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Find Supplemental Insurance Agents Near You in Chicago, IL

Browse supplemental insurance agents serving Chicago, Illinois. Updated 2026-07-14.

The top-rated supplemental insurance agent in Chicago, Illinois is Charles Cathey Jr - State Farm Insurance Agent, rated 4.9 stars across 566 reviews. Other highly rated options include Bryan Solis - State Farm Insurance Agent, Julia Skuibida Agency Inc, Clover Insurance Agency. This directory lists 30 supplemental insurance agents serving Chicago.

Showing 30 supplemental insurance agents in Chicago, ILListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Charles Cathey Jr - State Farm Insurance Agent1652 E 87th St(773) 978-5904
2Bryan Solis - State Farm Insurance Agent7012 W North Ave(773) 889-0303
3Julia Skuibida Agency Inc1702 W Chicago Ave(773) 235-9900
4Clover Insurance Agency7535 N Western Ave(773) 973-3700
5Illinois Health Agents3501 N Southport Ave #207(312) 726-6565
6Lakeview Insurance Agency3714 N Southport Ave(773) 871-8000
7Magnum Insurance Agency3124 N Cicero Ave(773) 725-9700
8Healthcare Solutions Team - The McCormick Agency8745 W Higgins Rd #110(630) 592-8207
9Chicago Insurance Professionals205 N Michigan Ave Suit 810(773) 857-0101
10Elevate Medicare Advisors11057 S Fairfield Ave Unit B(708) 634-5790
CC
1652 E 87th St
Charles Cathey Jr - State Farm Insurance Agent
Supplemental Insurance Agent · Chicago, IL

Charles Cathey Jr - State Farm Insurance Agent serves Chicago, Illinois, and its neighboring communities, handling supplemental insurance coverage to help fill gaps left by primary health plans. This agency offers policies such as accident, critical illness, and hospital indemnity, which provide direct cash benefits for unexpected medical costs. It assists clients with evaluating their personal risk exposure and selecting suitable supplemental options. The typical job is approached through a straightforward consultation, focusing on explaining policy terms clearly and ensuring the client understands how the coverage coordinates with their existing insurance.

BS
7012 W North Ave
Bryan Solis - State Farm Insurance Agent
Supplemental Insurance Agent · Chicago, IL

Bryan Solis, a supplemental insurance agent in Chicago, IL, offers both one-time and recurring service options to address different client needs. One-time policies provide a single, fixed benefit for a specific event, while recurring coverage renews periodically for ongoing protection. These plans help fill gaps left by major medical insurance, covering costs like deductibles and copays. The agency tailors its approach based on individual circumstances, ensuring clients understand their choices. Service operates on a one-time or scheduled basis dependent on the policy selected and the client’s requested follow-up.

JS
1702 W Chicago Ave
Julia Skuibida Agency Inc
Supplemental Insurance Agent · Chicago, IL

Julia Skuibida Agency Inc serves the Chicago, Illinois area and surrounding communities, offering supplemental insurance coverage to help fill gaps left by primary health plans. These policies assist with out-of-pocket costs such as deductibles and copayments. The agency handles common supplemental products like Medicare supplements and hospital indemnity plans. A typical job begins with a thorough review of a client’s existing coverage, then proceeds by comparing available policies to identify a plan that best addresses their specific financial and medical needs.

CI
7535 N Western Ave
Clover Insurance Agency
Supplemental Insurance Agent · Chicago, IL

At Clover Insurance Agency in Chicago, Illinois, supplemental insurance agents help clients distinguish between one-time policy purchases and recurring premium payment plans. Coverage options may include accident, critical illness, or hospital indemnity plans designed to fill gaps in primary medical insurance. These agents guide local residents in selecting additional protection for unexpected healthcare expenses. Client services typically run on a scheduled or as-needed basis, allowing individuals to adjust their supplemental coverage during open enrollment or after qualifying life events.

IH
3501 N Southport Ave #207
Illinois Health Agents
Supplemental Insurance Agent · Chicago, IL

Illinois Health Agents specializes in supplemental insurance, offering policies that cover gaps left by primary health plans such as Medicare or employer coverage. Based in Chicago, the company assists residents in navigating options like hospital indemnity, accident, or critical illness insurance to reduce out-of-pocket expenses. Its general service work involves tailoring plans to individual financial and medical needs through personal consultations. Heading into the winter season, the agents help address concerns related to higher copays for cold and flu treatments.

LI
3714 N Southport Ave
Lakeview Insurance Agency
Supplemental Insurance Agent · Chicago, IL

The unpredictable Chicago weather can create coverage gaps for residents planning home repairs or a busy summer. Lakeview Insurance Agency serves Chicago as a supplemental insurance agent, helping clients fill these voids with focused coverage options. A policyholder may discuss health expenses or accidental injury protection with an agent. This company works to match policy features with individual lifestyle demands, whether for travel or daily household risk. Understanding a person’s current plan, the agent first reviews existing protections before scheduling a straightforward needs-assessment inspection.

MI
3124 N Cicero Ave
Magnum Insurance Agency
Supplemental Insurance Agent · Chicago, IL

Serving Chicago, Illinois, and its surrounding communities, Magnum Insurance Agency handles supplemental insurance products that help cover gaps left by major medical plans. These policies often address specific needs such as accident, critical illness, or hospital indemnity expenses common among local residents. The agency guides clients through policy selection, focusing on clear explanations of coverage limits and benefit triggers. It approaches each job by first personally reviewing an individual’s existing coverage to identify potential financial exposures before recommending suitable options.

