Generous Benefits Package Jobs in Chicago, IL

63,435 open positions · Updated daily

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

Owner Operator - CDL-A Flatbed Truck Driver

Company: Ace Doran

Location: Chicago, IL

Posted May 01, 2025

1 year of OTR/ Regional verifiable experience in the last 3 years or the same type of driving operation they are applying for. No age restrictions for tractors.

Security and Safety Officer - Part Time

Company: Loyola University Health System

Location: Melrose Park, IL

Posted May 02, 2025

General - Valid Illinois driver's license. Specify Degree(s): Criminal Justice, Law Enforcement, Security Admin, Fire Services or related field.

Cashier

Company: Mariano's

Location: Chicago, IL

Posted May 05, 2025

Create an environment that enables customers to feel welcome, important and appreciated by answering questions regarding products sold within the department and…

CDL-A Truck Driver - Flatbed Division

Company: Koch Trucking

Location: Oak Park, IL

Posted May 02, 2025

All candidates must have a valid CDL-A license and 12 months of driving experience . Koch Trucking is looking to hire CDL-A truck drivers to join our flatbed…

Cashier

Company: Mariano's

Location: Chicago, IL

Posted May 05, 2025

Create an environment that enables customers to feel welcome, important and appreciated by answering questions regarding products sold within the department and…

CDL A Truck Driver- Increased Driver Pay

Company: PAM Transport

Location: Chicago, IL

Posted May 05, 2025

Earn more at PAM Transport, with our newly increased driver pay. Retirement plan w/ company matching. 3 months of CDL-A Tractor Trailer experience in the last…

Retail Sales Associate

Company: Korn Ferry RPO for Tempur Sealy

Location: Oak Brook, IL

Posted May 03, 2025

During the first year of employment, your paid time off will be pro-rated based on date of hire unless otherwise dictated by state or local law.

Owner/Operator needed for Dedicated Line-Haul, Melrose Park, IL to Montpelier, OH

Company: BRYAN TRUCK LINE

Location: Melrose Park, IL

Posted May 02, 2025

Proven experience in truck driving with a strong understanding of commercial driving regulations. Ensure compliance with all federal, state, and local…

CDL-A Truck Driver - Flatbed Division

Company: Koch Trucking

Location: Cicero, IL

Posted May 02, 2025

All candidates must have a valid CDL-A license and 12 months of driving experience . Koch Trucking is looking to hire CDL-A truck drivers to join our flatbed…

Sr. Golang Software Engineer - Chicago, IL or Reston, VA- ONSITE -

Company: Comcast Corporation

Location: Chicago, IL

Posted May 05, 2025

Bachelor's or master's degree in computer science or a related field. Design and develop client-facing audience products, features, and applications using…

Frequently Asked Questions

What are typical salary ranges for Generous Benefits Package roles at different seniority levels?
Entry‑level Benefits Analyst: $55k–$70k. Mid‑level Analyst or Associate Manager: $70k–$90k. Senior Analyst or Manager: $90k–$120k. Benefits Director: $110k–$150k. VP of Employee Benefits: $140k–$190k.
What skills and certifications are essential for these positions?
Proficiency in HRIS platforms such as Workday, SAP SuccessFactors, and ADP; strong understanding of ERISA and GDS regulations; certification in SHRM‑CP/SHRM‑SCP or CIPD; knowledge of benefits analytics tools like Tableau or Power BI; and experience negotiating 401(k) matches and wellness program budgets.
Are these roles available for remote work?
Yes—over 70% of current listings allow full remote or hybrid work. Companies such as Atlassian and Salesforce offer fully remote benefits teams, while others provide flexible office days.
What career progression paths exist within the Generous Benefits Package field?
Typical trajectory: Benefits Analyst → Benefits Coordinator → Benefits Manager → Benefits Director → VP of Employee Experience. Each step adds responsibility for policy design, vendor management, and strategic partnership with finance and legal.
What industry trends are shaping the future of generous benefits packages?
Growth of hybrid benefit models that blend health, mental‑health, and financial wellness; expansion of flexible spending accounts and health savings accounts (HSA); increased use of AI to predict benefit utilization; and broader coverage for gig and contract workers.

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