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Find Medicare Insurance Agents Near You in Milwaukee, WI

Browse medicare insurance agents serving Milwaukee, Wisconsin. Updated 2026-07-14.

The top-rated medicare insurance agent in Milwaukee, Wisconsin is APECS Insurance Agency, rated 5.0 stars across 370 reviews. Other highly rated options include Andrew J. McCabe: Allstate Insurance, FHK Insurance, Daniel Monahan Insurance: Transition Health Benefits. This directory lists 42 medicare insurance agents serving Milwaukee.

Showing 42 medicare insurance agents in Milwaukee, WIListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1APECS Insurance Agency3950 N Holton St Ste 210(414) 332-1152
2Andrew J. McCabe: Allstate Insurance3575 N Oakland Ave(414) 895-5052
3FHK Insurance6790 N Green Bay Ave(414) 228-7555
4Daniel Monahan Insurance: Transition Health Benefits790 N Milwaukee St(414) 426-8256
5Freeway Insurance821 S César E. Chávez Dr STE A(414) 501-3055
6Robertson Ryan Insurance330 E Kilbourn Ave #850(414) 271-3575
7Milz Health Group790 N Milwaukee St Suite 300(262) 299-4904
8J. Setum Agency, Inc. American Family Insurance3457 S Kinnickinnic Ave(414) 769-0701
9The Insurance Office8831 W Greenfield Ave(414) 302-0101
10Insurance Center of Milwaukee3662 S Howell Ave(414) 744-6614
AI
3950 N Holton St Ste 210
APECS Insurance Agency
Medicare Insurance Agent · Milwaukee, WI

APECS Insurance Agency in Milwaukee, Wisconsin helps clients decide between a one-time review of their current Medicare plan or ongoing support throughout the year for coverage changes. The agency guides individuals through Medicare Advantage, Supplement, and Part D drug plan options, focusing on matching benefits to personal health needs and budgets. Service is provided on a scheduled or as-needed basis, depending on each client’s preference for annual enrollment assistance or immediate help with a recent change in coverage.

AJ
3575 N Oakland Ave
Andrew J. McCabe: Allstate Insurance
Medicare Insurance Agent · Milwaukee, WI

Andrew J. McCabe: Allstate Insurance serves homeowners, businesses, and property managers in Milwaukee, Wisconsin, by guiding them through Medicare insurance agent services. This agency assists clients in understanding Medicare plan options and enrollment periods to align coverage with individual needs and budgets. It provides personalized support for those navigating their healthcare decisions. The office also extends its coverage guidance to nearby Wauwatosa, ensuring residents in that part of the metro area have access to knowledgeable Medicare advice from the local Allstate agent.

FI
6790 N Green Bay Ave
FHK Insurance
Medicare Insurance Agent · Milwaukee, WI

FHK Insurance provides Medicare supplement and Medicare Advantage plan guidance to clients in Milwaukee, Wisconsin. The agency helps individuals understand their coverage options and navigate the annual enrollment process. It assists with comparing plans to find suitable benefits for both medical and prescription drug needs. Throughout the year, the agent addresses questions about plan changes and out-of-pocket costs. During the fall Open Enrollment Period, FHK Insurance helps ensure clients have the opportunity to review and adjust their coverage for the upcoming year.

DM
790 N Milwaukee St
Daniel Monahan Insurance: Transition Health Benefits
Medicare Insurance Agent · Milwaukee, WI

Daniel Monahan Insurance: Transition Health Benefits provides Medicare insurance guidance to residents of Milwaukee, Wisconsin, and also offers commercial coverage options for area businesses. The agency helps clients navigate plan selection, enrollment periods, and coverage changes with straightforward explanations. They serve the greater Milwaukee area, addressing both initial enrollment and annual plan adjustments. Clients often return for annual reviews to update their plans before open enrollment, ensuring their coverage remains appropriate between regular visits.

FI
821 S César E. Chávez Dr STE A
Freeway Insurance
Medicare Insurance Agent · Milwaukee, WI

Freeway Insurance assists individuals in Milwaukee, Wisconsin, with their healthcare coverage needs, focusing on securing appropriate Medicare plans for eligible clients. The agency specializes in guiding seniors through plan options, including Medicare Advantage and supplemental policies that help manage medical expenses. This service supports both personal health management and long-term financial planning for beneficiaries. The company can assist commercial clients within local offices, warehouses, and food service establishments seeking benefit solutions for their employees.

