Company lists · Data refreshed September 2026

Top 25 Insurance brokerage companies based in Chicago, United States

RevenueBase identified 65 insurance brokerage companies headquartered in Chicago, United States as of September 2026 and tracks 18,243 professional contacts across them, including 10,389 with verified work emails. New York is the largest hub.

This list covers insurance brokerage companies headquartered in Chicago, United States, matched on what each company actually does as described in its own words. Ranked by team size, largest first. Every row shows the company's own description, its RevenueBase Smart Search rating, and when it was last checked. Data refreshed September 15, 2026.

Published by RevenueBase, a B2B data infrastructure company. This list was built with RevenueBase Smart Search, 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 HQ checked on every row RevenueBase Smart Search rating on every row Refreshed Sep 15, 2026 86% judged on-target in blind review
65Companies
18,243Contacts tracked
10,389Verified emails
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The 25 largest insurance brokerage companies based in Chicago, United States

Ranked by team size
Top 25 of 65 insurance brokerage companies based in Chicago, United States, ranked by team size, largest first. Data refreshed Sep 15, 2026. RevenueBase Smart Search rates how each company's information relates to insurance brokerage companies: strong evidence (its own description names it), partial (names part of it), indirect (matched on the rest of its profile rather than the description shown). Click a contact count to view that company's people.
#CompanyRevenueBase Smart SearchHeadquartersEmployeesContacts
1Indirect evidenceChicago, IL, United StatesHQ checked Sep 15, 202610001+14,217 contacts →

Indirect evidence

“Hi, we’re HUB.”

Source: RevenueBase Database · checked Sep 15, 2026
2Partial evidenceChicago, IL, United StatesHQ checked Sep 15, 20261,001-5,0002,955 contacts →

Partial evidence

“RT Specialty is a leading wholesale distributor of specialty insurance products and services and the wholesale broking specialty for Ryan Specialty.”

Source: RevenueBase Database · checked Sep 15, 2026
3Indirect evidenceChicago, IL, United StatesHQ checked Sep 15, 202651-20076 contacts →

Indirect evidence

“At Maximum, we like the word confidence.”

Source: RevenueBase Database · checked Sep 15, 2026
4Strong evidenceChicago, IL, United StatesHQ checked Sep 15, 2026501-1,00075 contacts →

Strong evidence

“Superior Insurance Partners is a growing insurance brokerage platform that partners with, invests in, and supports leading insurance brokerages.”

Source: RevenueBase Database · checked Sep 15, 2026
5Indirect evidenceChicago, IL, United StatesHQ checked Sep 15, 202651-20071 contacts →

Indirect evidence

“Originally founded in 1984 as Quotesmith Corporation, Life Quotes, Inc.”

Source: RevenueBase Database · checked Sep 15, 2026
6Partial evidenceChicago, IL, United StatesHQ checked Sep 15, 202651-20037 contacts →

Partial evidence

“The Rockwood Company has been providing insurance services to it's clients since 1896.”

Source: RevenueBase Database · checked Sep 15, 2026
7Strong evidenceChicago, IL, United StatesHQ checked Sep 15, 202611-5036 contacts →

Strong evidence

“RBN Insurance Services is an independent insurance brokerage headquartered in Chicago, serving middle-market businesses and their leaders across the United States since 1993.”

Source: RevenueBase Database · checked Sep 15, 2026
8Strong evidenceChicago, IL, United StatesHQ checked Sep 15, 202611-5035 contacts →

Strong evidence

“Thompson Flanagan is committed to being a premier insurance brokerage firm focused on delivering consistently superior results within a collegial environment that encourages a…”

Source: RevenueBase Database · checked Sep 15, 2026
9Strong evidenceChicago, IL, United StatesHQ checked Sep 15, 202611-5022 contacts →

Strong evidence

“IXSolutions (IX) is a health insurance and benefits brokerage located in Chicago, Illinois.”

