Finance companies in Chicago: 13,997 locations, the exchanges and insurers based here, and who licenses whom

Chicago's biggest finance employers aren't banks. Insurance agencies, brokers and claims firms employ more people here than banks and credit unions do, and two exchange operators, CME Group and Cboe, are headquartered in the Loop.

Market report6 min readPublished

The Chicago metro had 13,997 finance and insurance establishments in 2023, employing 278,545 people on a $40.82 billion payroll, an average of $146,549 a year (Census County Business Patterns). Insurance agencies, brokerages and related services employ 85,809 and banks 62,751. Listed finance companies headquartered here include Allstate, CNA, Arthur J. Gallagher, Old Republic, CME Group and Cboe. Illinois lenders are licensed by IDFPR and insurers by the Illinois Department of Insurance.

  • 13,997 finance and insurance establishments employ 278,545 people in the Chicago metro, 2.98% of US establishments.
  • Insurance agencies, brokerages and claims firms are the largest group, with 85,809 employees in 4,419 locations.
  • Securities firms in the metro paid an average of $396,805 a year in 2023 (our calculation from Census data).
  • 14 of the metro's 92 FDIC-insured banks belong to Wintrust Financial, with about $66.5 billion of assets between them.
  • Allstate reported $67,685 million of 2025 revenue, the most of any finance company based in the region.
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This report is for people checking a Chicago-area lender, bank, broker or insurer, for job seekers, and for B2B sellers whose customers are financial firms. It combines Census establishment counts, the listed companies' 10-K filings, the FDIC's bank data and the SEC's investment adviser file, and ends with the Illinois license lookups.

Chicago's finance industry at a glance

County Business Patterns 2023, NAICS 52 (finance and insurance), Chicago-Naperville-Elgin, IL-IN Metro Area (CBSA 16980):

Measure (2023)Chicago metro
Establishments13,997
Employees (week of March 12)278,545
Annual payroll$40,820,452,000
Average employees per establishment19.9
Average annual pay$146,549
Share of US establishments2.98% of 469,382

By size: 8,375 establishments have 1 to 4 employees, 2,893 have 5 to 9 and 1,306 have 10 to 19, for 12,574 with fewer than 20. Another 1,052 have 20 to 99. At the top, 222 have 100 to 249, 76 have 250 to 499, 43 have 500 to 999 and 30 have 1,000 or more: 371 large sites that hold a big share of the jobs.

CountyEstablishmentsEmployees
Cook County, Illinois7,842211,929
DuPage County, Illinois2,11529,043
Lake County, Illinois1,09716,717
Will County, Illinois7234,849
Kane County, Illinois7087,018
Lake County, Indiana5733,828
McHenry County, Illinois3781,913
Porter County, Indiana2131,132

Cook County has 56% of the establishments and 76% of the jobs. Census counts establishments with paid employees, not companies: each branch counts once, the self-employed are left out, and a corporate head office may be classified as a management office rather than in finance.

Insurance services employ more people than banks

Type (NAICS)EstablishmentsEmployeesPer locationAverage pay (our calculation)
Insurance agencies, brokerages and related services (5242)4,41985,80919.4$63,531
Banks and credit unions (5221)2,79162,75122.5$128,121
Insurance carriers (5241)89840,94945.6$132,911
Investment advice, portfolio management and other (5239)3,00230,92110.3$258,420
Securities brokers, dealers and investment banks (5231)1,15023,74820.7$396,805
Non-bank lenders (5222)87417,51220.0$130,010
Loan brokers, payment processing and other credit services (5223)77211,62415.1$107,854
Securities and commodity exchanges (5232)7not reported (high-noise figure)

The insurance services group covers agencies and brokers and also claims adjusting and third-party administration, which is why its pay average is lower than the other groups'. The exchanges' employee count was published but flagged as high-noise: the noise the Census Bureau adds for confidentiality changed it by 5% or more.

The listed finance companies headquartered here

CompanyCity (10-K cover)2025 revenue as reported
AllstateNorthbrook$67,685M
CNA FinancialChicago$14,989M
Arthur J. GallagherRolling Meadows$13,942M
Old Republic InternationalChicago$9,136.3M
CME GroupChicago$6,520.6M
KemperChicago$4,789.7M
Cboe Global MarketsChicago$4,714.2M
Enova InternationalChicago$3,151.7M
Ryan SpecialtyChicago$3,051.1M
MorningstarChicago$2,445.5M

Total revenues, or revenue where that is the company's top line, from each 10-K for 2025. Enova's net revenue after the change in fair value of its loans was $1,830.2 million. Bank holding companies such as Northern Trust and Wintrust are covered through their banks below.

The list leans to insurance: six of the ten are insurers or insurance brokers, and two, CME Group at 20 South Wacker Drive and Cboe at 433 West Van Buren Street, run exchanges.

The banks: two large ones and a network of charters

In the FDIC's institution data as of 30 June 2026, 92 insured banks have a main office in the metro, with $652.5 billion of assets.