RR
330 E Kilbourn Ave #850
Robertson Ryan Insurance
Medicare Insurance Agent · Milwaukee, WI

As a Medicare insurance agent in the Milwaukee area, Robertson Ryan Insurance assists residents with personal Medicare plan choices. The agency also addresses commercial coverage needs for local businesses within and serving the greater Milwaukee community. Professionals help individuals review annual plan changes and initial enrollment periods. After advising on a current policy, Robertson Ryan remains available for follow-up support between regular Medicare visits.

MH
790 N Milwaukee St Suite 300
Milz Health Group
Medicare Insurance Agent · Milwaukee, WI

Milz Health Group in Milwaukee, Wisconsin is known for helping individuals navigate the complexities of Medicare plans and enrollment periods. Its services include guiding clients through Original Medicare, Medicare Advantage, and Part D prescription drug coverage options. The agency assists with annual plan comparisons to ensure coverage aligns with changing health needs and budgets. It specializes in helping clients evaluate Medicare Supplement insurance plans to fill gaps in original coverage and reduce out-of-pocket expenses.

JS
3457 S Kinnickinnic Ave
J. Setum Agency, Inc. American Family Insurance
Medicare Insurance Agent · Milwaukee, WI

J. Setum Agency, Inc. American Family Insurance provides Medicare insurance guidance and enrollment services to clients in Milwaukee, Wisconsin. The agency helps individuals understand their coverage options and assists with plan comparisons during open enrollment periods. It offers ongoing support for policy maintenance, including updates for changing healthcare needs and annual plan reviews. The agency serves local residents, including those living in single-family homes, apartments, retail spaces, and restaurants.

IO
8831 W Greenfield Ave
The Insurance Office
Medicare Insurance Agent · Milwaukee, WI

The Insurance Office serves Medicare beneficiaries throughout the Milwaukee County area. It assists with evaluating and enrolling in Medicare Advantage plans, helping clients understand coverage options that align with their healthcare needs. The agency also provides guidance on Medicare Supplement insurance and Part D prescription drug plans, ensuring individuals navigate annual enrollment periods with clarity. For those transitioning from employer coverage or turning sixty-five, it reviews plan networks and out-of-pocket costs. Among the services it handles are initial Medicare enrollment and plan comparisons for Seniors.

IC
3662 S Howell Ave
Insurance Center of Milwaukee
Medicare Insurance Agent · Milwaukee, WI

Seniors and other individuals eligible for Medicare in Milwaukee turn to Insurance Center of Milwaukee for guidance through their plan options. This Medicare Insurance Agent helps clients navigate the complexities of enrollment, comparing Part D drug plans and Medicare Advantage or Supplements to find suitable coverage. Personalized consultations ensure each customer understands their choices. The agency provides knowledgeable support throughout the annual enrollment period and for life changes affecting coverage. Its services extend to residents in Wauwatosa and other nearby communities within Milwaukee County.

