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 savings account paid time off tuition reimbursement

RN Clinical Nurse Practice Specialist - Nursing Education (Med/Surg) - Days

Company: Endeavor Health

Location: Chicago, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com
full-time

Medical Assistant and DEXA Technician - Diagnostic Imaging

Company: Endeavor Health

Location: Elmhurst, Illinois

Posted Oct 07, 2025

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health savings account paid time off tuition reimbursement

RN Triage - Pediatric Surgery

Company: Endeavor Health

Location: Elmhurst, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com
401(k) dental insurance disability insurance

Medical Assistant (MA) - Physician Practices- Skokie

Company: Endeavor Health

Location: Skokie, Illinois

Posted Oct 07, 2025

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malpractice insurance paid time off relocation assistance

Surgery - Vascular Surgeon

Company: Trinity Health

Location: Maywood, Illinois

Posted Oct 07, 2025

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health savings account paid time off tuition reimbursement

Patient Care Navigator, Oncology Infusion Center

Company: Endeavor Health

Location: Arlington Heights, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com
401(k) continuing education credits dental insurance

Respiratory Therapist - Evenings

Company: Endeavor Health

Location: Chicago, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com

Registered Pharmacist

Company: Thorek Memorial Hospital

Location: Chicago, IL

Posted Oct 07, 2025

*General knowledge of IV solutions, aseptic technique, and chemotherapeutic agents*. Participates in the development and implementation of Departmental programs…

View Details Apply on SimplyHired
health savings account paid time off tuition reimbursement

Clinical Pharmacist

Company: Endeavor Health

Location: Naperville, Illinois

Posted Oct 07, 2025

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

Gastroenterologist – Loyola Medicine at MacNeal

Company: Loyola Medicine

Location: Berwyn, Illinois

Posted Oct 07, 2025

View Details Apply on healthecareers.com
flexible schedule loan forgiveness paid time off

$510K+ Family Medicine | Illinois | Seeking 2026 and 2027 Residents

Company: Jackson Physician Search

Location: Illinois

Posted Oct 07, 2025

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

Medical Coder III

Company: Endeavor Health

Location: Warrenville, Illinois

Posted Oct 07, 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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