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.

CDL A Tanker Driver - Up to $1800 / wk

Company: Bulk Transport Company Inc

Location: Chicago, IL

Posted Jul 01, 2025

Bulk Transport Company is hiring experienced CDL-A tanker truck drivers to drive regional routes for our liquid division. $1,500 driver referral bonus.

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malpractice insurance paid time off relocation assistance

Dermatology - General Dermatologist

Company: Trinity Health

Location: Maywood, Illinois

Posted Jul 01, 2025

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

Clinical Director, Epilepsy Program at Illinois Neurological Institute

Company: OSF Human Resources Provider Recruitment

Location: Peoria, Illinois

Posted Jul 01, 2025

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401(k) health insurance vision insurance

Phlebotomist

Company: Wexford Health Sources

Location: Galesburg, Illinois

Posted Jun 30, 2025

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health savings account paid time off tuition reimbursement

RN - Operating Room Cardiovascular/Open Heart

Company: Endeavor Health

Location: Glenview, Illinois

Posted Jun 30, 2025

View Details Apply on healthecareers.com

Regional Marketing Specialist

Company: Polsinelli PC

Location: Chicago, IL

Posted Jun 30, 2025

Experience managing budgets and driving cost-effective strategies. The successful candidate will work with the Senior Regional Marketing Manager and on the…

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401(k) dental insurance health insurance

Psychologist

Company: Wexford Health Sources

Location: Dixon, Illinois

Posted Jun 30, 2025

View Details Apply on healthecareers.com

Lead Healthcare Solutions Architect (RapidScale)

Company: Cox Communications

Location: Illinois

Posted Jun 30, 2025

The right candidate could also have a different combination, such as a master's degree and 6years' experience; a Ph.D. and 3 years' experience in a related…

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401(k) life insurance loan repayment program

Certified Nursing Assistant

Company: Wexford Health Sources

Location: Ina, Illinois

Posted Jun 30, 2025

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401(k) continuing education credits dental insurance

Rehabilitation Technician - Inpatient- Days

Company: Endeavor Health

Location: Evanston, Illinois

Posted Jun 30, 2025

View Details Apply on healthecareers.com
skilled nursing facility travel 401(k)

Speech & Language Pathologist - Skilled - (SLP)

Company: AMN Healthcare, Inc. Medical

Location: KEWANEE, Illinois

Posted Jun 30, 2025

View Details Apply on healthecareers.com

Machine Operator

Company: Closets By Design Chicago Downtown

Location: Chicago, IL

Posted Jun 30, 2025

Operate woodworking machinery and hand tools. Experience with woodworking equipment and hand tools is a plus. Paid holidays and paid time off.

View Details Apply on SimplyHired

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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