Comprehensive Benefits Package Jobs in Chicago, IL

65,347 open positions · Updated daily

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

Executive Sous Chef

Company: Gibson's Bar & Steakhouse- Rosemont

Location: Rosemont, IL

Posted Aug 08, 2025

Hire, train, supervise, and develop kitchen staff. Ensure all kitchen and food operations are in compliance with all legislated health and licensing guidelines;…

Teacher 4th Grade

Company: Chicago Public Schools

Location: Chicago, IL

Posted Aug 08, 2025

ESSENTIAL FUNCTIONS: Responsible for instructional planning, including, but not limited to, providing written lesson plans and preparation in accordance with…

Customer Service Representative

Company: Continental Western Corporation

Location: Chicago, IL

Posted Aug 08, 2025

Manage large amounts of incoming calls. Provide accurate, valid and complete information by using the right methods/tools. Track record of over-achieving quota.

Full-Time Multimarket Customer Service Agent

Company: H&M Group

Location: Chicago, IL

Posted Aug 08, 2025

Ability to work at a fast pace, multitask and manage fluctuations in workload handling multiple chats and calls at the same time. Health and Dependent Care FSA.

Security Call Off Coverage - Entry Level

Company: GardaWorld Security Services U.S.

Location: Lombard, IL

Posted Aug 08, 2025

A comprehensive benefits package including medical, dental, and vision insurance plans, a 401(k) retirement savings plan with employer matching contributions,…

Machine Learning Engineer

Company: paypal

Location: Chicago, IL

Posted Aug 08, 2025

The ideal candidate will possess a degree in engineering, science, statistics or mathematics with strong technical background in machine learning.

Epoxy Floor Technician / Crew Leader

Company: Comer & Cross Coatings

Location: Elk Grove Village, IL

Posted Aug 08, 2025

Trailer driving experience a plus! Driving work truck to and from work sites, if applicable. Proper and satisfactory completion of projects including prep,…

Construction Laborer

Company: National Industrial Maintenance-Indiana

Location: East Chicago, IN

Posted Aug 08, 2025

Performs industrial maintenance work, including vacuuming industrial waste and/or materials (solids, sludge and liquids) and water blasting to clean various…

Janitor - evening - Commercial Bldg

Company: Monadnock Building

Location: Chicago, IL

Posted Aug 08, 2025

Keep areas clean, including stairs, interior sills and hardware. The Janitor is responsible for cleaning the lobby, restrooms, and common areas, and daily…

Maintenance Technician/Electrician (2nd & 3rd Shift)

Company: The Royal Group

Location: Cicero, IL

Posted Aug 08, 2025

High school diploma or equivalent; technical certification or apprenticeship in mechanical or electrical trades preferred.

Security Supervisor - Special Response

Company: GardaWorld Security Services U.S.

Location: Chicago, IL

Posted Aug 08, 2025

A comprehensive benefits package including medical, dental, and vision insurance plans, a 401(k) retirement savings plan with employer matching contributions,…

Hourly (K-8)

Company: Chicago Public Schools

Location: Chicago, IL

Posted Aug 08, 2025

Data entry, filing, answering phones and other various clerical duties. Our vision is that Every Chicago Public Schools student in every neighborhood will be…

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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