Comprehensive Benefits Jobs in Chicago, IL

64,029 open positions · Updated daily

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

CDL-A Truck Drivers: Regional Home Weekly

Company: U.S. Xpress

Location: Chicago, IL

Posted Jun 24, 2025

CDL A Truck Drivers earn GREAT PAY, consistent miles and 24/7 support with plenty of freight with this truck driving job at U.S. Xpress. $1,000 Sign On Bonus.

Registered Nurse

Company: Oak Street Health

Location: Chicago, IL

Posted Jun 25, 2025

Active Registered Nurse (RN) Licensure in good standing with the applicable state. Qualified applicants with arrest or conviction records will be considered for…

Campaign Designer

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 24, 2025

Utilizing design and production processes, the Designer works within defined processes and procedures to develop design standards and concepts for University…

Flex Security Officer - Western Suburbs

Company: Titan Security

Location: Downers Grove, IL

Posted Jun 25, 2025

Certificates, Licenses, Registrations: Ability to acquire and maintain a valid Illinois PERC, including state accredited training requirements. EOE/M/F/D/V.

Senior Vice President, Contact Center Operations

Company: The Chicago Lighthouse

Location: Chicago, IL

Posted Jun 24, 2025

The Senior Vice President leads a team of two Vice-Presidents, responsible for 13 contact centers, over 600 agents, managers and supervisors and one data…

U.S. Private Bank- Digital Client Service Associate

Company: JPMorganChase

Location: Chicago, IL

Posted Jun 25, 2025

Engage with respective client facing teams and internal business groups to deliver and execute client transactions. 3+ years of experience in similar roles.

Union Carpenter Apprentice - Chicago, IL

Company: Turner Construction Company

Location: Chicago, IL

Posted Jun 24, 2025

Valid driver’s license preferred. Inspect all tools and power tools before use to ensure they are in safe and working condition.

Welder- 2nd shift

Company: S & C Electric Company

Location: Chicago, IL

Posted Jun 24, 2025

Execute welding operations to join, fabricate, and repair metal and other weldable material. Read and interpret blueprints, diagrams, specifications, and job…

Plumber - Technician II -POM-Evanston Hospital-Endeavor Health

Company: Aramark

Location: Evanston, IL

Posted Jun 25, 2025

Possess and maintain a valid driver's license. While working under the supervision of the Maintenance Manager, the General Maintenance II worker will perform…

Assistant Director, Events

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 24, 2025

Minimum requirements include a college or university degree in related field. Proficient with Adobe Creative Suite, Microsoft Office Suite, the internet, and…

Custodian - 2nd Shift

Company: Community High School District 99

Location: Downers Grove, IL

Posted Jun 24, 2025

Hours: 3:00 pm - 11:30 pm (8 hours/day). 5 days/week; 52 weeks per year - Monday - Friday.

Senior Project Manager - Chicago

Company: Turner Construction Company

Location: Chicago, IL

Posted Jun 25, 2025

Work Environment: While performing the duties of this job, the employee regularly works on-site at the construction work site where the employee is exposed to…

Frequently Asked Questions

What are the typical salary ranges for Comprehensive Benefits roles at different seniority levels?
Entry‑level Benefit Analyst: $55k–$75k; Mid‑level Analyst or Consultant: $75k–$95k; Senior Analyst or Manager: $95k–$130k; Director of Benefits: $130k–$170k; VP of Compensation & Benefits: $170k–$220k.
What skills and certifications are required for a career in Comprehensive Benefits?
Core skills: HRIS mastery (Workday, SAP SuccessFactors, Oracle HCM), SQL and Tableau for data analysis, vendor scorecard creation, compliance with ERISA, ACA, COBRA, and HIPAA. Certifications that add value: SHRM‑SCP, HRCI CRA, Certified Benefits Professional (CBP), Certified Employee Benefit Specialist (CEBS), and Gusto’s GDS credential.
Is remote work available for Comprehensive Benefits positions?
Yes. Tech firms such as Atlassian, GitHub, and Buffer offer fully remote and hybrid benefit teams. Remote roles require strong digital collaboration, familiarity with virtual HRIS environments, and self‑management of vendor relationships.
What career progression paths exist within Comprehensive Benefits?
Typical progression: Benefit Analyst → Lead Analyst → Benefit Manager → Benefits Director → Vice President of Compensation & Benefits. Each step adds responsibility for strategy, budgeting, cross‑functional leadership, and executive reporting.
What industry trends are shaping the future of Comprehensive Benefits?
Key trends include AI‑driven benefit personalization, expanded mental‑health and wellness programs, ESG‑aligned benefit packages, integration of health data analytics, and blockchain solutions for claims processing. Hybrid‑work models also drive new transportation and flexible‑time benefits.

Related Pages