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Compare Medicare Insurance Agents in Milwaukee, WI

Compare medicare insurance agents in Milwaukee. Review contact information and insurance categorys before you decide.

20 agents listed
Updated May 2026
Milwaukee, 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 20 medicare insurance agents in Milwaukee, 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.
Andrew J. McCabe: Allstate Insurance
3575 N Oakland Ave, Milwaukee, WI 53211
(414) 895-5052 agents.allstate.com
APECS Insurance Agency
3950 N Holton St Ste 210, Milwaukee, WI 53212
(414) 332-1152 apecsinsurance.com
FHK Insurance
6790 N Green Bay Ave, Milwaukee, WI 53209
(414) 228-7555 fhkinsurance.com
Freeway Insurance
821 S César E. Chávez Dr STE A, Milwaukee, WI 53204
(414) 501-3055 locations.freeway.com
Daniel Monahan Insurance: Transition Health Benefits
790 N Milwaukee St, Milwaukee, WI 53202
(414) 426-8256 danielmonahaninsurance.com
Robertson Ryan Insurance
330 E Kilbourn Ave #850, Milwaukee, WI 53202
(414) 271-3575 robertsonryan.com
Milz Health Group
790 N Milwaukee St Suite 300, Milwaukee, WI 53202
(262) 299-4904 milzhealthgroup.com
The Insurance Office
8831 W Greenfield Ave, Milwaukee, WI 53214
(414) 302-0101 theinsuranceofficemke.com
J. Setum Agency, Inc. American Family Insurance
3457 S Kinnickinnic Ave, Milwaukee, WI 53207
(414) 769-0701 amfam.com
Insurance Center of Milwaukee
3662 S Howell Ave, Milwaukee, WI 53207
(414) 744-6614 insurancecentermilwaukee.com
Bridge Insurance Agency
5912 S 27th St, Milwaukee, WI 53221
(414) 282-2021 bridgeagency.net
Diana Kostal - State Farm Insurance Agent
1410 E Capitol Dr, Milwaukee, WI 53211
(414) 964-8680 shorewoodinsurance.com
Vizance
322 N Broadway Suite 500, Milwaukee, WI 53202
(262) 367-8611 vizance.com
Santiago Insurance Agency LLC
828 W Historic Mitchell St, Milwaukee, WI 53204
(414) 727-8284 santiagoinsuranceagency.com
Latus Insurance
5232 W Oklahoma Ave Ste 215, Milwaukee, WI 53219
(414) 321-2700 latusins.com
Schwade Insurance Agency Inc
8131 W Capitol Dr, Milwaukee, WI 53222
(414) 462-5000 schwadeinsurance.com
Mark Bojarski - State Farm Insurance Agent
4724 W Forest Home Ave, Milwaukee, WI 53219
(414) 545-6820 markbojarski.com
American One Insurance Agency, LLC
3920 S 27th St Suite D, Milwaukee, WI 53221
(414) 539-4036 americanoneinsurance.com
Vital Insurance Services
2778 S 35th St #204, Milwaukee, WI 53215
(414) 810-3010 vitalinsservices.com
Reilly Insurance Services
3075 S Howell Ave, Milwaukee, WI 53207
(414) 482-2473 reillyinsurance.net

Medicare insurance agents in Milwaukee Wisconsin help residents compare Part D drug plans Medicare Advantage and Medigap policies. Wisconsin state law requires agents to be licensed and follow specific marketing guidelines set by the Office of the Commissioner of Insurance. Local agents understand the unique health care landscape in Milwaukee County and can guide you through the Annual Enrollment Period from October 15 to December 7.

What Does a Medicare Insurance Agent in Milwaukee Cost?

Medicare insurance agents in Wisconsin typically do not charge clients directly for their services. Their compensation comes from insurance carriers and is built into the plan premiums. For Medicare Advantage plans in Milwaukee monthly premiums can range from zero dollars to over 100 dollars depending on the plan and county. Part D drug plan premiums vary widely from around 7 dollars to 80 dollars per month. 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 the difference between a Medicare insurance agent and a broker in Milwaukee?
An agent typically represents one or a few insurance companies while a broker can offer plans from many carriers. Both must be licensed in Wisconsin and follow state rules. You can check a license through the Wisconsin Office of the Commissioner of Insurance website.
When can I enroll in Medicare plans in Wisconsin?
Your Initial Enrollment Period starts three months before you turn 65 and lasts seven months. The Annual Enrollment Period runs from October 15 to December 7 each year. Wisconsin also has a Special Enrollment Period for certain life changes like moving or losing other coverage.
Does a Medicare insurance agent charge fees in Wisconsin?
Most Medicare agents do not charge you directly. They receive commissions from the insurance companies whose plans you choose. However Wisconsin law requires agents to disclose any fees or compensation arrangements before you enroll. Always ask about costs upfront.