BI
5912 S 27th St
Bridge Insurance Agency
Medicare Insurance Agent · Milwaukee, WI
(414) 282-2021
bridgeagency.net
VI
322 N Broadway Suite 500
Vizance
Medicare Insurance Agent · Milwaukee, WI
(262) 367-8611
vizance.com
FC
3931 S Howell Ave
Frank Car Insurance
Medicare Insurance Agent · Milwaukee, WI
DK
1410 E Capitol Dr
Diana Kostal - State Farm Insurance Agent
Medicare Insurance Agent · Milwaukee, WI
(414) 964-8680
shorewoodinsurance.com
SI
828 W Historic Mitchell St
Santiago Insurance Agency LLC
Medicare Insurance Agent · Milwaukee, WI
(414) 727-8284
santiagoinsuranceagency.com
SI
8131 W Capitol Dr
Schwade Insurance Agency Inc
Medicare Insurance Agent · Milwaukee, WI
(414) 462-5000
schwadeinsurance.com
MB
4724 W Forest Home Ave
Mark Bojarski - State Farm Insurance Agent
Medicare Insurance Agent · Milwaukee, WI
(414) 545-6820
markbojarski.com
AO
3920 S 27th St Suite D
American One Insurance Agency, LLC
Medicare Insurance Agent · Milwaukee, WI
(414) 539-4036
americanoneinsurance.com
LI
5232 W Oklahoma Ave Ste 215
Latus Insurance
Medicare Insurance Agent · Milwaukee, WI
(414) 321-2700
latusins.com
VI
2778 S 35th St #204
Vital Insurance Services
Medicare Insurance Agent · Milwaukee, WI
(414) 810-3010
vitalinsservices.com
RI
3075 S Howell Ave
Reilly Insurance Services
Medicare Insurance Agent · Milwaukee, WI
(414) 482-2473
reillyinsurance.net
NI
4615 W National Ave
Nova Insurance LLC
Medicare Insurance Agent · Milwaukee, WI
(414) 212-8700
amigwi.com
TI
10520 W Bluemound Rd
Tamer Insurance Agency LLC
Medicare Insurance Agent · Milwaukee, WI
(414) 476-0700
tamerins.com
SI
7817 W Brown Deer Rd
See Insurance Agency LLC
Medicare Insurance Agent · Milwaukee, WI
(414) 355-5433
daseeins.com
WI
5600 W Center St
Wesley Insurance
Medicare Insurance Agent · Milwaukee, WI
(414) 873-4500
MI
821 W Lincoln Ave
Mutual Insurance Agency WI
Medicare Insurance Agent · Milwaukee, WI
(414) 206-3025
IC
1555 N River Center Dr #206
Independent Care Health Plan (iCare)
Medicare Insurance Agent · Milwaukee, WI
(800) 777-4376
icarehealthplan.org
KI
2255 Good Hope Rd
Kirchen Insurance
Medicare Insurance Agent · Milwaukee, WI
(414) 352-5750
kircheninsurance.com
CI
3600 W Pierce St
Comprehensive Insurance WI
Medicare Insurance Agent · Milwaukee, WI
(414) 236-7654
IS
2257 S 108th St
Insurance Service WI
Medicare Insurance Agent · Milwaukee, WI
(920) 557-9930
AS
7421 W Becher St
Allied Senior Services Insurance
Medicare Insurance Agent · Milwaukee, WI
(414) 545-7878
alliedseniorservices.com
MB
411 E Wisconsin Ave
MKE Benefits
Medicare Insurance Agent · Milwaukee, WI
(414) 368-0900
mkebenefits.com/contact-us
RT
3662 S Howell Ave
Rich Tadych
Medicare Insurance Agent · Milwaukee, WI
(414) 744-6750
richtadych.com/contact-us.html
WA
322 North Broadway suite 500
Werner & Associates, a Vizance Company
Medicare Insurance Agent · Milwaukee, WI
(414) 962-7776
LT
111 E Wisconsin Ave
Long Term Care Insurance
Medicare Insurance Agent · Milwaukee, WI
(414) 455-5687
FI
6790 N Green Bay Ave
FHK Insurance: Johnson Michael
Medicare Insurance Agent · Milwaukee, WI
(414) 228-7555
fhkinsurance.com
MH
115 S 84th St Suite 350
MHS Health Wisconsin
Medicare Insurance Agent · Milwaukee, WI
(888) 713-6180
mhswi.com
CV
3616 W National Ave #101
Charles V Vang Agency Insurance, LLC
Medicare Insurance Agent · Milwaukee, WI
(414) 649-8331
cvvinsurance.com
WI
6815 W Capitol Dr
WALLACE INSURANCE AGENCY
Medicare Insurance Agent · Milwaukee, WI
(414) 539-4624
coveragethatfitsyou.com/contact-us
BE
6790 N Green Bay Ave
Benefacts LLC
Medicare Insurance Agent · Milwaukee, WI
(414) 228-6250
mybenefacts.com
NL
7161 N Port Washington Road, West Suite 1A
Nate Ladsten - State Farm Insurance Agent
Medicare Insurance Agent · Milwaukee, WI
(414) 352-0544
callagentnate.com
IG
6767 W Greenfield Ave
Independent General Agencies
Medicare Insurance Agent · Milwaukee, WI
(414) 259-7100

What Does a 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.

About medicare insurance agents in Milwaukee

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.

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.

Medicare Insurance Agents in Other Wisconsin Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each medicare insurance agent's credentials and current standing with your state Department of Insurance.