Flexible Work Arrangements Jobs in Chicago, IL

74,530 open positions · Updated daily

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

Pharmacy Intern

Company: CVS Health

Location: Bloomington, IL

Posted Jan 23, 2025

Route Driver

Company: Sodexo

Location: Rolling Meadows, IL

Posted Jan 23, 2025

Sodexo is seeking a full-time Route Driver in Chicago, offering a pay range of $14 per hour. The role involves delivering goods, materials, and passengers, and may include general warehouse duties. Successful candidates should have 0-2 years of transportation experience, a valid driver's license, and be team-oriented, adaptable, reliable, and safety-conscious. Sodexo provides a flexible work environment, training opportunities, and comprehensive benefits including paid time off, medical, dental, vision, tuition reimbursement, and more. The company values diversity and inclusion, fostering an environment where all employees are respected and valued.

Maintenance Utility Technician - Entry Level

Company: Kohl's

Location: Ottawa, IL

Posted Jan 23, 2025

The job posting is for a Utility Technician role at Kohl's, working Monday through Friday from 4p to 2a. The role involves maintaining and repairing equipment and machinery, monitoring and stocking as needed, completing daily cleaning checklists, performing diagnostics, troubleshooting, and operating power equipment. Additional responsibilities include assisting with repairs, preventative maintenance, and minor projects, as well as handling tasks like painting, changing light bulbs, and removing trash. The required skills include basic mechanical aptitude. Kohl's offers a range of benefits including work-life balance, health & wellness programs, savings & retirement benefits, insurance programs, and assistance for life events. The pay range is $18.05 - $23.45.

Management Trainee Internship (Summer '25) - Elmhurst, IL

Company: Enterprise Mobility

Location: Villa Park, IL

Posted Jan 24, 2025

The Enterprise Management Internship offers university/college students a chance to gain valuable business and leadership skills through real-world professional experience. Paid interns learn to run a successful business, acquire marketable skills in management, and work alongside peers in a team-based environment. The internship, running from May to August 2025, involves diverse tasks such as managing a fleet of vehicles, customer service, marketing strategies, and building relationships. Eligible candidates must be at least 18, enrolled in a bachelor's degree program, have sales, leadership, and customer service experience, a valid driver's license, and U.S. work authorization.

Spring Coiling Engineer

Company: Flex

Location: Mundelein, IL

Posted Jan 23, 2025

Flex, a diversified manufacturing partner, is seeking a Process Engineer - Spring Coiling for their Libertyville, IL location. The role involves planning, directing, and coordinating Spring Coiling manufacturing processes, ensuring flawless, safe, and compliant operation of coiling lines. The engineer will participate in requirement definition, design reviews, and development of training plans. They will also contribute to validation approach, understand manufacturing equipment concepts, and design manufacturing processes within budgetary parameters. The ideal candidate will have hands-on training in metal engineering/spring coiling manufacturing, 5+ years of experience in spring coil manufacturing, and experience working with equipment suppliers and vendors.

Director Product Management - Acquisition Marketing Technology

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

Discover is seeking a MarTech Product Leader to lead the strategy, roadmap, implementation, and management of enterprise marketing technology products and platforms. The role involves building strong partnerships with marketing, analytics, and engineering organizations to deliver AdTech/MarTech capabilities. The ideal candidate will have 8+ years of product development experience, a deep understanding of AdTech/MarTech, and strong leadership skills. The position offers a competitive salary range between $177,500.00 to $270,300.00, along with comprehensive benefits.

Sr. Warehouse Driver

Company: Sunrun

Location: Park Ridge, IL

Posted Jan 24, 2025

Sunrun is seeking a dedicated and experienced warehouse and delivery professional. The role involves restocking trucks, fulfilling installer orders, and staging project materials. The candidate must have 4+ years of driving experience with cargo vans and box trucks, and 1+ year of warehouse experience. Key responsibilities include coordinating with the Branch Leadership Team for material delivery plans, conducting safety checks, loading and unloading vehicles, and maintaining accurate records. The ideal candidate should be forklift certified, have experience with warehouse inventory management, and demonstrate efficiency and cost-saving skills. Sunrun offers competitive compensation, benefits, and a commitment to diversity, inclusion, and belonging.

Equipment Maintenance Technician

Company: Jabil

Location: Schaumburg, IL

Posted Jan 23, 2025

Jabil, a global leader in engineering, manufacturing, and supply chain solutions, is seeking an experienced Electro-Mechanical Equipment Technician. The role involves troubleshooting, repairing, and maintaining manufacturing equipment, as well as performing preventive maintenance and calibrations. The ideal candidate should have an Associates degree in electronics, 5-8 years of experience in a manufacturing environment, and knowledge of electro-mechanical equipment, safety practices, and specialized maintenance tracking programs. Jabil offers competitive compensation, benefits, and opportunities for career growth.

Insurance Agent

Company: COUNTRY Financial

Location: Tinley Park, IL

Posted Jan 24, 2025

Frequently Asked Questions

What are typical salary ranges by seniority for flexible work arrangement roles?
Junior remote developers earn $70k–$95k, mid‑level professionals earn $95k–$140k, and senior specialists or leads earn $140k–$200k. Remote‑specific allowances can add 5–10% on top of base pay for high‑cost‑of‑living locations.
What skills and certifications are required for flexible work roles?
Core technical skills include Git, Docker, Kubernetes, and proficiency in at least one cloud platform (AWS, Azure, GCP). Remote collaboration skills involve Slack, Zoom, Notion, and Asana. Certifications such as Certified Remote Work Manager, AWS Certified Solutions Architect, Azure Fundamentals, Google Cloud Professional, PMP, or CSM are highly valued.
How widely available are remote work opportunities in this category?
All 2964 positions support remote work, offering full‑time, part‑time, and contract options. Companies provide VPN, zero‑trust security, and remote onboarding tools, enabling employees to start from any location with a reliable internet connection.
What career progression paths exist for professionals in flexible work arrangements?
Typical paths move from Junior Remote Engineer → Senior Remote Engineer → Remote Technical Lead → Remote Engineering Manager or Remote Product Lead. Parallel tracks include Remote UX Lead, Remote Data Lead, or Remote Customer Success Manager, with opportunities to transition into remote operations or CTO roles.
What industry trends are shaping flexible work arrangements?
The remote‑first trend is accelerating, with 60% of tech firms adopting hybrid models by 2025. Adoption of AI‑driven collaboration tools, real‑time code review, and remote cybersecurity protocols is increasing. Companies increasingly offer remote benefits such as home‑office stipends and global health plans, driving higher demand for qualified remote professionals.

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