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.

Statistical Analyst, ISS (Entry Level)

Company: American Property Casualty Insurance Association

Location: Chicago, IL

Posted Jul 11, 2025

Under general supervision, the entry-level Statistical Analyst position will review, correct, and approve company data submissions for one or more insurance…

CDL-A Truck Driver - Regional OTR

Company: G&D Integrated

Location: Chicago, IL

Posted Jul 11, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IL area for *Regional OTR routes* that get…

Senior Manager, Software Engineering, Back End (Go/Python/Java, Node, Jenkins, AWS, DevOps)

Company: Capital One

Location: Chicago, IL

Posted Jul 11, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

culinary chef manager - Starbucks Reserve Kitchen

Company: Starbucks

Location: Chicago, IL

Posted Jul 11, 2025

Drive the implementation of company programs by developing action plans and directly motivate and instruct kitchen teams to implement and meet operational and…

Data Analyst - Insurance

Company: WAHVE

Location: Chicago, IL

Posted Jul 11, 2025

Compile and prepare data for customer analysis. *Experience* *working in a data analysis role in the insurance or financial services industry – *_*required*_.

Commercial HVAC Preventative Maintenance Technician

Company: BGIS

Location: Chicago, IL

Posted Jul 11, 2025

Subject to drug, background, and driver’s license checks. Maintaining the company service vehicle, tools, and inventory stock while adhering to company driving…

CDL-A Truck Driver - Regional OTR - Up to $105k/yr

Company: G&D Integrated

Location: Chicago, IL

Posted Jul 11, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IL area for *Regional OTR routes* that get…

CDL-A Truck Driver - Regional OTR - Comprehensive Benefits

Company: G&D Integrated

Location: Chicago, IL

Posted Jul 11, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IL area for *Regional OTR routes* that get…

IT Project Support Specialist (Remote - IL)

Company: Tanager, Inc.

Location: Chicago, IL

Posted Jul 11, 2025

May consider college degree in IT field in lieu of experience. This position involves direct communication and support to ensure readiness to cut over remote…

CDL-A Truck Driver - Regional OTR - Home Weekly

Company: G&D Integrated

Location: Chicago, IL

Posted Jul 11, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IN area for *Regional OTR routes* that get…

HVAC Service Technician

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jul 11, 2025

Valid driver's license and insurable driving record. Consult with customer on repair and replacements. Take home company vehicle + gas card.

Staff Product Security Engineer - AI

Company: Match Group

Location: Chicago, IL

Posted Jul 11, 2025

Experience with various prompt engineering techniques and AI models to effectively develop tooling. Bachelor’s Degree in Computing Science or related field.

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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