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) health insurance vision insurance

Mental Health Professional

Company: Wexford Health Sources

Location: Canton, Illinois

Posted Jun 01, 2025

View Details Apply on healthecareers.com
401(k) loan repayment program vision insurance

Registered Nurse

Company: Wexford Health Sources

Location: Ina, Illinois

Posted Jun 01, 2025

View Details Apply on healthecareers.com
401(k) health insurance vision insurance

Mental Health Unit Director - Psychologist

Company: Wexford Health Sources

Location: Dixon, Illinois

Posted Jun 01, 2025

View Details Apply on healthecareers.com

Retail Sales and Store Support

Company: Jewel Osco

Location: Chicago, IL

Posted Jun 01, 2025

Health and welfare benefits for eligible employees (Medical, Dental, 401k and more!).

View Details Apply on SimplyHired
401(k) 403(b) dental insurance

MLT II (REG) - part-time

Company: BJC HealthCare

Location: Alton, Illinois

Posted Jun 01, 2025

View Details Apply on healthecareers.com
401(k) 403(b) disability insurance

Speech Language Pathologist (PRN)

Company: BJC HealthCare

Location: Belleville, Illinois

Posted Jun 01, 2025

View Details Apply on healthecareers.com
401(k) dental insurance health insurance

Internal Medicine | Award-Winning Northwestern Illinois Community

Company: Jackson Physician Search

Location: Illinois

Posted Jun 01, 2025

View Details Apply on healthecareers.com
401(k) continuing education credits dental insurance

Registered Nurse

Company: Wexford Health Sources

Location: Ina, Illinois

Posted Jun 01, 2025

View Details Apply on healthecareers.com
401(k) loan repayment program vision insurance

Licensed Practical Nurse- NEW 4 day work week

Company: Wexford Health Sources

Location: Pinckneyville, Illinois

Posted Jun 01, 2025

View Details Apply on healthecareers.com
full time be or bc

St. Louis Area GI | 800K+ Proven Potential | Unmatched Autonomy | Day 1 Volume

Company: Jackson Physician Search

Location: Illinois

Posted Jun 01, 2025

View Details Apply on healthecareers.com
401(k) loan repayment program vision insurance

Licensed Practical Nurse

Company: Wexford Health Sources

Location: Ina, Illinois

Posted Jun 01, 2025

View Details Apply on healthecareers.com
paid time off relocation assistance health system

Radiology - Musculoskeletal Radiologist

Company: Trinity Health

Location: Maywood, Illinois

Posted Jun 01, 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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