Underwriter Jobs in Chicago, IL

Underwriter jobs in Chicago are concentrated in the Loop, River North, and Schaumburg, across commercial insurance, life and health, and mortgage lending, with strong demand from carriers, banks, and specialty finance firms. Employers actively hiring include Chubb, Liberty Mutual Insurance, and The Hartford. Find a role that fits below and apply directly.

Find Underwriter Jobs

Overview

Open roles38
Top employerChubb
Work type78% On-site
Top credentialBachelor's
Companies hiring23

Showing 5 of 38+ Underwriter jobs

Crum & Forster
Senior Underwriter - Commercial Surety Midwest
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Crum & Forster
Added 4d ago
Senior Underwriter - Commercial Surety Midwest
Crum & Forster
Chicago, Illinois
Partnerships & Business Development
Customer Service & Support
$75k - $141k/yr
On-Site
Bachelor's

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Bank of America
Credit Underwriter I
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Bank of America
Added 1w ago
Credit Underwriter I
Bank of America
Chicago, Illinois
Property Management
$95k - $125k/yr
On-Site
Bachelor's

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Old National Bank
Commercial Underwriter Corporate Banking, Middle Market, or Specialty Banking
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Old National Bank
Added 1w ago
Commercial Underwriter Corporate Banking, Middle Market, or Specialty Banking
Old National Bank
Chicago, Illinois
$78k - $259k/yr
On-Site
Bachelor's
1,001-5,000

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Chubb Insurance
Senior Underwriter, Equipment Breakdown
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Chubb Insurance
Added 1w ago
Senior Underwriter, Equipment Breakdown
Chubb Insurance
Chicago, Illinois
Partnerships & Business Development
Customer Service & Support
$100k - $165k/yr
Bachelor's
10,000+

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Stewart Title Guaranty Company
Commercial Associate Senior Underwriter
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Stewart Title Guaranty Company
Added 1w ago
Commercial Associate Senior Underwriter
Stewart Title Guaranty Company
Chicago, Illinois
Compliance & Legal
Legal Counsel
$111k - $181k/yr
On-Site
Bachelor's
201-500

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See All 38 Underwriter Jobs in Chicago

Find roles in Chicago that match your experience and apply in just a few clicks.

Find Underwriter Jobs

Underwriter Job Market in Chicago

Who's Hiring

  • Chubb
    Chubb5
  • Liberty Mutual Insurance
    Liberty Mutual Insurance5
  • The Hartford
    The Hartford2
  • Bank of America
    Bank of America2
  • Zurich Insurance
    Zurich Insurance2

Top Industries Hiring

  • Insurance32
  • Banking & Financial Services5
  • Construction & Real Estate1

Underwriter Jobs in Chicago: Frequently Asked Questions

How do I get a underwriter job in Chicago?

The strongest path into Chicago underwriting runs through the Loop and Schaumburg, where commercial property and casualty carriers, regional banks, and specialty lenders concentrate their hiring. Candidates with commercial lines exposure, mortgage underwriting experience, or a background in financial analysis get the most callbacks. Familiarity with Chicago's dense commercial real estate and mid-market business sectors gives you a genuine edge over generalist applicants targeting this market.

Which companies hire underwriters in Chicago?

Employers hiring underwriters in Chicago right now include Chubb, Liberty Mutual Insurance, and The Hartford, based on current listings on Migrate Mate as of June 2026. Chicago's market is particularly active among large regional carriers, national insurers with Midwest headquarters, and community banks with strong commercial lending portfolios.

Are there remote underwriter jobs in Chicago?

Yes, though it depends heavily on the specialty: mortgage and personal lines underwriting tend to be more remote-friendly than commercial or specialty lines roles that require hands-on account review. About 22% of underwriter openings tied to Chicago are remote or hybrid as of June 2026, reflecting a mix of options across employer types. Larger carriers headquartered in the Loop and Schaumburg are most likely to offer structured hybrid arrangements.

How can I get a underwriter job in Chicago with little or no experience?

The most realistic entry point in Chicago is an underwriting assistant or analyst role at one of the regional carriers or community banks operating in the Loop or near O'Hare. These positions involve reviewing submissions, spreading financials, and supporting senior underwriters, and they convert to full underwriter titles quickly in active Chicago offices. A background in insurance coursework, banking, or credit analysis strengthens your application, and pursuing an Associate in Commercial Underwriting designation signals commitment to local hiring managers.

Which industries hire the most underwriters in Chicago?

Chicago underwriter roles concentrate in Insurance, Banking & Financial Services, and Construction & Real Estate, based on current listings on Migrate Mate as of June 2026. Chicago's position as a Midwest financial hub and home to major insurance carriers, futures exchanges, and a large commercial real estate market makes it one of the most active underwriting labor markets in the country outside of New York.

See All 38 Underwriter Jobs in Chicago

Find roles in Chicago that match your experience and apply in just a few clicks.

Find Underwriter Jobs