InstitutionMain officeTotal assets (30 June 2026)
BMO Bank National AssociationChicago$255.0B
The Northern Trust CompanyChicago$178.6B
CIBC Bank USAChicago$66.5B
Centier BankWhiting, Indiana$10.4B
Byline BankChicago$9.9B
Wintrust Bank, National AssociationChicago$9.6B
Lake Forest Bank & Trust CompanyLake Forest$9.3B
First American BankElk Grove Village$8.6B
Old Second National BankAurora$6.9B
Hinsdale Bank & Trust CompanyHinsdale$6.8B

Fourteen of the 92 list Wintrust Financial as their holding company in FDIC data, from Wintrust Bank in Chicago to Old Plank Trail Community Bank in New Lenox, with about $66.5 billion of assets together; Wintrust's 10-K says it runs sixteen bank subsidiaries. For sellers that matters: one holding company, many local bank presidents. Beyond the top four, 31 banks have $1 billion to $10 billion of assets and 57 have less than $1 billion.

The SEC's October 2026 adviser data adds 629 registered investment advisers with a main office in the metro, 388 of them under $1 billion of regulatory assets. The largest are Northern Trust Investments ($1,245.2 billion), Invesco Capital Management in Downers Grove ($941.0 billion) and First Trust Advisors in Wheaton ($309.2 billion).

Who licenses what in Illinois

Type of firmRegulatorLookup
State-chartered bank, trust company or savings bank; mortgage bank or loan originator; pawnbrokerIDFPR Division of BankingBanking license lookup
Consumer and sales finance company, collection agency, currency exchange, money transmitter, state-chartered credit unionIDFPR Division of Financial InstitutionsDFI license lookup
Insurance company or producerIllinois Department of InsuranceIDOI
Any FDIC-insured bankFDICBankFind
Broker-dealer or investment adviserFINRA and the SECBrokerCheck, adviser search

Check the legal name on your paperwork, not the brand. Firms based in the metro's Indiana counties answer to Indiana's regulators instead.

Selling to Chicago financial firms

The insurance services group is the market most sellers overlook: 4,419 locations, most of them small agencies and brokers where a principal decides. Census counts 254 of these establishments with 10 to 19 employees and 140 with 20 to 49, the size where an agency has outgrown spreadsheets but has no IT department.

Illustrative example. The vendor, prices and results are invented; the agency counts come from Census data.

Lakefront Agency Systems (lakefrontagency.example) sells workflow automation for commercial insurance agencies. It targets the metro's 394 insurance services establishments with 10 to 49 employees, keeps the commercial-lines agencies, an illustrative 50%, and contacts the principal and the operations manager at each: about 394 people. Twenty-five clients at $15,000 a year is $375,000. Triggers are a new producer hire, an acquisition by a larger broker, or a carrier appointment. Bebop finds agencies matching a description like this and researches each one; see how to sell to small businesses for the approach.

Email to an agency principal
Subject: Renewal season at [agency]

Hi [first name],

[Agency] has added [number] producers this year. More producers means more renewals, certificates and endorsements running through the same account managers.

We automate the routine commercial-lines work for Illinois agencies your size, so account managers spend their time on clients, not data entry.

Would a 15-minute look at your renewal workflow be useful?

[Your name]

Local sources

SourceWhat it gives you
Federal Reserve Bank of ChicagoSeventh District economic and banking research
Illinois Bankers AssociationThe state's banking trade association
World Business ChicagoThe city's economic development agency

Next step: see the region's investment firms by name in private equity firms in Chicago, or its largest employers in the largest companies in Chicago.

Sources

Written by the Bebop team at Blackpearl Group. Published .

Questions people ask

How many finance companies are in Chicago?

Census County Business Patterns counted 13,997 finance and insurance establishments in the Chicago metro in 2023, employing 278,545 people, with 7,842 of them in Cook County. They include 4,419 insurance agency and brokerage locations, 3,002 investment firm offices, 2,791 bank and credit union locations and 874 non-bank lenders. The FDIC lists 92 insured banks headquartered in the metro.

What are the biggest financial companies in Chicago?

By 2025 revenue in their 10-Ks, the largest listed finance companies headquartered in the Chicago area are Allstate in Northbrook ($67,685 million), CNA Financial ($14,989 million), Arthur J. Gallagher in Rolling Meadows ($13,942 million) and Old Republic ($9,136.3 million). By assets, the largest banks based here are BMO Bank ($255.0 billion) and The Northern Trust Company ($178.6 billion).

Who licenses lenders in Illinois?

The Illinois Department of Financial and Professional Regulation licenses most non-bank lenders. Its Division of Financial Institutions covers consumer and sales finance companies, collection agencies, currency exchanges and money transmitters, and its Division of Banking covers state-chartered banks, mortgage banks and loan originators. Both have online license lookups. National banks are supervised federally; check any bank in FDIC BankFind.

Which banks are headquartered in Chicago?

FDIC data as of 30 June 2026 list BMO Bank National Association ($255.0 billion of assets), The Northern Trust Company ($178.6 billion), CIBC Bank USA ($66.5 billion), Byline Bank ($9.9 billion) and Wintrust Bank ($9.6 billion) with Chicago main offices. Wintrust Financial owns 14 FDIC-insured banks in the metro in total, most of them named for their suburbs.

How much do finance jobs pay in Chicago?

Census County Business Patterns puts average annual pay across the Chicago metro's finance and insurance establishments at $146,549 in 2023. By our calculation, securities firms averaged $396,805, investment firms $258,420, insurance carriers $132,911, banks $128,121 and insurance agencies and related services $63,531. Averages cover all employees on payroll and exclude self-employed agents and advisers.

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