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) 457(b) malpractice insurance

Diagnostic Radiologist with a Breast Imaging Fellowship

Company: Endeavor Health

Location: Elmhurst, Illinois

Posted Oct 04, 2025

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

Neuro-Oncologist Physician (Part-time or Full-time)

Company: Endeavor Health

Location: Evanston, Illinois

Posted Oct 04, 2025

View Details Apply on healthecareers.com
loan assistance loan repayment program relocation assistance

Family Medicine - Moline, Illinois - No Nights & No Weekends + $150k Bonus

Company: Trinity Health

Location: Moline, Illinois

Posted Oct 04, 2025

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

Neuro Radiologist

Company: Endeavor Health

Location: Evanston, Illinois

Posted Oct 05, 2025

View Details Apply on healthecareers.com
loan repayment program relocation assistance sign-on bonus

Orthopedic Surgeon

Company: HSHS Medical Group

Location: O'Fallon, Illinois

Posted Oct 04, 2025

View Details Apply on healthecareers.com

Energy Business Analyst

Company: CME Group

Location: Chicago, IL

Posted Oct 04, 2025

The Energy BLM Analyst will work in partnership with the Energy Products team to design and implement the business line strategy. And we’re looking for more.

View Details Apply on SimplyHired
sign-on bonus relocation assistance loan repayment program

Nurse Practitioner – Rheumatology – Peoria, Illinois

Company: OSF Medical Group Provider Recruitment

Location: Peoria, Illinois

Posted Oct 05, 2025

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

Subspecialty Oncologist Needed - GU, Breast, or Head/Neck

Company: Jackson Physician Search

Location: Illinois

Posted Oct 05, 2025

View Details Apply on healthecareers.com
health system full-time + 1 tags

Physician Assistant - Weekend Hours

Company: Endeavor Health

Location: Elmhurst, Illinois

Posted Oct 05, 2025

View Details Apply on healthecareers.com
403(b) 457(b) dental insurance

Family Medicine - Physician - Fulton, IL - Wholesome Rural Community Practice

Company: Trinity Health

Location: Fulton, Illinois

Posted Oct 05, 2025

View Details Apply on healthecareers.com
malpractice insurance paid time off relocation assistance

Surgery/Oral Health - Maxillofacial Prosthodontist

Company: Trinity Health

Location: Maywood, Illinois

Posted Oct 04, 2025

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

Nurse Practitioner - Immediate Care - Schaumburg

Company: Endeavor Health

Location: Schaumburg, Illinois

Posted Oct 05, 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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