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.

paid time off relocation assistance full-time

Endocrinologist - Loyola Medicine at MacNeal

Company: Trinity Health

Location: Berwyn, Illinois

Posted Sep 01, 2025

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relocation assistance sign-on bonus full-time

Laryngologist with Neuroscience Institute in Chicagoland area

Company: StaffMED Health Partners

Location: Chicagoland, Illinois

Posted Aug 31, 2025

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full-time

Chair, Department of Obstetrics and Gynecology

Company: Loyola Medicine

Location: Chicago, Illinois

Posted Sep 01, 2025

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Electrician Mechanical- Future Needs

Company: Metra

Location: Chicago, IL

Posted Sep 01, 2025

This position maintains electrical equipment on diesel/electric locomotives, self-propelled coaches and passenger railcars including propulsion systems,…

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401(k) health insurance vision insurance

Health Services Administrator

Company: Wexford Health Sources

Location: Belleville, Illinois

Posted Sep 01, 2025

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health savings account paid time off tuition reimbursement

Collaborative Nurse- GYNE/Oncology - Evanston Hospital

Company: Endeavor Health

Location: Evanston, Illinois

Posted Aug 31, 2025

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malpractice insurance relocation assistance sign-on bonus

Diagnostic Radiologist Opportunity at Mercyhealth – Salary $650k-$765k

Company: Mercyhealth

Location: Rockford, Illinois

Posted Aug 31, 2025

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CDLA Local Truck Drivers

Company: Calhoun Truck Lines

Location: Chicago, IL

Posted Sep 01, 2025

HOURLY PAY - $24 -$34 (Overtime after 40 hours) LOCAL RUNS - HOME DAILY! Weekends optional STEADY & STABLE WORK!

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health savings account paid time off tuition reimbursement

Medical Assistant (MA) - Ravinia - Highland Park

Company: Endeavor Health

Location: Highland Park, Illinois

Posted Aug 31, 2025

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health savings account paid time off tuition reimbursement

Research Coordinator-Ortho

Company: Endeavor Health

Location: Skokie, Illinois

Posted Aug 31, 2025

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health savings account paid time off tuition reimbursement

RN - Medical Unit - Nights

Company: Endeavor Health

Location: Elmhurst, Illinois

Posted Sep 01, 2025

View Details Apply on healthecareers.com

Maintenance Electrician - Days B

Company: Sherwin-Williams

Location: Chicago, IL

Posted Sep 01, 2025

Have at least an industrial, electrical, and/or welding certifications or license. Understands basic electrical and pneumatic diagrams, familiar with 12 VDC to…

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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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