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AI Visibility Index · September 2026

Insurance brokers in Chicago that AI assistants recommend

We asked ChatGPT and Claude the four questions a buyer asks when looking for insurance brokers in Chicago, three times each, in English, and counted who they named. These are the businesses named in two or more of the 24 answers.

Check whether AI names youSee the ranking

Names are printed as the assistants wrote them. We have not checked that any of them is good, open, or real.

Insurance brokers · Chicago
63%of answers named HUB International
Answers
24
Businesses named
30
Named only once
17
Named by 2+ assistants
9 of 13
Named again on a rerun
45%

Edition September 2026. Download the data

Asked for insurance brokers in Chicago, ChatGPT and Claude most often named HUB International (63% of answers), The Horton Group (42%) and Cottingham & Butler (33%). Across 24 answers they named 30 different businesses, 17 of them only once. Each of four buyer questions was asked three times, in English, in September 2026.

The ranking

Share is the fraction of the 24 answers that named a business. The range under it is a 95% confidence interval: where two ranges overlap, the gap between those businesses could be chance.

Insurance brokers in Chicago named by AI assistants, September 2026
#BusinessShareChatGPTClaudeQuestionsAvg. position
1HUB International63%95%: 43 to 79%58%67%3 of 41.3
2The Horton Group42%95%: 25 to 61%33%50%3 of 41.7
3Cottingham & Butler33%95%: 18 to 53%17%50%3 of 42
4Gallagher29%95%: 15 to 49%33%25%2 of 42.9
5Marsh McLennan Agency21%95%: 9 to 41%25%17%2 of 42.6
6Aon17%95%: 7 to 36%25%8%2 of 42
7Goosehead Insurance – Chicago17%95%: 7 to 36%25%8%1 of 42
8HUB International – ChicagoAlso written HUB International — Chicago17%95%: 7 to 36%25%8%2 of 42.8
9AssuredPartners13%95%: 4 to 31%0%25%2 of 43
10The Horton Group – ChicagoAlso written The Horton Group — Chicago8%95%: 2 to 26%17%0%2 of 42
11Acrisure Chicago8%95%: 2 to 26%8%8%2 of 43
12InsureOne ChicagoAlso written InsureOne – Chicago8%95%: 2 to 26%17%0%1 of 43
13GCG Financial8%95%: 2 to 26%17%0%2 of 43.5

Each assistant column is the share of that assistant's own answers. Questions counts how many of the four produced the name at least once; position is where it came in the answer's list, 1 being first. 17 more names came up in a single answer and are counted above but not listed.

What each assistant said

The same questions, the same number of times, and often different names. Each column is one assistant's top five from the ranking above, with the share of its own answers that named them.

#ChatGPTClaude
1HUB International58%HUB International67%
2The Horton Group33%The Horton Group50%
3Gallagher33%Cottingham & Butler50%
4Marsh McLennan Agency25%Gallagher25%
5Aon25%AssuredPartners25%

Named here? Put it on your site

Every business in the ranking was named in two or more answers. The badge says that and nothing more: no position, because the ranges above do not support one. It links back to this page, so anyone can check.

Correct or remove a listing
Named by AI assistants: Insurance brokers in Chicago, AIGROW AI Visibility Index, September 2026
<a href="https://aigrow.gg/index/insurance-brokers/chicago"><img src="https://aigrow.gg/badges/index/2026-09/insurance-brokers/chicago.svg" width="312" height="100" alt="Named by AI assistants: Insurance brokers in Chicago, AIGROW AI Visibility Index, September 2026"></a>

The questions

Asked word for word, three times each, to every assistant through its API. The prompt is the one the free scan uses. No web search, no location and no chat history, so every answer starts from the same place.

  1. 1Who is the best insurance broker in Chicago?
  2. 2I need insurance for my small business in Chicago. Which broker would you recommend?
  3. 3Which insurance agency in Chicago can find me cheaper home and car insurance?
  4. 4Which independent insurance broker in Chicago would you recommend to a family?

How to read this page

The full method
What it measures
Which names these models produce when asked cold, from what they learned in training. It is not a review, a rating or our recommendation, and a business missing here may simply be one the models were never shown.
Why the ranges matter
24 answers is a sample. Asked again next month, most shares will move by a few points; the ranges say how far they could move by chance alone.
One business, several spellings
Branches, legal suffixes and spellings of one business are merged, and the other spellings are printed under its name. Names that might be two businesses are kept apart.
A name is wrong
If a business here is closed, misnamed or yours and you want it removed, tell us. We correct or remove it when the page is next published.

Elsewhere in the Index

Insurance brokers elsewhere
AustinBostonDallasHoustonLos AngelesMiami
Also in Chicago
DentistsLawyersAccountantsPlumbersGymsReal estate agencies

Is your business on this list?

The free scan asks the same assistants the questions your customers ask, scores whether they name you, and lists who they name instead.

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Edition September 2026 · data under CC BY 4.0