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Find Health Insurance Agents Near You in Winnetka, IL

Directory of health 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 health 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

Health insurance agents in Winnetka, Illinois help residents compare plans and enroll in coverage that fits their needs. Illinois law requires agents to be licensed by the state and follow strict consumer protection rules. Whether you need an individual plan, family coverage, or Medicare supplement, a local agent can guide you through the options available in Cook County.

What Does a Health Insurance Agent in Winnetka Cost?

Health insurance agent services in Illinois are typically free to consumers because agents earn commissions from insurance carriers. For ACA plans, monthly premiums in the Winnetka area can range from 300 to 800 dollars for an individual depending on age and plan tier. Medicare supplement plans may cost between 100 and 300 dollars per month. Costs vary by situation. This is general information, 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 does a health insurance agent in Winnetka do?
A health insurance agent helps you review and enroll in health plans from private insurers or the Illinois Health Insurance Marketplace. They explain plan benefits, premiums, and out-of-pocket costs. Agents do not work for the government but must follow Illinois insurance regulations.
Is there a specific enrollment period for health insurance in Illinois?
Yes, the Open Enrollment Period for ACA plans in Illinois runs from November 1 to January 15 each year. You may qualify for a Special Enrollment Period if you have a life event like losing other coverage or moving to Winnetka. Illinois also has a state-based marketplace called Get Covered Illinois.