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.

GAAP Accountant

Company: State of Illinois

Location: Chicago, IL

Posted Aug 15, 2025

Bachelor's degree in accounting, or a bachelor's degree in a related field with a minimum of 18 hours of college credit in accounting; or four or more years of…

Staff Accountant

Company: AHEAD

Location: Chicago, IL

Posted Aug 15, 2025

Ad Hoc Projects – work with broader accounting and finance function to assist with and enhance other processes as needed; perform and develop ad-hoc analysis…

Security Officer - Armed (Auburn Highland BC)

Company: Allied Universal

Location: Chicago, IL

Posted Aug 15, 2025

A valid driver's license will be required for driving positions only. As a condition of employment, applicants will be subject to a background investigation in…

Bridge & Bldg Carpenter Help- Chicago, IL

Company: Union Pacific

Location: Chicago, IL

Posted Aug 15, 2025

Execute a range of tasks such as painting, framing, and installing bridge timbers, conducting pile driving, executing masonry repairs on bridges (including…

CDL A Flatbed Truck Driver - Home Weekly

Company: AWL Transport Inc. dba TLX

Location: Chicago, IL

Posted Aug 14, 2025

2 Years Verifiable Driving Experience w/ Steel coil & heavy haul experience. Must be 22 Years of Age. OUR FLATBED TRUCK DRIVERS EARN UP TO $80,000 PER YEAR –…

Promotional Products Subject Matter Expert

Company: Main St.

Location: Chicago, IL

Posted Aug 14, 2025

Main Street delivers impactful brand stories through design, displays, promotional, print, packaging, and fulfillment. Ability to travel 20% of the time.

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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