Flexible Work Environment Jobs in Chicago, IL

76,048 open positions · Updated daily

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

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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
travel health savings account life insurance

Travel Interventional Radiology Technologist - $2,967 per week

Company: Host Healthcare

Location: Chicago, Illinois

Posted Apr 15, 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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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 in flexible work roles?
Entry‑level (0‑2 yrs) typically earns $70k–$90k. Mid‑level (3‑5 yrs) ranges $90k–$120k. Senior (6‑10 yrs) $120k–$160k. Staff/Principal engineers $160k–$200k. These ranges include remote allowances and are based on current market data from jobtransparency.com.
What skills and certifications are required for flexible tech positions?
Essential skills include JavaScript (React, Node.js), Python or Go, cloud platforms (AWS Certified Solutions Architect, Azure Developer Associate), CI/CD pipelines (Jenkins, GitHub Actions), containerization (Docker, Kubernetes), and agile frameworks (Scrum, Kanban). Certifications that boost marketability: AWS Certified DevOps Engineer, Certified ScrumMaster, Google Cloud Professional Data Engineer, Microsoft Certified: Azure Data Scientist Associate.
Is remote work available for most flexible roles?
Yes—over 90% of positions are fully remote with optional hybrid options. Core hours typically fall between 10am‑3pm, allowing flexible start/finish times and support for international time zones. Employers often provide stipends for home office equipment and VPN access.
What are common career progression paths in a flexible work environment?
Typical progression: Junior Engineer → Mid‑level Engineer → Senior Engineer → Staff Engineer → Principal Engineer → Engineering Manager → VP of Engineering. Advancement relies on measurable impact on product metrics, mentorship of junior staff, and leadership in cross‑functional initiatives.
What industry trends are shaping flexible work roles?
The flexible segment is growing due to cloud adoption, AI/ML workloads, low‑code platforms, and distributed collaboration tools. Companies are expanding remote talent pools globally, driving up salaries for high‑skill roles and creating demand for continuous learning in emerging technologies like Terraform, Serverless, and DataOps.

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