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Compare Supplemental Insurance Agents in Madison, WI

Looking for a supplemental insurance agent in Madison? Review the directory below to compare your options.

18 agents listed
Updated May 2026
Madison, WI
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Wisconsin before hiring.
Showing 18 supplemental insurance agents in Madison, WI Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Cliff Insurance Agency, Inc
2009 W Beltline Hwy Ste 100, Madison, WI 53713
(608) 203-8585 cliffinsurance.com
Action Insurance Agency
2009 W Beltline Hwy Suite 101, Madison, WI 53713
(608) 222-4555 actioninsuranceagency.com
Winston Financial
34 Schroeder Ct Ste 260, Madison, WI 53711
(608) 358-3612 winstonfinancialgroup.com
Prairie Grove Insurance
5231 Voges Rd, Madison, WI 53718
(608) 839-0275 prairiegroveinsurance.com
C4 Insurance Services, LLC
8446 Excelsior Dr Ste 2, Madison, WI 53717
(608) 824-7267 c4ins.com
Prairie Land Insurance Agency
2045 Atwood Ave Suite 113A, Madison, WI 53704
(608) 251-3009 prairielandagency.com
McClone Insurance - Madison
2601 W Beltline Hwy Suite 510, Madison, WI 53713
(608) 238-2686 mcclone.com
Aria Benefits
7818 Big Sky Dr UNIT 104, Madison, WI 53719
(608) 561-1088 ariabenefits.com
Informed Choice Insurance Agency
5325 Wall St Suite 2055, Madison, WI 53718
(608) 819-6311 informedchoice.com
Hausmann Group
740 Regent St #400, Madison, WI 53715
(608) 257-3795 myhaus.com
Rural Mutual Insurance Company
1241 John Q Hammons Dr, Madison, WI 53717
(608) 836-5525 ruralmutual.com
Dean Health Plan
1277 Deming Way, Madison, WI 53717
(800) 279-1302 deancare.com
Mindful Insurance Agency
2921 Landmark Pl Suite 225, Madison, WI 53713
(608) 338-6445 mindfulinsuranceagency.com
Thomas Bradley Insurance
1001 Fourier Dr #100, Madison, WI 53717
(608) 845-7979 thomasbradleyinsurance.com
Mary Olson
2921 Landmark Pl Suite 420, Madison, WI 53713
(608) 819-3674 physiciansmutual.com
Brian Rehm
2921 Landmark Pl Suite 420, Madison, WI 53713
(414) 842-4455 physiciansmutual.com
Affordable Family Insurance
5610 Medical Cir Ste #9, Madison, WI 53719
(608) 238-5800 affordable-family-insurance.com
Frank Insurance Group
7818 Big Sky Dr UNIT 204, Madison, WI 53719
(608) 841-1015 frankinsurancewi.com

Supplemental insurance agents in Madison Wisconsin help residents find Medigap and other health coverage to fill gaps in Medicare. Wisconsin law provides special enrollment protections under state statute 632.895. These agents can explain how Wisconsin guaranteed issue rights apply to your situation.

What Does a Supplemental Insurance Agent in Madison Cost?

Supplemental insurance costs in Wisconsin vary by plan type age and insurer. Medigap Plan G premiums in Madison typically range from 100 to 250 dollars per month for a 65 year old. Costs can be higher for older applicants or those with pre existing conditions. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What is a supplemental insurance agent in Madison?
A supplemental insurance agent in Madison helps you buy Medigap or other health plans that cover costs not paid by Medicare. They are licensed in Wisconsin and know local insurance options.
When can I enroll in a Medigap plan in Wisconsin?
In Wisconsin you have a six month Medigap open enrollment period starting when you are 65 and enrolled in Medicare Part B. During this time you can buy any Medigap plan without medical underwriting.