Source: RevenueBase Database · checked Sep 15, 2026
10Indirect evidenceChicago, IL, United StatesHQ checked Sep 15, 20261-1022 contacts →

Indirect evidence

Source: RevenueBase Database · checked Sep 15, 2026
11Indirect evidenceChicago, IL, United StatesHQ checked Sep 15, 20261-1017 contacts →

Indirect evidence

Source: RevenueBase Database · checked Sep 15, 2026
12Strong evidenceChicago, IL, United StatesHQ checked Sep 15, 202611-5017 contacts →

Strong evidence

“Commercial benefits and property and casualty insurance consultation and brokerage services.”

Source: RevenueBase Database · checked Sep 15, 2026
13Partial evidenceChicago, United StatesHQ checked Sep 15, 202611-5010 contacts →

Partial evidence

“Serpe Insurance Agency is a general insurance broker.”

Source: RevenueBase Database · checked Sep 15, 2026
14Partial evidenceChicago, IL, United StatesHQ checked Sep 15, 20261-109 contacts →

Partial evidence

“Understanding insurance can be difficult at times.”

Source: RevenueBase Database · checked Sep 15, 2026
15Strong evidenceChicago, United StatesHQ checked Sep 15, 202611-508 contacts →

Strong evidence

“A division of Alliant Insurance Services, the nation’s largest specialty insurance brokerage firm, ProQuest serves more than 350 law firms ranging from local and regional firms to…”

Source: RevenueBase Database · checked Sep 15, 2026
16Strong evidenceChicago, IL, United StatesHQ checked Sep 15, 20261-107 contacts →

Strong evidence

“Johnsonese Brokerage is a specialist, independent insurance agency.”

Source: RevenueBase Database · checked Sep 15, 2026
17Partial evidenceChicago, IL, United StatesHQ checked Sep 15, 20261-107 contacts →

Partial evidence

“For nearly three decades, Pahlke & Pahlke has worked with businesses, individuals, and families to put together sensible, cost-effective insurance and benefits planning strategies.”

Source: RevenueBase Database · checked Sep 15, 2026
18Partial evidenceChicago, IL, United StatesHQ checked Sep 15, 20261-106 contacts →

Partial evidence

“We specialize in helping finding individuals, families, and small businesses find the right health insurance plan.”

Source: RevenueBase Database · checked Sep 15, 2026
19Partial evidenceChicago, IL, United StatesHQ checked Sep 15, 20261-105 contacts →

Partial evidence

“Hipskind Seyfarth Risk Solutions LLC is a full-service Brokerage and Consulting Firm.”

Source: RevenueBase Database · checked Sep 15, 2026
20Strong evidenceChicago, IL, United StatesHQ checked Sep 15, 20261-105 contacts →

Strong evidence

“About Us KME Insurance Brokerage was founded with the goal of assisting and growing the business of our Independent Producers.”

Source: RevenueBase Database · checked Sep 15, 2026
21Partial evidenceChicago, IL, United StatesHQ checked Sep 15, 20261-105 contacts →

Partial evidence

“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.”

Source: RevenueBase Database · checked Sep 15, 2026
22Strong evidenceChicago, IL, United StatesHQ checked Sep 15, 202611-504 contacts →

Strong evidence

“CS Insurance Strategies, a Marsh & McLennan Agency LLC company, is a full-service brokerage helping clients navigate complicated risk and insurance issues.”

Source: RevenueBase Database · checked Sep 15, 2026
23Partial evidenceChicago, IL, United StatesHQ checked Sep 15, 202611-504 contacts →

Partial evidence

“Weer Insurance Group is an independent commercial insurance agency based in Chicago, IL, founded in 2001 and serving businesses across Illinois and the Midwest.”

Source: RevenueBase Database · checked Sep 15, 2026
24Partial evidenceChicago, IL, United StatesHQ checked Sep 15, 20261-104 contacts →

Partial evidence

“Choosing the right insurance can be complicated.”

