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.

CHICAGO SOUTH LOOP ELECTRICIAN

Company: State of Illinois

Location: Chicago, IL

Posted Jul 09, 2025

Requires a valid driver’s license and the ability to travel to various sites/facilities. Under general supervision, receiving day-to-day guidance from the Chief…

Overnight Security Guard: Full-Time

Company: PalAmerican Security

Location: Chicago, IL

Posted Jul 08, 2025

As an Unarmed Security Guard, you will play a crucial role in maintaining the safety and security of multiple sites, ensuring a positive atmosphere for…

Sous Chef

Company: Ramen - San

Location: Chicago, IL

Posted Jul 09, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

Class A Truck Driver

Company: K&B Transportation

Location: Chicago, IL

Posted Jul 08, 2025

We offer our OTR truck drivers one of the best health insurance policies in the industry. Road Warrior drivers earn $.70 CPM. 4 Weeks Out / 5 Days Off.

PT Sales Associate - North Michigan Ave Bloomingdales

Company: REISS

Location: Chicago, IL

Posted Jul 09, 2025

As part of our Chicago team, you'll be joining our Bloomingdale's concession in Chicago on a part time basis as our Sales Associate, who is responsible for…

Federales Fulton - Door Security

Company: Four Corners

Location: Chicago, IL

Posted Jul 08, 2025

50% discount on food + beverage at all 4C locations. Employee events and volunteer opportunities. Bar Security/Door position for a talented and dynamic…

Overnight Security Guard

Company: KH Security Inc.

Location: Chicago, IL

Posted Jul 08, 2025

*Must have your own vehicle. *Must have a valid Perc Card and 20 hours training certificate*. KH Security Inc. provides best in class security services for…

Culinary Director

Company: Soul & Smoke

Location: Chicago, IL

Posted Jul 08, 2025

Driver’s license is strongly preferred. This role partners with the Chef, office team, and kitchen staff to maintain high standards while driving efficiency and…

Employee Service Center Representative - Chicago

Company: MSG Entertainment Holdings, LLC

Location: Chicago, IL

Posted Jul 08, 2025

Act as the primary point of contact for employee inquiries, handling communications via phone calls, in person interactions, and ticketing system, while…

Painter

Company: Potbelly

Location: Chicago, IL

Posted Jul 08, 2025

Travel occasionally for repairs, installations, or deliveries. Competitive pay with performance-based annual raises! FSA and HSA with Employer Contribution.

FSI/Principal – Enterprise Data Analyst - Business Consulting

Company: Infosys

Location: Chicago, IL

Posted Jul 08, 2025

Good depth of knowledge and implementation experience in front-to-back office processes across product areas and leading products in this space.

Oncology Infusion RN 2 - RUSH Cancer Center (Chicago) - Per Diem

Company: Rush Oak Park

Location: Chicago, IL

Posted Jul 09, 2025

Demonstrates accountability for own professional practice, including progress toward achievement of annual goals. Work Type: Restricted Part-Time (0. 1 FTE).

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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