Entry-level Insurance / Claims / Underwriting jobs in Chicago, Illinois

12 open entry-level Insurance / Claims / Underwriting jobs in Chicago, Illinois, collected from employers’ own career pages and checked twice a day. Every listing links to the company’s site to apply.

Latest openings

• Underwriting Advance Specialist I

  Love's Travel Stops & Country Stores · Chicago
  Posted 2026-10-19
• Workers Compensation Claims Trainee - Midwest

  Arthur J. Gallagher and Co. · Chicago · Remote
  Posted 2026-08-05
• Underwriter I - Inland Marine

  IFG Companies · Chicago
  Posted 2026-10-14
• Intern, Executive & Professional Underwriting

  Berkshire Hathaway Specialty Insurance · Chicago
  Posted 2026-10-12
• Facultative Reinsurance Associate Broker

  Search · Chicago
  Posted 2026-10-11
• 2027 Summer Intern Program- Underwriting Intern, Chicago

  Westfieldinsurance · Chicago
  Posted 2026-09-21
• Underwriting Trainee

  IFG Companies · Chicago
  Posted 2026-08-11
• Management Liability Underwriting Intern (Hybrid)

  Intactspecialty · Chicago · Hybrid
  Posted 2026-09-29
• Underwriting Assistant NE-USA-NE

  Starr Specialty Lines Insurance Agency, LLC · Chicago
  Posted 2026-08-26
• Underwriting Assistant

  Starr Specialty Lines Insurance Agency, LLC · Chicago
  Posted 2026-08-26
• Associate Specialist, Property Risk Engineering

  Travelers Indemnity Co · Chicago
  Posted 2026-10-02
• 2027 Early Careers: Analyst, Underwriting – Aviation – United States, Chicago, IL

  American International Group · Chicago
  Posted 2026-09-16

Other cities

• New York, New York 26
• Tampa, Florida 15
• Atlanta, Georgia 13
• Dallas, Texas 12
• Houston, Texas 11
• Lansing, Michigan 10

Other roles here

• Intern / Trainee 410
• Retail Sales Associate 149
• Retail Associate (other) 95
• Sales Representative 63
• Warehouse Associate / Material Handler 45
• Banker / Relationship Manager 39
• Specialist / Analyst (other) 37
• Financial Analyst / FP&A 37
• Security Officer / Guard 34
• Production / Machine Operator 34
• Customer Service Representative 33
• Civil / Structural Engineer 33
• Teacher / Tutor 32
• Patient Care / Caregiver 32
• Restaurant Crew / Team Member 31
• Research Scientist 31
• Janitor / Custodian / Cleaner 30
• Software Engineer 27
• Office / Operations Coordinator 27
• Server / Bartender / Host 25
• Teaching Assistant / Paraprofessional 24
• Maintenance Technician 24
• Cook / Chef 24
• Medical Assistant 23
• Behavioral Health / Therapist 21

Questions

How many entry-level Insurance / Claims / Underwriting jobs are open in Chicago, Illinois right now?

12 listings are open on OpeningsFirst today, all from employers’ own career pages. 0 more were posted in the last 5 days and went to subscribers first.

Which companies are hiring for Insurance / Claims / Underwriting roles in Chicago, Illinois?

Recent openings here come from Love's Travel Stops & Country Stores, Arthur J. Gallagher and Co., IFG Companies, Berkshire Hathaway Specialty Insurance, Search, Westfieldinsurance, Intactspecialty, Starr Specialty Lines Insurance Agency, LLC.

How do I hear about new entry-level Insurance / Claims / Underwriting jobs in Chicago, Illinois first?

Subscribers get new matching jobs by email at 8 am and 6 pm, 5 days before they open on these pages. It costs $9 a month.

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