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 - Cardiovascular/Telemetry Unit - Nights

Company: Endeavor Health

Location: Elmhurst, Illinois

Posted Aug 25, 2025

View Details Apply on healthecareers.com

Lead Software Engineer, Full stack

Company: Capital One

Location: Chicago, IL

Posted Aug 25, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

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health savings account paid time off tuition reimbursement

Ophthalmic Technician - Skokie

Company: Endeavor Health

Location: Skokie, Illinois

Posted Aug 25, 2025

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malpractice insurance paid time off relocation assistance

Anesthesiology - Pediatric Anesthesiologist

Company: Trinity Health

Location: Maywood, Illinois

Posted Aug 25, 2025

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health savings account paid time off tuition reimbursement

Practice Manager II RN - Medical Group

Company: Endeavor Health

Location: Rolling Meadows, Illinois

Posted Aug 25, 2025

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Class A Commercial Driver

Company: CarMax

Location: Chicago, IL

Posted Aug 25, 2025

Valid state-issued commercial driver’s license Class A (CDL) Required. Except as otherwise required by state law, CarMax Associates are entitled to the…

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health system full-time be or bc

Anesthesiologist (NCH)-3

Company: Endeavor Health

Location: Arlington Heights, Illinois

Posted Aug 25, 2025

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Nurse Associate - Dermatology & Neurosciences, Full-Time, Days

Company: UChicago Medicine

Location: Chicago, IL

Posted Aug 25, 2025

Must be an actively licensed Registered Nurse in the state of Illinois. Conducts, responds to, follow up on, and triages patient phone calls to the physician as…

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Registered Nurse/Ultrasound Tech

Company: Women's Care Center

Location: Chicago, IL

Posted Aug 25, 2025

Our mission is simple: to help pregnant women from our communities choose life for their babies, have healthier pregnancies, become better parents and take…

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Sous Chef

Company: Bazaar Meat by Jose Andres

Location: Chicago, IL

Posted Aug 25, 2025

Train and develop kitchen staff; train cooks/kitchen staff in the importance of consistency in preparation and presentation.

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flexible schedule health insurance retirement plan

Family Medicine - Advanced Practitioner, (PA) - Durand, Illinois

Company: SSM Health

Location: Durand, Illinois

Posted Aug 25, 2025

View Details Apply on healthecareers.com

CDL-A Company Driver

Company: Dollar General

Location: Chicago, IL

Posted Aug 25, 2025

1+ years CDL A driving experience. Must be 21 years of age. Experience preferred, requirement based on location. Short term and long term disability.

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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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