HS
8745 W Higgins Rd #110
Healthcare Solutions Team - The McCormick Agency
Supplemental Insurance Agent · Chicago, IL

Healthcare Solutions Team - The McCormick Agency serves Chicago residents by offering supplemental insurance policies that help cover costs left by major medical plans. For local businesses, the agency provides similar commercial coverage options tailored to group needs throughout the Chicago area. These policies address gaps in standard health insurance, such as deductibles and copayments. The agency maintains ongoing contact with policyholders, ensuring coverage remains appropriate and assisting with claims between regular annual enrollment periods.

CI
205 N Michigan Ave Suit 810
Chicago Insurance Professionals
Supplemental Insurance Agent · Chicago, IL

Chicago Insurance Professionals in Chicago, Illinois assists individuals and businesses in securing supplemental insurance coverage that fills gaps left by primary health or liability policies. The agency specializes in offering add-ons such as accident, critical illness, and disability income protection. This work helps clients manage out-of-pocket costs and unexpected income loss during medical events. The company serves a range of commercial sectors, including professional offices, distribution warehouses, and food service establishments across the metropolitan area.

EM
11057 S Fairfield Ave Unit B
Elevate Medicare Advisors
Supplemental Insurance Agent · Chicago, IL

Elevate Medicare Advisors in Chicago, Illinois, is known for guiding Medicare-eligible individuals through the complex supplemental coverage landscape. The agency offers personalized consultations to compare and enroll in various Medigap, Part D, and Medicare Advantage plans suited to local healthcare needs. Agents review individual health profiles and budgets to match clients with appropriate policies from multiple carriers. For those approaching or currently enrolled in Medicare, the firm provides ongoing plan review services and annual enrollment updates. It also offers specialized assistance with switching coverage during open enrollment periods without penalty.

FC
5001 W Lawrence Ave Suite 1
Full Coverage Insurance Agency
Supplemental Insurance Agent · Chicago, IL
(773) 234-3355
fullcoverageagent.com
SR
1655 S Blue Island Ave #320
Sharon Robles Agency, LLC
Supplemental Insurance Agent · Chicago, IL
(312) 294-0040
sharonroblesagency.net
MB
7418 W Belmont Ave
Maxymilian Bujalski - Insurance Broker
Supplemental Insurance Agent · Chicago, IL
(312) 515-4094
mainlinebwnefitsco.com
NI
6431 N California Ave
Netsha Insurance Group
Supplemental Insurance Agent · Chicago, IL
(773) 909-4503
netsha.com
NC
3316 N Central Ave
North Central Insurance Brokers Inc
Supplemental Insurance Agent · Chicago, IL
(773) 481-9100
ncibinsurancegroup.com
QI
5936 N Milwaukee Ave
Quigley Insurance Group LLC
Supplemental Insurance Agent · Chicago, IL
(312) 528-7844
quigleyinsurancegroup.com
HI
7107 W Belmont Ave 10 Suite # 7
HealthMarkets Insurance - Barbara Ciba
Supplemental Insurance Agent · Chicago, IL
(773) 234-2754
healthmarkets.com/local-health-insurance-agent/bciba
MO
3410 N Harlem Ave
Medicare On the Spot - Olivier Wasilewski
Supplemental Insurance Agent · Chicago, IL
(773) 620-5258
medicareonthespot.com
BI
6023 N Cicero Ave
Barcham Insurance
Supplemental Insurance Agent · Chicago, IL
(773) 867-6113
barchaminsurance.com
II
3802 W North Ave
Illinois Insurance Family Corp
Supplemental Insurance Agent · Chicago, IL
(773) 417-3821
iifagency.com
HI
1836 W Belmont Ave
The Health Insurance Shoppe
Supplemental Insurance Agent · Chicago, IL
(773) 880-8484
thehealthinsuranceshoppe.com/contact
UI
2315 W Chicago Ave
Ukrainian Insurance
Supplemental Insurance Agent · Chicago, IL
(773) 489-0533
HG
500 W Monroe St Ste. 2630
The Horton Group, a Marsh & McLennan Agency LLC Company
Supplemental Insurance Agent · Chicago, IL
(800) 383-8283
thehortongroup.com/chicago-il
KI
4016 N Lincoln Ave
Kane Insurance Group, Inc.
Supplemental Insurance Agent · Chicago, IL
(773) 525-0661
kanegroupins.com
ON
5113 S Harper Ave
O'Neal Insurance Group
Supplemental Insurance Agent · Chicago, IL
(312) 348-7209
onealinsurancegroup.com
PA
5901 N Cicero Ave suite 101
PEB Agency
Supplemental Insurance Agent · Chicago, IL
(262) 686-3123
chicagohealthcoverage.com
EM
6127 S University Ave Suite 110F
EZ Medicare
Supplemental Insurance Agent · Chicago, IL
(312) 500-8075
ezmedicare4u.com
DJ
3030 E 79th St Suite 1A
Diane Jones- Life and Health Insurance Agent
Supplemental Insurance Agent · Chicago, IL
(773) 902-4510
OI
6606 W Irving Park Rd #2
Optima Insurance Agency
Supplemental Insurance Agent · Chicago, IL
(708) 669-7222
optimainsuranceagency.com
HC
Northern Illinois
Health Coverage Insurance
Supplemental Insurance Agent · Chicago, IL
(312) 723-6051

What Does a 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.

About supplemental insurance agents in Chicago

Supplemental insurance agents in Chicago help residents fill gaps in Medicare coverage. Illinois law requires agents to be licensed by the state Department of Insurance. These agents can explain Medigap plans and Medicare Advantage options available in Cook County.

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.

Supplemental Insurance Agents in Other Illinois Cities

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