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.

Experienced Fine Jewelry Sales Professional

Company: Sidney Garber

Location: Chicago, IL

Posted May 20, 2025

Manage relationships with established clients, new sales leads and prospects through the use of detailed clienteling and CRM tools.

Pet Insurance Sales Associate - Chicago, IL

Company: Fetch Pet Insurance

Location: Chicago, IL

Posted May 20, 2025

Active Property & Casualty (P&C) license or willing to obtain a P&C license at the expense of the Company within 30 days of employment (subject to state…

Senior Finance Analyst

Company: Expedia Group

Location: Chicago, IL

Posted May 21, 2025

Support, develop, and implement improved processes and controls to enable sustainable, profitable scaling of the PLS business.

Senior Project Manager - Interiors - Chicago

Company: Michael Page

Location: Chicago, IL

Posted May 20, 2025

Bachelor's Degree in Construction Management or a related field. My client desires hard-working individuals who can be mentored and develop with senior level…

Project Manager- Education Projects

Company: Michael Page

Location: Chicago, IL

Posted May 20, 2025

Establish and maintain working professional relationships with the project design team, company field and office personnel, subcontractors, and vendors.

Security Officer (Pt)

Company: City Colleges of Chicago

Location: Chicago, IL

Posted May 21, 2025

Must have a valid driver’s license, current CPR and/or first aid certification, and hazardous material training. Have a valid driver’s license.

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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