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Find Supplemental Insurance Agents Near You in Chicago, IL

Compare supplemental insurance agents in Chicago. Review contact information and insurance categorys before you decide.

20 agents listed
Updated May 2026
Chicago, 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 20 supplemental insurance agents in Chicago, 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.
Charles Cathey Jr - State Farm Insurance Agent
1652 E 87th St, Chicago, IL 60617
(773) 978-5904 charlescatheyjr.com
Bryan Solis - State Farm Insurance Agent
7012 W North Ave, Chicago, IL 60707
(773) 889-0303 agentbryguy.com
Julia Skuibida Agency Inc
1702 W Chicago Ave, Chicago, IL 60622
(773) 235-9900 amfam.com
Clover Insurance Agency
7535 N Western Ave, Chicago, IL 60645
(773) 973-3700 cloverinsurance.com
Illinois Health Agents
3501 N Southport Ave #207, Chicago, IL 60657
(312) 726-6565 ilhealthagents.com
Magnum Insurance Agency
3124 N Cicero Ave, Chicago, IL 60641
(773) 725-9700 magnuminsurance.com
Lakeview Insurance Agency
3714 N Southport Ave, Chicago, IL 60613
(773) 871-8000 lakeviewins.com
Chicago Insurance Professionals
205 N Michigan Ave Suit 810, Chicago, IL 60601
(773) 857-0101 chicagoinsuranceprofessionals.com
Healthcare Solutions Team - The McCormick Agency
8745 W Higgins Rd #110, Chicago, IL 60631
(630) 592-8207 mccormickhealth.com
Elevate Medicare Advisors
11057 S Fairfield Ave Unit B, Chicago, IL 60655
(708) 634-5790 elevatemedicareadvisors.com
North Central Insurance Brokers Inc
3316 N Central Ave, Chicago, IL 60634
(773) 481-9100 ncibinsurancegroup.com
Sharon Robles Agency, LLC
1655 S Blue Island Ave #320, Chicago, IL 60608
(312) 294-0040 sharonroblesagency.net
Full Coverage Insurance Agency
5001 W Lawrence Ave Suite 1, Chicago, IL 60630
(773) 234-3355 fullcoverageagent.com
Maxymilian Bujalski - Insurance Broker
7418 W Belmont Ave, Chicago, IL 60634
(312) 515-4094 mainlinebwnefitsco.com
Netsha Insurance Group
6431 N California Ave, Chicago, IL 60645
(773) 909-4503 netsha.com
Quigley Insurance Group LLC
5936 N Milwaukee Ave, Chicago, IL 60646
(312) 528-7844 quigleyinsurancegroup.com
HealthMarkets Insurance - Barbara Ciba
7107 W Belmont Ave 10 Suite # 7, Chicago, IL 60634
(773) 234-2754 healthmarkets.com
Medicare On the Spot - Olivier Wasilewski
3410 N Harlem Ave, Chicago, IL 60634
(773) 620-5258 medicareonthespot.com
Barcham Insurance
6023 N Cicero Ave, Chicago, IL 60646
(773) 867-6113 barchaminsurance.com
Ukrainian Insurance
2315 W Chicago Ave, Chicago, IL 60622
(773) 489-0533

What Does a Supplemental Insurance Agent in Chicago Cost?

Supplemental insurance agent services are usually free to consumers because agents earn commissions from insurance companies. Medigap Plan G in Chicago typically costs between $120 and $250 per month for a 65 year old, but rates vary by insurer and location. Medicare Advantage plans often have low or zero monthly premiums but include copays and deductibles. 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 Chicago?
A supplemental insurance agent helps you buy private insurance that works with Original Medicare. In Illinois, these agents must hold a valid insurance producer license. They can compare Medigap plans from different companies for you.
When can I enroll in a Medigap plan in Illinois?
You have a six-month Medigap Open Enrollment Period starting when you are 65 and enrolled in Medicare Part B. During this time in Illinois, you can buy any Medigap policy without medical underwriting. After this period, insurers may deny coverage or charge more based on health.
Does Illinois have a guaranteed issue right for Medigap?
Yes, Illinois law provides guaranteed issue rights in certain situations. For example, if you lose employer coverage or your Medicare Advantage plan leaves the area, you have 63 days to buy a Medigap policy without medical questions. This is similar to federal protections but applies to Illinois residents.