Company lists · Data refreshed September 2026

Top 25 Retail insurance brokers based in Chicago, United States

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

Compiled by the RevenueBase Data Team Data refreshed Sep 17, 2026 56 companies tracked

RevenueBase identified 56 company matches for retail insurance brokers associated with Chicago, United States as of September 2026 and tracks 17,679 professional contacts across them, including 10,306 with verified work emails. Across the United States, New York is the largest hub for this category (120 companies); Chicago has 56.

This list covers company matches for retail insurance brokers 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 September 17, 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 Sep 17, 2026 How this list was built

56Companies

17,679Contacts tracked

10,306Verified emails

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The 25 largest retail insurance brokers based in Chicago, United States

Ranked by team size

Top 25 of 56 company matches for retail insurance brokers based in Chicago, United States, ordered by professional contacts tracked in RevenueBase, largest first. Recorded Sep 17, 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	HUB International	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	10001+	14,217 contacts →
	Exact match “Hi, we’re HUB.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
2	RT Specialty	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1,001-5,000	2,955 contacts →
	Exact match “RT Specialty is a leading wholesale distributor of specialty insurance products and services and the wholesale broking specialty for Ryan Specialty.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
3	Maximum Independent Brokerage, LLC	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	51-200	76 contacts →
	Exact match “At Maximum, we like the word confidence.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
4	The Rockwood Company	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 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 · Sep 17, 2026 · View company records in RevenueBase
5	RBN Insurance Services	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	11-50	36 contacts →
	Exact match “RBN Insurance Services is an independent insurance brokerage headquartered in Chicago, serving middle-market businesses and their leaders across the United States since 1993.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
6	Thompson Flanagan	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	11-50	35 contacts →
	Exact match “Thompson Flanagan is committed to being a premier insurance brokerage firm focused on delivering consistently superior results within a collegial environment that encourages a…” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
7	Ixsolutions	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	11-50	22 contacts →
	Exact match “IXSolutions (IX) is a health insurance and benefits brokerage located in Chicago, Illinois.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
8	Metropolitan Insurance Group INC	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	22 contacts →
	Exact match Recorded description not available. Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
9	Belmont Insurance Brokerage	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	17 contacts →
	Exact match Recorded description not available. Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
10	Byrne, Byrne And Company	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	11-50	17 contacts →
	Exact match “Commercial benefits and property and casualty insurance consultation and brokerage services.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
11	Serpe Insurance Agency	Exact match	Chicago, United StatesHQ recorded Sep 17, 2026	11-50	10 contacts →
	Exact match “Serpe Insurance Agency is a general insurance broker.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
12	Stride Financial	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	9 contacts →
	Exact match “STRIDE Financial is a full service financial services brokerage specializing in comprehensive, holistic financial planning.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
13	Salvador Insurance Agency	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	9 contacts →
	Exact match “Understanding insurance can be difficult at times.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
14	Pahlke & Pahlke Insurance Agency, INC	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	7 contacts →
	Exact match “For nearly three decades, Pahlke & Pahlke has worked with businesses, individuals, and families to put together sensible, cost-effective insurance and benefits planning strategies.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
15	Kane Insurance Group, INC	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	7 contacts →
	Exact match Recorded description not available. Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
16	Hipskind Seyfarth Risk Solutions LLC	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	5 contacts →
	Exact match “Hipskind Seyfarth Risk Solutions LLC is a full-service Brokerage and Consulting Firm.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
17	KME Insurance Brokerage, INC	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	5 contacts →
	Exact match “About Us KME Insurance Brokerage was founded with the goal of assisting and growing the business of our Independent Producers.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
18	Schultz Insurance Group	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	5 contacts →
	Exact match “Schultz Insurance Group is an independent insurance agency based in Chicago, IL, with the experience and ability to place coverage for a variety of clients.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
19	CS Insurance Strategies, A Marsh & Mclennan Agency LLC Company	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	11-50	4 contacts →
	Exact match “CS Insurance Strategies, a Marsh & McLennan Agency LLC company, is a full-service brokerage helping clients navigate complicated risk and insurance issues.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
20	Jos. Cacciatore & Co. Insurance Agency	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	11-50	3 contacts →
	Exact match “Founded in 1906, Jos.” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
21	Skyline Insurance Agency, INC	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 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 · Sep 17, 2026 · View company records in RevenueBase
22	Beyer Insurance Agency- Acrisure Midwest	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	3 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 · Sep 17, 2026 · View company records in RevenueBase
23	Skytower Insurance	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 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 · Sep 17, 2026 · View company records in RevenueBase
24	Collector's Risk Insurance Brokerage	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	1 contacts →
	Exact match “With it's corporate office in Chicago, Illinois and over 20 years of providing excellent client service, Collector's Risk is committed to the long term relationship required by…” Recorded in the RevenueBase company graph · Sep 17, 2026 · View company records in RevenueBase
25	Rose Insurance Group	Exact match	Chicago, IL, United StatesHQ recorded Sep 17, 2026	1-10	1 contacts →
	Exact match “Empowering clients through innovative and personalized insurance solutions.” Recorded in the RevenueBase company graph · Sep 17, 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 “retail insurance brokers”. 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 56 retail insurance brokers based in Chicago, United States

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Retail insurance brokers based in Chicago, United States at a glance

As of Sep 17, 2026

58.3%Verified-email coverage

315.7Average contacts per company

1-10Median size (employees)

Sep 17, 2026Page data refreshed

Companies by employee count

1-10

11-50

51-200

1,001-5,000

10001+

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 56 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 “retail insurance brokers” 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 10,306 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 September 17, 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.

Retail insurance brokers 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 “retail insurance brokers”; each Exact match badge shows search membership, not an individual similarity or quality score.

How many retail insurance brokers are there based in Chicago, United States?

RevenueBase identified 56 company matches for retail insurance brokers associated with Chicago, United States as of September 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?

HUB International 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 retail insurance brokers?

New York leads the United States with 120 company records, followed by Houston (107) and Miami (82). Chicago has 56.

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 10,306 professional contacts with verified work emails tracked across these 56 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 September 17, 2026.

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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.