Health Insurance Jobs in Chicago, Illinois

42,828 open positions · Updated daily

Looking for Health Insurance jobs in Chicago, Illinois? Browse our curated listings with transparent salary information to find the perfect Health Insurance position in the Chicago, Illinois area.

Field Service Technician

Company: Cornerstone Building Brands

Location: Chicago, IL

Posted Sep 08, 2025

Document information gathered in the field regarding operational and design deficiencies. Perform field repairs, glass replacements, operational adjustments and…

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work-life balance fellowship full-time

General Surgeon Opportunity - SSM Health Southern Illinois

Company: SSM Health

Location: Centralia, Illinois

Posted Sep 06, 2025

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full-time

Food Service Assistant II - Food and Nutrition Services - Days

Company: Endeavor Health

Location: Naperville, Illinois

Posted Sep 06, 2025

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health savings account paid time off tuition reimbursement

Medical Assistant, Transitions of Care

Company: Endeavor Health

Location: Arlington Heights, Illinois

Posted Sep 06, 2025

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malpractice insurance paid time off relocation assistance

Orthopaedics - Orthopaedic Total Joint Arthroplasty Surgeon

Company: Trinity Health

Location: Maywood, Illinois

Posted Sep 06, 2025

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Senior Manager, Software Engineering, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Sep 08, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

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401(k) dental insurance health insurance

Internal Medicine Near Dubuque, IA | Award-Winning Hospital & Community

Company: Jackson Physician Search

Location: Illinois

Posted Sep 06, 2025

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relocation assistance full-time be or bc

Excellent Primary Care Opportunity In The Midwest! Salary Range 285K-350K! Close to Chicago, Milwaukee, and Madison!

Company: Mercyhealth

Location: Belvidere, Illinois

Posted Sep 06, 2025

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health savings account paid time off tuition reimbursement

Patient Access Representative II - Skokie, IL

Company: Endeavor Health

Location: Skokie, Illinois

Posted Sep 06, 2025

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sign-on bonus relocation assistance loan repayment program

Non-Invasive General Cardiologist

Company: HSHS Medical Group

Location: Springfield, Illinois

Posted Sep 06, 2025

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health system full-time be or bc

Internal Medicine Physician-Deerpath Gurnee IL

Company: Endeavor Health

Location: Gurnee, Illinois

Posted Sep 06, 2025

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sign-on bonus relocation assistance health system

OB/GYN Physician

Company: Advocate Health

Location: Oak Lawn, Illinois

Posted Sep 06, 2025

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Frequently Asked Questions

What are typical salary ranges by seniority in Health Insurance?
Entry‑level analysts earn $55k–$75k, mid‑level roles $80k–$110k, senior positions $115k–$150k, and directors or VP levels range from $160k to $200k. Pay varies by region; for example, New York City salaries are often 20% higher than national averages.
Which skills and certifications are required?
Key technical skills include SQL, SAS, R, Tableau, and HL7 for data integration. Certification requirements often involve SOA or CAS actuarial exams, HIPAA‑compliance credentials, Guidewire Underwriting Certification, PMP for project managers, and financial certifications like CPA or CMA for finance roles.
Is remote work available in Health Insurance roles?
Yes—about 70% of positions offer fully remote or hybrid options. Major carriers such as UnitedHealth, Anthem, Humana, and CVS Health have formal telecommuting policies, especially for data‑analysis, product‑management, and compliance roles.
What are common career progression paths?
Typical trajectories move from junior analyst to senior analyst, then to manager, director, and VP. Progression often requires additional certifications (e.g., actuarial exams, PMP), cross‑functional experience, and proven leadership in projects like claims automation or value‑based care initiatives.
What industry trends should Health Insurance professionals watch?
Key trends include AI‑driven fraud detection, telehealth expansion, value‑based care models, regulatory updates to the ACA and Medicare Advantage, data‑privacy enforcement (HIPAA, GDPR), cybersecurity investments, and ESG‑aligned underwriting practices.

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