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.

health system full-time

Neurology Nurse Practitioner

Company: Endeavor Health

Location: Naperville, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
sign-on bonus relocation assistance full-time

Primary Care Physicians

Company: HSHS Medical Group

Location: Central, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com

Retail Sales Associate

Company: Windy City Diamonds

Location: Chicago, IL

Posted Aug 24, 2025

This individual will be the face of our brand, delivering exceptional customer experiences and driving revenue growth through expert product knowledge,…

View Details Apply on SimplyHired
health savings account paid time off tuition reimbursement

Practice Manager II RN - Medical Group

Company: Endeavor Health

Location: Rolling Meadows, Illinois

Posted Aug 25, 2025

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

Physician - Weight Management

Company: Endeavor Health

Location: Arlington Heights, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
health insurance health savings account paid time off

Behavioral Health Integration Clinician II- Medical Group Behavioral Health Integration- Days

Company: Endeavor Health

Location: Schaumburg, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
health savings account paid time off tuition reimbursement

Medical Assistant (MA) - Primary Care - Glenview

Company: Endeavor Health

Location: Glenview, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
sign-on bonus relocation assistance full-time

Primary Care Physicians

Company: HSHS Medical Group

Location: Southern Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
health savings account paid time off tuition reimbursement

Research Assistant (Pelvic Pain, per diem-weekends and evenings)-OBGYN

Company: Endeavor Health

Location: Evanston, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
health savings account paid time off tuition reimbursement

Registered Nurse - Critical Care Per Diem - Nights and Days

Company: Endeavor Health

Location: Evanston, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
continuing education credits malpractice insurance paid time off

OB/GYN

Company: UW Health Northern Illinois

Location: Rockford, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
health system full-time

Advanced Practice Registered Nurse (APRN) - Cardiology - Medical Group

Company: Endeavor Health

Location: Chicago, Illinois

Posted Aug 24, 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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