Source: RevenueBase Database · checked Sep 15, 2026
25Indirect evidenceChicago, IL, United StatesHQ checked Sep 15, 202611-503 contacts →

Indirect evidence

“Founded in 1906, Jos.”

Source: RevenueBase Database · checked Sep 15, 2026

Showing 25 of 65 insurance brokerage companies based in Chicago, United States

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Insurance brokerage companies based in Chicago, United States at a glance

As of Sep 15, 2026
56.9%Verified-email coverage
280.7Average contacts per company
1-10Median size (employees)
180.0%Largest-city concentration · New York
Sep 15, 2026Page data refreshed

Companies by employee count

1-10
44
11-50
13
51-200
4
201-500
1
501-1,000
1
1,001-5,000
1
10001+
1

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 65 companies.

How this list was built

Company categories are rarely black and white. RevenueBase reads each company's own description of its business to decide whether it belongs among insurance brokerage companies, so some rows will be adjacent to the category rather than pure plays. The description and RevenueBase Smart Search rating on every row are there so you can check each match yourself.

Source
The RevenueBase company graph: 60 million companies and 398.9 million professional contacts resolved from primary sources, queried with RevenueBase Smart Search, the natural-language company search available to every RevenueBase user.
What qualifies
Companies headquartered in Chicago, United States whose own description of what they do matches “insurance brokerage companies”. Matching reads each company's description, not its industry code or its name.
RevenueBase Smart Search
RevenueBase Smart Search is how this list is assembled and how each row is rated. RevenueBase's data engine and AI assess a company's LinkedIn profile, information supplied directly by the company, its website and other publicly available information, then relate it to a category defined in a user's own words. Each row is rated strong evidence (its own description names insurance brokerage companies), partial evidence (it names part of the category) or indirect evidence (the description shown names none of it and the match rests on the rest of the company's profile). The description supporting each rating is quoted on the row.
What we exclude
Companies whose own description does not clearly place them among insurance brokerage companies, and records with no verified work email. Companies headquartered outside Chicago are excluded even when they keep an office there.
Match quality
In blind human judging of this matching method, 86% of matched companies were on target. Expect roughly 1 in 7 rows to be adjacent to the category rather than a pure play. Every row shows the company's own description and its RevenueBase Smart Search rating so you can judge each match yourself. Read the full methodology: how the lists are built, how the judging worked, and what the figure means.
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 listed company carries at least one verified work email, 10,389 across the full list. 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 15, 2026. Lists refresh periodically as the graph is re-checked.
Corrections
Wrong category, wrong headquarters, or a company that has closed? Use “Report an issue” on any row. Reports go to the RevenueBase Data Team and feed back into the company graph.

Frequently asked

What is RevenueBase Smart Search?

RevenueBase Smart Search is how RevenueBase decides which companies belong on this list and how strongly each one fits. Its data engine and AI assess a company's LinkedIn profile, information supplied directly by the company, its website and other publicly available information, then relate it to the category the list is about. Each row is rated strong evidence when the company's own description names insurance brokerage companies, partial evidence when it names part of the category, and indirect evidence when the description shown names none of it and the match rests on the rest of the company's profile.

How many insurance brokerage companies are there based in Chicago, United States?

RevenueBase identified 65 insurance brokerage companies headquartered in Chicago, United States as of September 2026, matched on each company's own description of what it does rather than its industry code.

What is the largest company on this list?

HUB International, headquartered in Chicago, tops this list with the largest team on record.

Which city has the most insurance brokerage companies?

New York leads with 117 headquartered companies, followed by Houston (101) and Dallas (70).

How do I get contact information for these companies?

A free RevenueBase account lets you run this exact search and work the top results, verified emails and direct dials included. Upgrading unlocks all 10,389 verified decision-maker contacts tracked across these 65 companies.

How current is this list?

The list refreshes periodically as the company graph is re-checked. This page's figures were pulled on September 15, 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 Smart Search, 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.