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.

Carpenter

Company: Oak Park Elementary School District 97

Location: Oak Park, IL

Posted Apr 14, 2025

Build, set decoration and possible painting – design, organization of materials (building, painting, dressing). Middle School- Grades 6-8.

View Details Apply on SimplyHired

Plumbing Assistant

Company: Chicago Plumbing Repair LLC

Location: Chicago, IL

Posted Apr 12, 2025

We are looking for a plumber with a little experience who wants to work For the Chicago area and suburbs we offer full-time work Job Type: Full-time Pay:…

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International Tax and Transaction Services - Transaction Tax Advisory Manager

Company: EY

Location: Chicago, IL

Posted Apr 10, 2025

You’ll be advising clients throughout the transaction lifecycle on key drivers to increase value and reduce the risks and uncertainty inherent in transactions.

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travel health insurance

Travel Interventional Radiology Technician - $2,439 per week

Company: Skyline Med Staff Allied

Location: Chicago, Illinois

Posted Apr 14, 2025

View Details Apply on healthecareers.com

HVAC Technician

Company: S & C Electric Company

Location: Chicago, IL

Posted Apr 11, 2025

Tasks include measuring, working from ladders, dismantling equipment, reading and interpreting drawings, disconnecting and reconnecting equipment, cutting,…

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HVAC Technician

Company: Seven Executive

Location: Chicago, IL

Posted Apr 10, 2025

Respond to emergency customer calls (on-call approximately one week every 1-2 months). Minimum 4 years of HVAC field experience (chiller experience preferred).

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Electrician

Company: Source Solar

Location: Chicago, IL

Posted Apr 10, 2025

Hanging combiner panels, disconnects, back feeding breakers, installing taps, main panel upgrades, meter relocations, battery install and finally, commissioning…

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Senior Data Engineer

Company: Velvetech

Location: Chicago, IL

Posted Apr 10, 2025

You will design, implement, and optimize data pipelines and ETL processes, ensuring high performance, scalability, and reliability.

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Registered Nurse 11-7 Night Shift

Company: Alden Lincoln Park Rehabilitation and Health Care Center

Location: Chicago, IL

Posted Apr 11, 2025

Must possess a current, unencumbered license to practice as a RN or LPN in the State of Illinois and/or Wisconsin. Nursing assessment of change of condition.

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Senior Client Services Specialist

Company: Colliers

Location: Chicago, IL

Posted Apr 14, 2025

Valid real estate license in the state of Illinois or willingness to become licensed. Twelve weeks (for birth parents) and 4 weeks (for non-birth parents,…

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contract travel license reimbursement

Travel Physical Therapist - $2,610 per week

Company: Vibra Travels

Location: East Chicago, Indiana

Posted Apr 14, 2025

View Details Apply on healthecareers.com
contract travel health insurance

Travel Telemetry RN - $1,607 per week

Company: Stability Healthcare

Location: Chicago, Illinois

Posted Apr 15, 2025

View Details Apply on healthecareers.com

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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