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HomeMedicare 2026WisconsinWaukeshaWaukesha Medicare Support Through SHIP and Licensed Agencies

Medicare 2026

Waukesha Medicare Support Through SHIP and Licensed Agencies

WAUKESHA, Wis. — If Medicare feels like a maze, you are not alone. With more than 84,000 residents age 65 or older in Waukesha County, thousands of neighbors are working through the same questions every year: What does Part D cover? Should I stay with Original Medicare? When can I switch?

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Compare Medicare options near you

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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.

Medicare options in your area

These listings are provided by licensed insurance partners.

2027 PLAN ALERT

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.

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A real person answers. No phone menu, ever.

Call 855-729-3240
Annual Enrollment: Oct 15 – Dec 7

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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.

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TTY: 711
Monday - Friday 7am - 9pm CST

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
Verify it in one call

855-729-3240 · free · about 5 minutes

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Key takeaways

  • Waukesha County has more than 84,000 residents age 65 or older who face the same Medicare questions each year.
  • Wisconsin's SHIP program, called the Medigap Helpline, offers free counseling with no sales pitch, since counselors don't sell insurance or earn commissions.
  • In 2026, Waukesha County residents could choose from 57 Medicare Advantage plans offered by 9 carriers, according to CMS Landscape data. The 2027 lineup appears in each plan's ANOC and on Medicare.gov's Plan Finder.
  • Missing your enrollment window may mean waiting a year to sign up, unless you qualify for a Special Enrollment Period due to a move, job change, or loss of coverage.

Free, unbiased Medicare help is closer than you think

The good news is that Waukesha has trained, unbiased help available at no cost — and you don't have to sit through a sales pitch to get it.

Start with SHIP — Wisconsin's free counseling service

Every state has a State Health Insurance Assistance Program (SHIP). It's federally funded, and its counselors do not sell insurance or earn commissions. Their job is simply to help you understand your options.

In Wisconsin, SHIP is called the Medigap Helpline, run by the Wisconsin Board on Aging and Long Term Care. Counselors can help you:

Wisconsin Medigap Helpline: 1-800-242-1060 (weekdays) Wisconsin Medigap Part D and Prescription Drug Helpline: 1-855-677-2783

Local help right here in Waukesha County

The Waukesha County Aging and Disability Resource Center (ADRC) is another trusted local resource. ADRC staff and volunteers can walk you through Medicare basics, help you use the Plan Finder on Medicare.gov, and connect you with benefits programs.

Waukesha County ADRC: 262-548-7848 Location: Health and Human Services Center, 514 Riverview Ave., Waukesha

Because ADRC counselors are not tied to any insurance company, they can give you a straight answer about what fits your situation — even if the answer is "keep what you have."

When a licensed agent makes sense

SHIP and ADRC counselors are terrific for education and comparisons, but they cannot enroll you in a plan. That's where a licensed independent insurance agent comes in.

A few tips if you go this route:

According to CMS Landscape data, Waukesha County residents had 57 Medicare Advantage plans available through 9 carriers offering MA-PD coverage in 2026. The 2027 lineup is detailed in each plan's Annual Notice of Change and on Medicare.gov's Plan Finder. That's a lot to sort through, which is why so many people find it helpful to talk with someone before choosing.

Key numbers worth knowing

Whether you meet with SHIP, ADRC, or an agent, these program-level figures apply to everyone on Medicare:

Mark these enrollment windows

If you miss these windows, you may have to wait a year — unless you qualify for a Special Enrollment Period after a move, job change, or loss of coverage.

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 Waukesha County

60% are on Medicare Advantage
(MA penetration in Waukesha County)
60%
40%
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.

Compare with a licensed agent

See Medicare options serving Waukesha & speak with a licensed agent

Medicare Advantage companies in Waukesha County

By local enrollment size · informational, not a ranking
CompanyLocal enrollmentPlans offeredLocal agentsAction
UnitedHealthcareNational—Yes
Network Health IncRegional—Yes
HumanaNational—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

Q: Does SHIP cost anything?
No. SHIP counseling is free and funded by a federal grant. Counselors don't sell insurance and don't earn commissions.
Q: Can SHIP or ADRC actually enroll me in a plan?
No — they help you compare and understand, but the actual enrollment is done through Medicare.gov, 1-800-MEDICARE, the plan itself, or a licensed agent.
Q: What about Star Ratings — should I choose the highest-rated plan?
Star Ratings, published by CMS, measure things like customer service and preventive care. They're one useful data point, but the "right" plan depends on your doctors, your prescriptions, and your budget. A SHIP counselor can help you weigh it all.
Sources & further reading
  • CMS — MA/Part D Landscape & Plan Finder data

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

Medicare plans in your area changing for 2027 — check yoursCall