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.

401(k) life insurance loan repayment program

Licensed Practical Nurse

Company: Wexford Health Sources

Location: Decatur, Illinois

Posted Jul 13, 2025

View Details Apply on healthecareers.com

Door Host/Security Staff - Late Nights, Evenings

Company: Gus' Sip & Dip (1262)

Location: Chicago, IL

Posted Jul 13, 2025

Door Host/Security Staff are responsible for the initial, warm greeting of guests and for maintaining the safety of guests and employees, carding guests,…

View Details Apply on SimplyHired

Recreation Equipment Repairer NA-09

Company: Department of the Army - Army Installation Management Command

Location: Rock Island, Illinois

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Clinical Psychologist (Drug Abuse Program Coordinator)

Company: Department of Justice - Justice, Bureau of Prisons/Federal Prison System

Location: Greenville, Illinois

Posted Jul 13, 2025

View Details Apply on usajobs.gov
401(k) health insurance life insurance

Licensed Practical Nurse

Company: Wexford Health Sources

Location: Belleville, Illinois

Posted Jul 13, 2025

View Details Apply on healthecareers.com

Health Technician (Optometry)

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Peoria, Illinois

Posted Jul 13, 2025

View Details Apply on usajobs.gov

CYS Coordinator NF-04

Company: Department of the Army - Army Installation Management Command

Location: Rock Island, Illinois

Posted Jul 13, 2025

View Details Apply on usajobs.gov
401(k) dental insurance health insurance

Staff Assistant

Company: Wexford Health Sources

Location: Taylorville, Illinois

Posted Jul 13, 2025

View Details Apply on healthecareers.com

Recreation Assistant NF-02

Company: Department of the Army - Army Installation Management Command

Location: Rock Island, Illinois

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Automotive Mechanic Helper NA-05

Company: Department of the Army - Army Installation Management Command

Location: Rock Island, Illinois

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Primary Care Physician Peoria IL

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Peoria, Illinois

Posted Jul 13, 2025

View Details Apply on usajobs.gov
401(k) health insurance vision insurance

Mental Health Professional

Company: Wexford Health Sources

Location: Taylorville, Illinois

Posted Jul 13, 2025

View Details Apply on healthecareers.com

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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