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Directory of medicare insurance agents in Winnetka, Illinois. Verify credentials with the state department of insurance before hiring.
4 agents listed
Updated May 2026
Winnetka, IL
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 Illinois before hiring.
Showing 4 medicare insurance agents in Winnetka, IL
Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Bo Dempsey - State Farm Insurance Agent
890 Green Bay Rd Ste 1, Winnetka, IL 60093
(847) 716-3078
dempsey3ins.com
Bob Wells - State Farm Insurance Agent
18 Green Bay Rd, Winnetka, IL 60093
(847) 441-7099
rtwells.com
State Farm Insurance
890 Green Bay Rd Ste 1, Winnetka, IL 60093
(872) 266-7621
John P. Galvin Insurance
1001 Green Bay Rd, Winnetka, IL 60093
(847) 441-8850
jpgalvinins.com
What Does a Medicare Insurance Agent in Winnetka Cost?
Medicare insurance agents in Illinois typically do not charge a fee for their services. They receive commissions from insurance carriers. Medicare Supplement plan premiums in Winnetka can range from 100 to 300 dollars per month depending on age and plan type. Medicare Advantage plans often have 0 dollar premiums but include out-of-pocket costs. 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
When can I enroll in Medicare in Winnetka?
Your Initial Enrollment Period starts three months before you turn 65 and lasts seven months. Illinois also has a Medicare Annual Enrollment Period from October 15 to December 7 each year.
What types of Medicare plans are available in Winnetka?
Winnetka residents can choose Original Medicare Medicare Advantage plans Medicare Part D drug plans and Medicare Supplement plans. Availability varies by carrier and zip code.
Do I need a Medicare insurance agent in Winnetka?
An agent can explain plan differences and help you compare costs and coverage. Illinois law does not require you to use an agent but many people find the guidance helpful.
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Notice
BeforeInsuranceUSA.com is not an insurance agency, agent referral service, or insurance advice provider. No agent-client relationship is formed by submitting a form or using this site. We do not endorse, recommend, or vouch for the qualifications of any agent. Past results do not guarantee future outcomes. Each situation is different. Verify agent credentials with your state department of insurance before hiring.
About Our Listings
Agents listed on BeforeInsuranceUSA.com are compiled from publicly available directories, state department of insurance records, and business listings. Inclusion does not constitute endorsement. We do not verify agent licensing, disciplinary status, or qualifications. Verify each agent's current standing with the Department of Insurance of Illinois.