Company lists · Data refreshed October 2026

Top 25 Health insurance agencies based in Chicago, United States

Name: Health insurance agencies based in Chicago, United States
Creator: RevenueBase
License: https://creativecommons.org/licenses/by/4.0/

Compiled by the RevenueBase Data Team Data refreshed Oct 13, 2026 68 companies tracked

RevenueBase identified 68 company matches for health insurance agencies associated with Chicago, United States as of October 2026 and tracks 1,181 professional contacts across them, including 256 with verified work emails. Across the United States, Houston is the largest hub for this category (139 companies); Chicago has 68.

This list covers company matches for health insurance agencies associated with Chicago, United States, found by RevenueBase SmartSearch using the meaning of business descriptions in its company graph at Exact. Ranked by professionals tracked, largest first. Rows show recorded descriptions where available, Exact search membership and the snapshot date. Data refreshed October 13, 2026.

Published by RevenueBase, a B2B data infrastructure company. This list was built with RevenueBase SmartSearch, the natural-language company search RevenueBase customers use to build their own targeted lists and unlock verified emails and direct dials at the companies on them. How these lists are built and judged.

How to read this list RevenueBase SmartSearch · Exact Recorded Oct 13, 2026 How this list was built

68Companies

1,181Contacts tracked

256Verified emails

Explore this list → Free signup · no credit card · 500 free credits

The 25 largest health insurance agencies based in Chicago, United States

Ranked by team size

Top 25 of 68 company matches for health insurance agencies based in Chicago, United States, ordered by professional contacts tracked in RevenueBase, largest first. Recorded Oct 13, 2026. The RevenueBase SmartSearch column shows Exact match membership in this saved search. Click a contact count to view that company's people. Totals use company locations recorded by RevenueBase; the displayed preview is a smaller selection.
#	Company	RevenueBase SmartSearch	Headquarters	Employees	Contacts
1	Insureon	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	51-200	124 contacts →
	Exact match “A division of Hub International Limited and Specialty Program Group, Insureon is the nation's largest digital agency for small business insurance.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
2	Prairie States Enterprises, INC	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	51-200	69 contacts →
	Exact match “Prairie States is a third party administrator founded in 1989 by Felicia Wilhelm, a visionary nurse practitioner who believed that high-quality health plans can be affordable for…” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
3	Maestro Health	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	201-500	66 contacts →
	Exact match “Maestro Health works with employers and their trusted advisors to administer self-funded health plans.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
4	Flexible Benefit Service LLC Flex	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	51-200	48 contacts →
	Exact match “Flexible Benefit Service LLC (Flex) is a leader in the health insurance and benefits administration markets.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
5	Celtic Insurance Company	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	n/a	41 contacts →
	Exact match “Celtic Insurance Company is a strong, committed, financially stable individual health insurance company specializing in quality individual health insurance.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
6	The Rockwood Company	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	51-200	37 contacts →
	Exact match “The Rockwood Company has been providing insurance services to it's clients since 1896.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
7	Accurisk Solutions LLC	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	51-200	25 contacts →
	Exact match “What happens when you combine innovative insurance products with outstanding customer service?” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
8	Lakeview Insurance Agency	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	11-50	21 contacts →
	Exact match “Established in 1976, Lakeview Insurance Agency serves individuals, families and businesses in Illinois, Wisconsin, Indiana and Michigan.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
9	Metropolitan Insurance Group INC	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	21 contacts →
	Exact match Recorded description not available. Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
10	Ixsolutions	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	11-50	20 contacts →
	Exact match “IXSolutions (IX) is a health insurance and benefits brokerage located in Chicago, Illinois.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
11	Kane Insurance Group, INC	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	10 contacts →
	Exact match Recorded description not available. Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
12	Salvador Insurance Agency	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	9 contacts →
	Exact match “Understanding insurance can be difficult at times.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
13	Advisor Advantage Marketing	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	6 contacts →
	Exact match “Recognized as one of the leaders in the Insurance Industry, Advisor Advantage Marketing focuses on supporting the growth and development of life and health agents and agencies…” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
14	Weer Insurance Group	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	11-50	5 contacts →
	Exact match “Weer Insurance Group is an independent commercial insurance agency based in Chicago, IL, founded in 2001 and serving businesses across Illinois and the Midwest.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
15	Healthcare Solutions Team	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	5 contacts →
	Exact match “We specialize in helping finding individuals, families, and small businesses find the right health insurance plan.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
16	The Health Insurance Shoppe	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	4 contacts →
	Exact match “The Health Insurance Shoppe is Chicago's first retail storefront where you can shop comprehensive health insurance coverage between 6 private health insurance carriers.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
17	Enora Insurance Agency	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	4 contacts →
	Exact match “Choosing the right insurance can be complicated.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
18	Premier Financial Health Insurance	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	4 contacts →
	Exact match “Premier Financial Insurance has grown to become one of the most popular and trusted providers of health insurance in Chicago, and throughout Illinois.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
19	Jos. Cacciatore & Co. Insurance Agency	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	11-50	3 contacts →
	Exact match “Founded in 1906, Jos.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
20	MAS Health Life	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	51-200	3 contacts →
	Exact match “MAS Health Life helps individuals and families navigate Medicare, health, and life insurance with clarity and confidence.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
21	Skyline Insurance Agency, INC	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	11-50	3 contacts →
	Exact match “Skyline Insurance Agency has been located in the Roscoe Village neighborhood of Chicago for the past 14 years.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
22	Ashford General Insurance Agency,llc	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	3 contacts →
	Exact match “Ashford General Insurance Agency, LLC is a boutique insurance agency specializing in Business Insurance and High Net Worth Homeowners Insurance.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
23	Beyer Insurance Agency- Acrisure Midwest	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	2 contacts →
	Exact match “For more than a quarter of a century we have been providing our valued clients-both individuals and businesses-with quality insurance coverage across the country.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
24	Walton Insurance Services	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	2 contacts →
	Exact match Recorded description not available. Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase
25	Skytower Insurance	Exact match	Chicago, IL, United StatesHQ recorded Oct 13, 2026	1-10	2 contacts →
	Exact match “Insurance - many of us are neutral until we have an experience that moves us one way or the other.” Recorded in the RevenueBase company graph · Oct 13, 2026 · View company records in RevenueBase

