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.

Field Service Technician

Company: Cornerstone Building Brands

Location: Chicago, IL

Posted Sep 08, 2025

Document information gathered in the field regarding operational and design deficiencies. Perform field repairs, glass replacements, operational adjustments and…

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Power BI Analyst

Company: Machine Solution Providers, Inc.

Location: Downers Grove, IL

Posted Sep 08, 2025

Bachelor's degree in computer science, engineering, data science, or a related field; or equivalent work experience. Develop and maintain Power BI reports.

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Network Analyst - Security and Compliance

Company: Illinois Municipal Retirement Fund (IMRF)

Location: Oak Brook, IL

Posted Sep 08, 2025

1+ year experience working with enterprise security tools and technologies. Currently certified in GSOC OR CompTIA Security+ OR CompTIA CySA+ OR similar…

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Welder

Company: OPW

Location: Skokie, IL

Posted Sep 07, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

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Floor Technician/Housekeeper

Company: Northbrook Health and Rehab

Location: Northbrook, IL

Posted Sep 08, 2025

Dress in appropriate uniform and be at appointed workstation promptly when the shift starts and work consistently until the shift ends.

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Threat Analyst

Company: Alliant Credit Union

Location: Chicago, IL

Posted Sep 06, 2025

Ensures compliance with all applicable state and federal laws, company procedures and policies. Use tools such as Atomic Red Team, CALDERA, or custom scripts to…

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Senior Manager, Software Engineering, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Sep 08, 2025

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

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General Labor / Holiday Lights Installer

Company: American Roof Preservers, Inc.

Location: Woodridge, IL

Posted Sep 05, 2025

Driver’s license preferred (but not required). Whether you’re looking for Christmas light installation jobs, temporary labor jobs, or just love working outdoors…

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Graphic Designer

Company: F1 Arcade

Location: Chicago, IL

Posted Sep 05, 2025

2+ years in design or branding for entertainment, lifestyle, or hospitality; we're open to in-house and agency backgrounds.

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Manual Lathe Machinist II

Company: American Roller Company

Location: Chicago, IL

Posted Sep 05, 2025

Along the way, you’ll develop technical, mechanical, and problem-solving skills that open doors. Blueprint Reading: Interpret technical drawings and follow…

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401(k) loan forgiveness relocation assistance

Experienced General Otolaryngologist Opportunity in Chicago Suburbs (Glen Ellyn and Hoffman Estates)

Company: Duly Health and Care

Location: Chicago Suburbs, IL

Posted Sep 06, 2025

View Details Apply on healthecareers.com

Information Security Systems Analyst 25-E-05

Company: Illinois Attorney General (IL)

Location: Chicago, IL

Posted Sep 07, 2025

This position requires a bachelor’s degree, preferably in Computer Science, Information Systems, Cybersecurity, or a related technical field, and a minimum of 1…

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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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