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.

contract academic travel

Speech Language Pathologist (SLP) - School - (SLP - School)

Company: AMN Healthcare, Inc. Schools

Location: ELGIN, Illinois

Posted Jul 01, 2025

View Details Apply on healthecareers.com
paid time off relocation assistance health system

Neurology - General Neurologist

Company: Trinity Health

Location: Maywood, Illinois

Posted Jul 01, 2025

View Details Apply on healthecareers.com

Experienced OTR Pneumatic Truck Drivers

Company: Brady Trucking, Inc.

Location: Chicago, IL

Posted Jul 01, 2025

1 year tractor trailer experience. OTR Class A CDL-A Truck Drivers - $3000 Sign-On Bonus! Brady Trucking is hiring Experienced Pneumatic Tanker Over the Road…

View Details Apply on SimplyHired

Lead Cybersecurity Architect

Company: JPMorganChase

Location: Chicago, IL

Posted Jul 01, 2025

Defines the technical target state of their cybersecurity product and drives achievement of the strategy. As a core technical contributor, you are responsible…

View Details Apply on SimplyHired

Weekend Woman Supervisor

Company: Life Time

Location: Chicago, IL

Posted Jul 01, 2025

CPR/AED certification required within 30 days of hire. Ability to operate basic machinery and tools. Deferred compensation plan, if the team member meets the…

View Details Apply on SimplyHired

OTR FLATBED | 65+5 CPM | 2 WEEKS OUT

Company: HMD LLC

Location: Illinois

Posted Jul 01, 2025

W2 position, super cost-effective Medical Insurance with BlueCross-BlueShield plans; Solo 65 CPM base all miles; Teams 5100-5500 miles weekly;

View Details Apply on SimplyHired

CDL A Dry Van Truck Driver - OTR

Company: Double J Transport, LLC

Location: Chicago, IL

Posted Jul 01, 2025

1 Year of CDL A Truck Driving Experience (Not Including Mentorship Periods). $70,000 - $90,000 Per Year. $0.60 CPM With Hazmat + Destination Pay.

View Details Apply on SimplyHired

Lease Purchase Truck Driver

Company: Risinger Brothers Transfer, Inc.

Location: Chicago, IL

Posted Jul 01, 2025

If you pride yourself in being a professional & safe Class-A Truck Driver, you can lease purchase well maintained 2020-2025 Volvo trucks for no money down and…

View Details Apply on SimplyHired

Temporary Junior Production Designer

Company: HUB International

Location: Chicago, IL

Posted Jul 01, 2025

Manage client assets and develop, organize and maintain client folders within a shared network. Confidently make design updates in Adobe InDesign files, keeping…

View Details Apply on SimplyHired

Experienced OTR Pneumatic Truck Drivers

Company: Brady Trucking, Inc.

Location: Chicago, IL

Posted Jul 01, 2025

1 year tractor trailer experience. OTR Class A CDL-A Truck Drivers - $3000 Sign-On Bonus! Brady Trucking is hiring Experienced Pneumatic Tanker Over the Road…

View Details Apply on SimplyHired

CDL A Truck Driver - Home Weekly

Company: Waller Truck Co., Inc.

Location: Chicago, IL

Posted Jul 01, 2025

Midwest Loads in MN, IL, IN, WI, KY, TN, MS, AR, MO, OK, TX, KS, CO, IA, and NE. 100 Mile Radius of Louisville, KY. Medical, Dental, and Vision Insurance.

View Details Apply on SimplyHired

Lease Purchase Truck Driver

Company: Risinger Brothers Transfer, Inc.

Location: Illinois

Posted Jul 01, 2025

If you pride yourself in being a professional & safe Class-A Truck Driver, you can lease purchase well maintained 2020-2025 Volvo trucks for no money down and…

View Details Apply on SimplyHired

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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