Comprehensive Benefits Package Jobs in Chicago, Illinois

56,785 open positions · Updated daily

Looking for Comprehensive Benefits Package jobs in Chicago, Illinois? Browse our curated listings with transparent salary information to find the perfect Comprehensive Benefits Package position in the Chicago, Illinois area.

CDL A Tanker Driver - Up to $1800 / wk

Company: Bulk Transport Company Inc

Location: Chicago, IL

Posted Jul 01, 2025

Bulk Transport Company is hiring experienced CDL-A tanker truck drivers to drive regional routes for our liquid division. $1,500 driver referral bonus.

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malpractice insurance paid time off relocation assistance

Dermatology - General Dermatologist

Company: Trinity Health

Location: Maywood, Illinois

Posted Jul 01, 2025

View Details Apply on healthecareers.com
full time academic be or bc

Clinical Director, Epilepsy Program at Illinois Neurological Institute

Company: OSF Human Resources Provider Recruitment

Location: Peoria, 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…

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401(k) health insurance vision insurance

Phlebotomist

Company: Wexford Health Sources

Location: Galesburg, Illinois

Posted Jun 30, 2025

View Details Apply on healthecareers.com
health savings account paid time off tuition reimbursement

RN - Operating Room Cardiovascular/Open Heart

Company: Endeavor Health

Location: Glenview, Illinois

Posted Jun 30, 2025

View Details Apply on healthecareers.com

Regional Marketing Specialist

Company: Polsinelli PC

Location: Chicago, IL

Posted Jun 30, 2025

Experience managing budgets and driving cost-effective strategies. The successful candidate will work with the Senior Regional Marketing Manager and on the…

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401(k) dental insurance health insurance

Psychologist

Company: Wexford Health Sources

Location: Dixon, Illinois

Posted Jun 30, 2025

View Details Apply on healthecareers.com
private practice full time be or bc

A Private, Long-Standing, & Reputable Practice in Northshore Chicago Suburbs Seeking Dermatologist & Mohs Surgeon

Company: Deerfield Dermatology

Location: Chicago Northshore Suburbs, IL

Posted Jun 30, 2025

View Details Apply on healthecareers.com
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
skilled nursing facility travel 401(k)

Speech & Language Pathologist - Skilled - (SLP)

Company: AMN Healthcare, Inc. Medical

Location: KEWANEE, Illinois

Posted Jun 30, 2025

View Details Apply on healthecareers.com

Machine Operator

Company: Closets By Design Chicago Downtown

Location: Chicago, IL

Posted Jun 30, 2025

Operate woodworking machinery and hand tools. Experience with woodworking equipment and hand tools is a plus. Paid holidays and paid time off.

View Details Apply on SimplyHired

Frequently Asked Questions

What are the typical salary ranges by seniority for Comprehensive Benefits Package roles?
Entry‑level Benefits Analyst: $55,000–$70,000; Mid‑level Analyst/Manager: $70,000–$95,000; Senior Manager/Director: $95,000–$130,000; VP of Compensation & Benefits: $130,000–$170,000. Salaries shift 10–15% higher in major metros like San Francisco or New York and can dip 5–10% in smaller markets.
Which skills and certifications are most valuable for a career in Comprehensive Benefits Package?
Hands‑on expertise in Workday, SAP SuccessFactors, Gusto, or Zenefits; proficiency in Excel, SQL, and data‑visualization tools (Tableau, Power BI); deep knowledge of ACA, HIPAA, and ERISA regulations; and certifications such as CEBS (Certified Employee Benefits Specialist), CBP (Certified Benefits Professional), or SHRM‑CP/SCP. Demonstrating success in vendor negotiation and benefits analytics projects boosts employability.
Is remote work commonly available in Comprehensive Benefits Package positions?
Yes. 70–80% of Benefits Analyst and Manager roles offer fully remote or hybrid options, supported by cloud portals (e.g., Gusto Benefits Portal), video conferencing (Zoom, Teams), and collaboration platforms (Slack, SharePoint). Companies often set clear remote‑policy guidelines and require 2–3 in‑office days per month for onboarding or vendor meetings.
What does a typical career progression look like in this field?
Benefits Analyst → Senior Analyst → Benefits Manager → Senior Manager → Director of Compensation & Benefits → VP of Compensation & Benefits. Each step adds responsibilities for strategic planning, cross‑functional leadership, and executive reporting. Gaining a CEBS certification and leading a major benefits redesign project accelerates promotion.
What are the current industry trends shaping Comprehensive Benefits Package roles?
1) AI‑driven benefits analytics for predictive cost modeling; 2) Expansion of mental‑health and wellness programs (e.g., Calm, Headspace, Virgin Pulse); 3) Shift to flexible benefit baskets allowing employees to choose coverage; 4) Heightened focus on data privacy and GDPR/CCPA compliance; 5) Seamless integration of benefits modules within HRIS and payroll systems to reduce manual work.

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