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.

Pre-Kindergarten Teacher - 2025/2026 School Year (Donoghue Campus)

Company: University of Chicago Charter School

Location: Chicago, IL

Posted Mar 19, 2025

Applicant should have a Bachelor’s degree in education and state certification; at least 2 years of urban teaching experience in related field; and proven…

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401(k) vision insurance full time

Certified Nursing Assistant - Dayshift available

Company: Wexford Health Sources

Location: Galesburg, Illinois

Posted Mar 18, 2025

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loan repayment program malpractice insurance relocation assistance

Obstetrics Gynecology

Company: Advocate Health

Location: Chicago, Illinois

Posted Mar 18, 2025

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401(k) loan repayment program vision insurance

Licensed Practical Nurse - Dayshift Available

Company: Wexford Health Sources

Location: Galesburg, Illinois

Posted Mar 17, 2025

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Mental Health Professional

Company: Wexford Health Sources

Location: Lincoln, Illinois

Posted Mar 18, 2025

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Sous Chef

Company: Miru

Location: Chicago, IL

Posted Mar 20, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

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401(k) dental insurance health insurance

Licensed Practical Nurse - 4 day work week

Company: Wexford Health Sources

Location: Danville, Illinois

Posted Mar 21, 2025

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401(k) loan repayment program vision insurance

Licensed Practical Nurse

Company: Wexford Health Sources

Location: Dixon, Illinois

Posted Mar 18, 2025

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full time

Licensed Practical Nurse

Company: Sunrise Senior Living

Location: Palos Park, Illinois

Posted Mar 18, 2025

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401(k) 403(b) disability insurance

Clinical Nurse Orthopedics

Company: BJC HealthCare

Location: Belleville, Illinois

Posted Mar 17, 2025

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401(k) dental insurance health insurance

Orthopedic Hand Surgeon

Company: Northwestern Medicine Regional Medical Group

Location: Sycamore, Illinois

Posted Mar 18, 2025

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Luxury Custom Stylist / Sales Associate

Company: BALANI Custom Clothiers

Location: Chicago, IL

Posted Mar 19, 2025

Aptitude to learn technical skills such as measuring, fitting, styling, and electronic order entry. Structured, formal training program to develop key industry-…

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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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