
Compare Medicare options near you
Answer 3 quick questions to see Medicare listings from licensed insurance partners.
What’s your ZIP code?
Plan availability is set by your county, so we start here.
How old are you?
This helps match you with options you’re eligible for.
Do you have Medicare Parts A & B?
This affects which Medicare options you can choose.
These listings are provided by licensed insurance partners.
Medicare Advantage plans in your area are changing or leaving for 2027.
One call tells you whether your plan is on the list — before enrollment opens.
Available now — current wait: 0 min
A real person answers. No phone menu, ever.
Medicare Advantage plans in your area are changing or leaving for 2027.
Is your plan on the list? One call tells you — before enrollment opens.
Available now — current wait: 0 min
A real person answers. About 5 minutes, no obligation.
Agents available Mon–Fri, 8am–6pm CT
Advertising disclosure: MyMedicarePlans.org may be compensated when you contact a partner or licensed agent. Listings are not ranked or endorsed by us, and we do not recommend specific plans. You can also contact Medicare.gov, 1-800-MEDICARE, or your local SHIP.
Speak to a Licensed Insurance Agent
Click to call 855-729-3240Found 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
855-729-3240 · free · about 5 minutes
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:
- Join a Medicare Advantage plan (Part C) for the first time.
- Switch from one Medicare Advantage plan to another.
- Drop a Medicare Advantage plan and go back to Original Medicare (Parts A and B).
- Join, switch or drop a stand-alone Part D prescription drug plan.
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:
- The Part D out-of-pocket cap on covered drugs rises to $2,400 in 2027 (it is $2,100 in 2026).
- The Part D maximum deductible rises to $700 in 2027 (it is $615 in 2026).
- The Part D national base beneficiary premium is $41.33 for 2027. That number is a formula input Medicare uses — it is not the premium any specific plan charges.
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:
- The Wisconsin SHIP (State Health Insurance Assistance Program) and the Medigap Helpline: 1-800-242-1060. Counselors are trained volunteers and staff who do not sell plans.
- The Milwaukee County Department on Aging, which can connect you with a local benefits specialist.
- 1-800-MEDICARE (1-800-633-4227), 24 hours a day, 7 days a week.
- medicare.gov, which has the official Plan Finder.
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.
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
(MA penetration in Milwaukee County)
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.
Explore
When can you enroll? An interactive year
Enrollment windows are federal and the same nationwide. Confirm your personal dates at Medicare.gov or 1-800-MEDICARE.
Explore
The parts of Medicare
Good to know
Frequently asked questions
What happens if I miss the December 7, 2026 deadline?
When does a change I make during AEP actually start?
Do I have to do anything if I like my plan?
Can I drop Medicare Advantage and go back to Original Medicare?
- 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.
- AI-assisted, human-reviewed. Articles are produced with AI-assisted tools and reviewed by the responsible desk before publishing.
- Inline sourcing. Facts and figures are cited to primary sources — CMS, SSA, and Medicare.gov.
- Correction transparency. We fix errors openly and note when a page was last updated.
- Not a government site. MyMedicarePlans.org is privately owned and not affiliated with or endorsed by Medicare or any government agency.
This page was last updated: October 2026.