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.

Customer Success Director

Company: Greenshoe AI

Location: Chicago, IL

Posted Jul 28, 2025

You will own the customer experience, develop trusted advisor relationships, and drive adoption, engagement, and retention. Be as specific as possible.

View Details Apply on SimplyHired

Carpenter / Fireplace Installer

Company: American Heritage Inc.

Location: Chicago, IL

Posted Jul 28, 2025

*Utilize Diverse Trade Skills:* Apply your experience in carpentry, plumbing, electrical, and HVAC systems to ensure seamless and comprehensive installations.

View Details Apply on SimplyHired

Precision CNC Machinist

Company: Janler

Location: Chicago, IL

Posted Jul 28, 2025

Mastercam programming or 5-axis experience, a plus - we will train! Clean, air-conditioned work environment in a modern 20,000 sq. ft. facility.

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Staff Accountant

Company: Hogsalt Headquarters

Location: Chicago, IL

Posted Jul 28, 2025

Prepare and file city and state monthly and annual sales tax returns. Compile and analyze financial information to prepare entries to accounts, such as general…

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Senior Presentation Associate

Company: Sealed Air

Location: Chicago, IL

Posted Jul 28, 2025

Able to troubleshoot more complex or advanced tasks, equipment or software concerns on own; understands when to escalate a problem to a supervisory level.

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loan repayment program paid time off relocation assistance

GI | Over $1MM Earning Potential | $310K Sign-On | Suburban Illinois

Company: Jackson Physician Search

Location: Illinois

Posted Jul 28, 2025

View Details Apply on healthecareers.com
malpractice insurance paid time off relocation assistance

Ophthalmology - Neuro-Ophthalmologist

Company: Trinity Health

Location: Maywood, Illinois

Posted Jul 28, 2025

View Details Apply on healthecareers.com

Sous Chef

Company: FAIRMONT

Location: Chicago, IL

Posted Jul 28, 2025

Create unforgettable culinary experiences for our guests. Consistently offer professional, friendly and proactive guest service while supporting fellow…

View Details Apply on SimplyHired
sign-on bonus relocation assistance full time

Endocrinologist Opportunity in Illinois

Company: Carle Health

Location: Champaign, Illinois

Posted Jul 28, 2025

View Details Apply on healthecareers.com
health system full time

Nurse Practitioner - Internal Medicine - Northfield

Company: Endeavor Health

Location: Northfield, Illinois

Posted Jul 28, 2025

View Details Apply on healthecareers.com
malpractice insurance paid time off relocation assistance

Urology - Loyola University Medical Center & Hines VA Urologist

Company: Trinity Health

Location: Maywood, Illinois

Posted Jul 28, 2025

View Details Apply on healthecareers.com

Executive Chef - NRO

Company: Amada Restaurants

Location: Chicago, IL

Posted Jul 28, 2025

Associate or bachelor's degree in culinary arts highly preferred. Minimum 3 years culinary leadership experience, preferably in a high profile, culinary driven…

View Details Apply on SimplyHired

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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