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.

Staff Accountant

Company: Confidential

Location: Chicago, IL

Posted Aug 29, 2025

Assist in the preparation of the annual tax filing support schedules. The ideal candidate will be responsible for managing financial records, ensuring…

Project Manager, Locomotive

Company: Progress Rail

Location: La Grange, IL

Posted Aug 29, 2025

Develop and implement risk management strategies to minimize project risks. Measure project performance using established systems, tools, and techniques.

Sous Chef - Flight Club - Chicago

Company: State Of Play Hospitality

Location: Chicago, IL

Posted Aug 29, 2025

Collaborate with front-of-house staff to ensure seamless service and guest satisfaction. Food hygiene, alcohol, and allergen certification maintained throughout…

Graphic Artist

Company: Nexstar Broadcasting

Location: Chicago, IL

Posted Aug 29, 2025

Collaborate on assigned projects to skillfully design and develop graphics that support promotions, campaigns, and strategic executions, ensuring alignment with…

Senior Accountant

Company: Barr Funding

Location: Chicago, IL

Posted Aug 29, 2025

Perform accounting functions as assigned including, but not limited to, data input, reconciliation, and analysis of transactions and accounts assigned on a…

Presentation Design Spec

Company: Medline Industries

Location: Northfield, IL

Posted Aug 29, 2025

Typically requires a Bachelor’s degree in graphic design, marketing or a related field. Provide guidance and support to colleagues on effective use of…

Financial Reporting Manager

Company: Tootsie Roll Industries

Location: Chicago, IL

Posted Aug 29, 2025

Support the tax department with quarterly income tax analysis and review including deferred tax as well as preparing and providing key information for use in…

Experienced Service Plumber

Company: FlowPro Plumbing

Location: Chicago, IL

Posted Aug 29, 2025

Valid driver's license and a clean driving record. Upon arrival, you greet clients with a smile, ready to inspect their plumbing systems, identify issues, and…

Flex Security Officer - Willis Tower - Chicago

Company: Titan Security

Location: Chicago, IL

Posted Aug 29, 2025

Able to acquire and maintain a valid Illinois Permanent Employee Registration Card (PERC), including state accredited training requirements.

Executive Sous Chef

Company: Gibsons Italia

Location: Chicago, IL

Posted Aug 29, 2025

Hire, train, supervise, and develop kitchen staff. Ensure all kitchen and food operations are in compliance with all legislated health and licensing guidelines;…

Customer Service Representative I

Company: Endeavor Health

Location: Chicago, IL

Posted Aug 29, 2025

Unique or Preferred Skills: Driver’s license. Answers a high volume of calls promptly ensuring outstanding customer service at all times.

Cook/ Chef

Company: Clarendale of Addison

Location: Addison, IL

Posted Aug 29, 2025

Visit residents periodically to evaluate food service such as quality, quantity, temperature, and appearance; and conduct evaluations to make revisions in…

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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