Flexible Work Arrangements Jobs in Chicago, IL

74,517 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.

Customer Care Agent - Palmer House Hilton

Company: Hilton

Location: Chicago, IL

Posted Aug 07, 2025

As a Customer Care Agent you would be responsible for answering and responding to internal and external calls in the hotel's continuing effort to deliver…

Welder/Fitter

Company: American Exchanger Services

Location: Chicago, IL

Posted Aug 07, 2025

*V*alid driver’s license required. Collaborate across departments—*field crew, engineering, machining, and QC*—to get the job done right the first time.

Manager - Marketing

Company: Bally's Casino Chicago

Location: Chicago, IL

Posted Aug 07, 2025

Must be able to obtain and maintain a gaming license issued by the Illinois Gaming Board. Ensure all guest problems and concerns are addressed by exceeding the…

Staff Accountant

Company: The Inland Real Estate Group of Companies

Location: Oak Brook, IL

Posted Aug 07, 2025

Education:* This position requires a bachelor’s degree (B.A.) in Accounting from a four-year college or university. Medical/Dental/Vision insurance (PPO).

Aging Program Specialist - Spanish Speaking (Exec I - SS)

Company: State of Illinois

Location: Chicago, IL

Posted Aug 07, 2025

Provides complex telephone assessment, face to face interviews, linkage to services, email responses, and correspondence following all Senior Helpline and…

Manager, Project Manager - Community Impact and Investment Market Engagement

Company: Capital One

Location: Chicago, IL

Posted Aug 07, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Clinical Pharmacist

Company: Advocate Aurora Health

Location: Oak Lawn, IL

Posted Aug 07, 2025

Must be able to perform manipulative skills such as writing, typing, and data entry into the computer and automated dispensing machines.

Operations Team Lead

Company: Hana Center

Location: Chicago, IL

Posted Aug 07, 2025

A valid driver’s license, car, and car insurance. Maintains knowledge of operational trends, best practices, and applicable state and local regulations.

Sales Associate (REG FT)

Company: Warner Bros. Discovery

Location: Chicago, IL

Posted Aug 07, 2025

This role primarily engages with our guests by providing excellent service and addressing their needs to enhance their shopping experience.

CONTRACTUAL WORKER

Company: State of Illinois

Location: Chicago, IL

Posted Aug 07, 2025

Requires a Bachelor’s degree in computer science, information technology, business or related field or equivalent work experience.

C++ Software Engineer

Company: Citadel Securities

Location: Chicago, IL

Posted Aug 07, 2025

Bachelor’s (or higher) degree in a Computer Science, Engineering or related field. Partner and Deliver: Collaborate directly with traders, researchers, and…

Construction Site Plumber

Company: REI Plumbing & Construction INC

Location: Chicago, IL

Posted Aug 07, 2025

Reliable transportation and a valid driver’s license. Coordinate with project managers, contractors, and team members on job sites.

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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