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.

Enterprise Product Risk Lifecycle Analyst

Company: paypal

Location: Chicago, IL

Posted Jul 30, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Cloud Data Platform Engineer

Company: DRW

Location: Chicago, IL

Posted Jul 30, 2025

In this hybrid architecture-and-engineering role, you'll help design and build scalable, secure, and high-performance data platforms that enable teams across…

Licensed Customer Service Representative- Insurance Agency

Company: Allstate Insurance - Jackson and Associate Agency

Location: Chicago, IL

Posted Jul 30, 2025

Utilize agency tools and technology to track customer interactions and follow-ups. *Hands-On Training & Licensing Support* (if not already licensed).

Data Analyst - Regulatory Data and Systems ( or recent graduate opportunity)

Company: BMO US

Location: Chicago, IL

Posted Jul 30, 2025

Participates in the design, implementation and management of core business processes to ensure the accuracy of risk data used in reporting.

Enterprise Product Risk Lifecycle Analyst

Company: PayPal

Location: Chicago, IL

Posted Jul 31, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Residential Security Officer MPP

Company: Securatex

Location: Chicago, IL

Posted Jul 30, 2025

The ideal candidate will be experienced in security operations, have strong communication skills, and be able to handle various tasks such as package management…

Customer Service Representative - Full-Time

Company: United Airlines

Location: Chicago, IL

Posted Jul 30, 2025

You will be interacting with our domestic and international customers in our lobbies and at gates, helping them with ticketing, baggage, greeting customers as…

Mortgage Sales Account Executive / Area Manager

Company: Lendsure Mortgage- Wholesale Non -QM

Location: Chicago, IL

Posted Jul 30, 2025

Your duties shall be to solicit and obtain, on a wholesale basis, residential mortgage loan submissions which conform to LendSure’s loan programs, underwriting…

Welder (Madison) 2nd Shift

Company: Hydro, Inc.

Location: Chicago, IL

Posted Jul 30, 2025

Welding certification in 6g, a plus. You will be responsible for setting up and operating a variety of welding equipment, including an electric-welding…

Recruiting Manager (Robert Half Marketing & Creative)

Company: Robert Half

Location: Chicago, IL

Posted Jul 30, 2025

As a Recruiting Manager, your responsibilities will include developing and growing a client base and new business opportunities, introducing our services via…

Overnight Customer Service Representative

Company: Midwest Foods

Location: Chicago, IL

Posted Jul 30, 2025

Manage high volume of phone calls. Experience in data entry and navigating databases. Able to handle finishing bills for 40 routes (600 invoices) in a timely…

Full-Stack Engineer / .NET and React / On-Site / Wheaton, IL

Company: Motion Recruitment

Location: Chicago, IL

Posted Jul 30, 2025

The engineer will be responsible for implementing new features, resolving technical issues, and ensuring the applications stay current with industry trends.

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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