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.

Welder

Company: Skilled Trades Partners

Location: Chicago, IL

Posted Aug 11, 2025

Valid driver’s license and reliable transportation. The ideal candidate will be skilled in various welding techniques and capable of reading blueprints and…

PHARMACIST – INPATIENT - CERMAK HEALTH SERVICES

Company: Cook County Health & Hospitals System

Location: Chicago, IL

Posted Aug 11, 2025

Identify self as a Veteran on the employment application by answering yes to the question by answering yes to the question, “Are you a Military Veteran?”.

CDL A Owner Operator-Midwest Runs Only

Company: ICD Freight Inc

Location: Illinois

Posted Aug 11, 2025

Transparent payments - know the amount before you start driving. 72% of the load or a mileage pay program of $1.40 per mile. Pre-Pass for Tolls & Scales.

High School Theater Teacher

Company: Resurrection College Prep High School

Location: Chicago, IL

Posted Aug 11, 2025

An undergraduate degree in an appropriate field from a regionally accredited college/university is required. Performs professional work providing limited direct…

Carpenter

Company: Skilled Trades Partners

Location: Chicago, IL

Posted Aug 11, 2025

Valid driver’s license and reliable transportation. Operate hand tools, power tools, and woodworking machinery safely. Pay $25-30 an hour.

Security Officer - Armed (Pilsen East BC)

Company: Allied Universal

Location: Chicago, IL

Posted Aug 11, 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…

Construction Laborer

Company: Skilled Trades Partners

Location: Chicago, IL

Posted Aug 11, 2025

Operate basic hand tools and power tools safely. Ability to operate basic hand and power tools. Knowledge of construction safety practices.

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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