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.

Electrician Journeyman - 90108690 - Chicago

Company: Amtrak

Location: Chicago, IL

Posted Aug 06, 2025

Experience in electrical repairs, and testing advanced electrical/electronic systems and reading, drafting, and interpreting circuit diagrams, schematics, and…

View Details Apply on SimplyHired

Part Time Program Manager - Des Plaines School District

Company: Right At School

Location: Des Plaines, IL

Posted Aug 06, 2025

Coursework or training in child development and/or related field. Respond promptly to emails, text messages, and inquiries during program hours to ensure…

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401(k) dental insurance disability insurance

OBGYNs and Pediatricians needed

Company: Stratton Group LLC

Location: Chicago, Illinois

Posted Aug 06, 2025

View Details Apply on healthecareers.com

Cyber Security Analyst - Tier 3

Company: BigHire

Location: Hines, IL

Posted Aug 06, 2025

*Bachelor’s degree in computer science, Cybersecurity, Information Technology, or a related field (or equivalent work experience) – Must have.*.

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Facilities Maintenance Technician(WELDER)

Company: Central Transport

Location: Hillside, IL

Posted Aug 06, 2025

*Carpentry *– install floor tiles including ceramic and VCT, repair and hang metal/wood doors, masonry repairs, concrete repairs, drywall, and other trades.

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Cleaning Technician / General Labor

Company: Stanley Steemer

Location: Chicago, IL

Posted Aug 06, 2025

Valid, US driver's license. These are field-based positions and require travel in and around the surrounding area. Power tools preferred, but will train.

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Maintenance Electrician

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Aug 06, 2025

Maintains a valid driver s license and safe driving record. Working knowledge of building and life safety codes with specific knowledge of city, state and…

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Senior Concrete Finisher / Framer / Layout

Company: Ari Walsh

Location: Cicero, IL

Posted Aug 06, 2025

Valid DL with a good driving record. Ability to lift up to 50lbs and be comfortable working in outdoor environments/various weather conditions.

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Sales Engineering Director - Modern Infrastructure

Company: Arrow Electronics, Inc.

Location: Itasca, IL

Posted Aug 06, 2025

This team of SEMs and sales engineers provide technical expertise through sales calls, presentations, solution design, product and proof of concept…

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Customer Brand Ambassador & Sales Associate

Company: Legacy Forward Solutions

Location: Elmhurst, IL

Posted Aug 06, 2025

Learn and maintain strong product knowledge to educate customers effectively. Execute brand promotions and in-store marketing strategies.

View Details Apply on SimplyHired

Experienced Commercial Painter

Company: Southwest Coating Services

Location: Chicago, IL

Posted Aug 06, 2025

Reliable vehicle, valid driver's license and proof of insurance. 401K matching after 6 months of employment. Wallcovering installation a plus, but not required.

View Details Apply on SimplyHired

Teacher (PreK-3)

Company: Chicago Public Schools

Location: Chicago, IL

Posted Aug 06, 2025

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

View Details Apply on SimplyHired

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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