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A private directory of licensed insurance agents. Not connected with or endorsed by Medicare or the U.S. government.

Madison, Wisconsin

Medicare agents in Madison, WI

Find a licensed agent with an office in Madison, and see what Medicare looks like locally: how many people have it, how many are in Medicare Advantage, and how many plans are offered for 2027.

Last reviewed October 27, 2026. General information, not advice about any plan.

Agents in Madison

No agents with an office in Madison are listed yet. Agents licensed anywhere in Wisconsin can help by phone or video: see agents in Wisconsin.

Before you meet anyone, check their Wisconsin license. Agents in nearby towns are on the Dane County page.

Medicare in Dane County

People with Medicare
106,295
In Medicare Advantage or another Medicare health plan
39% (41,017)
With both Medicare and Medicaid*
11% (11,345)

Source: CMS Medicare Monthly Enrollment, July 2026, for all of Dane County; Madison itself has about 285,300 residents (Census, 2024). Medicare health plans include Medicare Advantage, cost plans and PACE, not Medigap or drug plans. *Includes people who get help only with Medicare costs from a Medicare Savings Program.

2027 plans offered in Dane County

Medicare Advantage with drug coverage
20 plans, 5 with a $0 plan premium
Medicare Advantage without drug coverage
9 plans
Special Needs Plans
17 plans: 13 for people with both Medicare and Medicaid; 2 for people with certain chronic conditions; 2 for people who live in, or need the care of, a nursing home. Only people who qualify can join.
Medicare Cost plans
2 plans
Companies offering these plans
9

Standalone drug plans in Wisconsin: 8 plans, with monthly premiums from $5.30.

Source: CMS 2027 plan landscape (updated October 2026), which lists plans by county. A $0 plan premium doesn't mean $0 costs: you still pay the Part B premium, plus copays, and plans differ in their yearly limit and in which doctors and drugs they cover. How to compare.

Free local help

State Health Insurance Assistance Program (SHIP)
Wisconsin's free, unbiased Medicare counseling program. 1-800-242-1060 · Website
The Wisconsin Office of the Commissioner of Insurance
Licenses agents and takes complaints. 1-800-236-8517 · How to check a license
1-800-MEDICARE
1-800-633-4227 (TTY 1-877-486-2048), 24 hours a day, 7 days a week, except some federal holidays.

Wisconsin rules to know

Switching Medigap plans
Wisconsin doesn't add a yearly Medigap switching right. Outside your 6-month Medigap Open Enrollment Period (which starts when you're 65 or older and have Part B) and certain federal protections, such as losing other coverage, insurers can usually ask health questions and turn you down. States with switching rights.
Medigap under 65
Required. If you are under 65 and on Medicare because of a disability or kidney failure (ESRD), insurers cannot turn you down for a Medigap policy during the 6 months after your Part B starts, and you get a second 6-month open enrollment at 65; Wisconsin does not use the national lettered plans (A-N) and instead sells its own Basic policy with optional add-on riders, plus cost-sharing and high-deductible versions.
Agent licenses
Agents must be licensed for health insurance in Wisconsin. Look one up.

Dates to know

October 15 to December 7
Open Enrollment: change Medicare Advantage or drug plans for the next year.
January 1 to March 31
Medicare Advantage Open Enrollment: one change for people already in a Medicare Advantage plan.
Turning 65
A 7-month window around your birthday month. The checklist.

Moving to Madison from another state opens a special enrollment period for Medicare Advantage and drug plans. It doesn't by itself let you buy Medigap without health questions. What to do.

Common questions

How many people in Madison have Medicare?

In Dane County, 106,295 people had Medicare in July 2026, according to CMS. About 39% were in Medicare Advantage or another Medicare health plan; the rest had Original Medicare.

How many Medicare Advantage plans are offered in Madison for 2027?

CMS lists 20 Medicare Advantage plans with drug coverage in Dane County for 2027 (5 with a $0 plan premium; you still pay the Part B premium), 9 without drug coverage, and 17 Special Needs Plans for people who qualify, from 9 companies. Medicare.gov's Plan Finder shows which ones cover your address, doctors and drugs.

Where can I get free Medicare help in Madison?

Wisconsin's free counseling program, State Health Insurance Assistance Program (SHIP) (1-800-242-1060), gives unbiased one-on-one help. You can also call 1-800-MEDICARE (1-800-633-4227) any time.

Will I pay more for a plan if I use an agent?

No. A plan's premium is set by the plan, and you pay the same whether you enroll through an agent, the plan, or Medicare.gov. Agents can't charge a fee to enroll you in a Medicare Advantage or drug plan.

Other cities in Wisconsin

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