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.

contract academic travel

Speech Language Pathologist (SLP) - School - (SLP - School)

Company: AMN Healthcare, Inc. Schools

Location: ELGIN, Illinois

Posted Jul 01, 2025

View Details Apply on healthecareers.com
paid time off relocation assistance health system

Neurology - General Neurologist

Company: Trinity Health

Location: Maywood, Illinois

Posted Jul 01, 2025

View Details Apply on healthecareers.com

Showroom Sales Consultant

Company: Lightology LLC

Location: Chicago, IL

Posted Jul 01, 2025

Successful project completion track record, understanding of the design and/or specification process with the ability to demonstrate written, verbal, and design…

View Details Apply on SimplyHired

Experienced OTR Pneumatic Truck Drivers

Company: Brady Trucking, Inc.

Location: Chicago, IL

Posted Jul 01, 2025

1 year tractor trailer experience. OTR Class A CDL-A Truck Drivers - $3000 Sign-On Bonus! Brady Trucking is hiring Experienced Pneumatic Tanker Over the Road…

View Details Apply on SimplyHired
401(k) dental insurance health insurance

Qualified Mental Health Professional

Company: Wexford Health Sources

Location: Vienna, Illinois

Posted Jul 01, 2025

View Details Apply on healthecareers.com

OTR FLATBED | 65+5 CPM | 2 WEEKS OUT

Company: HMD LLC

Location: Illinois

Posted Jul 01, 2025

W2 position, super cost-effective Medical Insurance with BlueCross-BlueShield plans; Solo 65 CPM base all miles; Teams 5100-5500 miles weekly;

View Details Apply on SimplyHired

Lease Purchase Truck Driver

Company: Risinger Brothers Transfer, Inc.

Location: Chicago, IL

Posted Jul 01, 2025

If you pride yourself in being a professional & safe Class-A Truck Driver, you can lease purchase well maintained 2020-2025 Volvo trucks for no money down and…

View Details Apply on SimplyHired
malpractice insurance paid time off relocation assistance

Primary Care - BurrRidge Primary Care Opportunities

Company: Trinity Health

Location: Maywood, Illinois

Posted Jul 01, 2025

View Details Apply on healthecareers.com

Temporary Junior Production Designer

Company: HUB International

Location: Chicago, IL

Posted Jul 01, 2025

Manage client assets and develop, organize and maintain client folders within a shared network. Confidently make design updates in Adobe InDesign files, keeping…

View Details Apply on SimplyHired

Experienced OTR Pneumatic Truck Drivers

Company: Brady Trucking, Inc.

Location: Chicago, IL

Posted Jul 01, 2025

1 year tractor trailer experience. OTR Class A CDL-A Truck Drivers - $3000 Sign-On Bonus! Brady Trucking is hiring Experienced Pneumatic Tanker Over the Road…

View Details Apply on SimplyHired

CDL A Truck Driver - Home Weekly

Company: Waller Truck Co., Inc.

Location: Chicago, IL

Posted Jul 01, 2025

Midwest Loads in MN, IL, IN, WI, KY, TN, MS, AR, MO, OK, TX, KS, CO, IA, and NE. 100 Mile Radius of Louisville, KY. Medical, Dental, and Vision Insurance.

View Details Apply on SimplyHired

Lease Purchase Truck Driver

Company: Risinger Brothers Transfer, Inc.

Location: Illinois

Posted Jul 01, 2025

If you pride yourself in being a professional & safe Class-A Truck Driver, you can lease purchase well maintained 2020-2025 Volvo trucks for no money down and…

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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