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.

health system full-time

Neurology Nurse Practitioner

Company: Endeavor Health

Location: Naperville, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
sign-on bonus relocation assistance full-time

Primary Care Physicians

Company: HSHS Medical Group

Location: Central, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com

Retail Sales Associate

Company: Windy City Diamonds

Location: Chicago, IL

Posted Aug 24, 2025

This individual will be the face of our brand, delivering exceptional customer experiences and driving revenue growth through expert product knowledge,…

View Details Apply on SimplyHired
flexible schedule full-time be or bc

Physician - Weight Management

Company: Endeavor Health

Location: Arlington Heights, Illinois

Posted Aug 24, 2025

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

Behavioral Health Integration Clinician II- Medical Group Behavioral Health Integration- Days

Company: Endeavor Health

Location: Schaumburg, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
health system full-time

Physician Assistant - Palliative Medicine - Medical Group

Company: Endeavor Health

Location: Evanston, Illinois

Posted Aug 24, 2025

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

Medical Assistant (MA) - Primary Care - Glenview

Company: Endeavor Health

Location: Glenview, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
sign-on bonus relocation assistance full-time

Primary Care Physicians

Company: HSHS Medical Group

Location: Southern Illinois

Posted Aug 24, 2025

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

Research Assistant (Pelvic Pain, per diem-weekends and evenings)-OBGYN

Company: Endeavor Health

Location: Evanston, Illinois

Posted Aug 24, 2025

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

Registered Nurse - Critical Care Per Diem - Nights and Days

Company: Endeavor Health

Location: Evanston, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
continuing education credits malpractice insurance paid time off

OB/GYN

Company: UW Health Northern Illinois

Location: Rockford, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com
health system full-time

Advanced Practice Registered Nurse (APRN) - Cardiology - Medical Group

Company: Endeavor Health

Location: Chicago, Illinois

Posted Aug 24, 2025

View Details Apply on healthecareers.com

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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