RevenueBase SmartSearch

Describe a niche business in your own words. RevenueBase SmartSearch compares the meaning of your description with company business descriptions compiled in the RevenueBase company graph. Exact, Similar, Related and Broad control how closely companies must fit.

This list uses Exact for “health insurance agencies”. Each Exact match badge shows membership in that saved search; it is not an individual similarity score or a service-quality rating. Recorded descriptions are shown where available.

Showing 25 of 68 health insurance agencies based in Chicago, United States

See the full list, filter by size, metro and specialty, and access 256 tracked professional contacts with verified work emails. Direct dials are available where recorded.

Free signup · no credit card

View the full list →

Health insurance agencies based in Chicago, United States at a glance

As of Oct 13, 2026

21.7%Verified-email coverage

17.4Average contacts per company

1-10Median size (employees)

Oct 13, 2026Page data refreshed

Companies by employee count

1-10

11-50

51-200

201-500

1,001-5,000

5,001-10,000

Email recency for this list is measured across the whole United States list rather than for Chicago, so it is reported there. Company counts and contact totals on this page are exact for Chicago, over 68 companies.

How this list was built

The recorded descriptions help you assess these company matches. Check a company’s website for its current services and locations.

Source: The RevenueBase company graph: 60 million companies and 398.9 million professional contacts resolved from primary sources, queried with RevenueBase SmartSearch, the natural-language company search available to every RevenueBase user.
What qualifies: Company records associated with Chicago, United States whose business descriptions match “health insurance agencies” by meaning at the Exact setting. Descriptions are compiled in the RevenueBase company graph from public websites, profiles and company information where available; they are not guaranteed quotations from the company's website.
RevenueBase SmartSearch: Describe a niche company in your own words to find businesses by meaning. Exact, Similar, Related and Broad control the breadth of RevenueBase SmartSearch. This saved list uses Exact. Each row's Exact match badge shows inclusion in that search, not an individual score or a service-quality judgment.
Public preview: The public preview omits records without a verified work email. Where headquarters information is recorded, preview rows are also filtered to this page’s location. Dataset totals and geographic summaries describe the full matched records before these preview filters.
Match quality: RevenueBase's August 25, 2026 study assessed 4,198 description/company pairs across matching settings. The publisher reports 86% good or better at Exact. This evaluates the method across queries; it does not audit this individual list. Recorded company descriptions, where available, help you judge each match yourself. Read the full methodology: how the lists are built and what the study measures.
Ranking: Team size, largest first: companies are ordered by the number of professionals RevenueBase tracks at each one. Employee ranges shown are reported bands, for context.
Verification: Every displayed company carries at least one verified work email. RevenueBase tracks 256 professional contacts with verified work emails across the full matched dataset. Contacts re-verify on a rolling cadence, and each contact's own verification date is shown inside RevenueBase.
Refresh: This page's figures were pulled from the company graph on October 13, 2026. Lists refresh periodically as the graph is re-checked.
Record context: Company records and descriptions can change. Check the company's website for its current services and locations.

Health insurance agencies by metro in the United States

Frequently asked

What is RevenueBase SmartSearch?

RevenueBase SmartSearch finds niche companies by the meaning of their business descriptions in the RevenueBase company graph. Exact, Similar, Related and Broad control how closely companies must fit your description. This list uses Exact for “health insurance agencies”; each Exact match badge shows search membership, not an individual similarity or quality score.

How many health insurance agencies are there based in Chicago, United States?

RevenueBase identified 68 company matches for health insurance agencies associated with Chicago, United States as of October 2026, using the meaning of business descriptions at Exact. This is the recorded matched set in the RevenueBase company graph.

What is the largest company on this list?

Insureon tops the displayed preview by professional contacts tracked in RevenueBase. Recorded headquarters appear in the company rows.

Which city in the United States has the most health insurance agencies?

Houston leads the United States with 139 company records, followed by Miami (117) and Tampa (88). Chicago has 68.

How do I get contact information for these companies?

A free RevenueBase account lets you run this exact search and work limited free results with 500 credits to start. Upgrading provides access to the 256 professional contacts with verified work emails tracked across these 68 companies; direct dials are available where recorded.

How current is this list?

The list refreshes periodically as the company graph is re-checked. This page's figures were pulled on October 13, 2026.

Ready to reach these companies? Verified emails and direct dials for all 68 health insurance agencies based in Chicago, United States. Start with a free account, no credit card.

Download this list →

Related lists

Health insurance agencies by geography

Browse the directory

About this data

RevenueBase is a B2B data infrastructure company. Its company graph covers 60 million companies and 398.9 million professional contacts, with emails verified on a rolling cadence rather than scraped once and left to decay. These company lists are generated directly from that graph with RevenueBase SmartSearch, the same natural-language company search every RevenueBase user has: describe a market in plain words, get the companies that match, and add verified emails and direct dials for the people at them. It is the same data that powers RevenueBase's B2B data products, and a free account includes 500 credits to start. How these lists are built and judged.