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.

RN REGISTERED NURSES

Company: Park View

Location: Chicago, IL

Posted Jul 14, 2025

Current, unencumbered state license to practice as a Registered Nurse. Will direct the day-to-day functions of the nursing assistants in accordance with current…

View Details Apply on SimplyHired

Field Supervisor

Company: Department of Commerce - U.S. Census Bureau

Location: Bureau County, IL

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Physician (Staff Pathologist)

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois

Posted Jul 14, 2025

View Details Apply on usajobs.gov

Door Host/Security Staff - Late Nights, Evenings

Company: Gus' Sip & Dip (1262)

Location: Chicago, IL

Posted Jul 13, 2025

Door Host/Security Staff are responsible for the initial, warm greeting of guests and for maintaining the safety of guests and employees, carding guests,…

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RN REGISTERED NURSES

Company: Center Home for Hispanic Elderly

Location: Chicago, IL

Posted Jul 14, 2025

Current, unencumbered state license to practice as a Registered Nurse. Will direct the day-to-day functions of the nursing assistants in accordance with current…

View Details Apply on SimplyHired

Field Representative

Company: Department of Commerce - U.S. Census Bureau

Location: Kendall County, IL

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Supervisory Information Technology Specialist (Policy and Planning)

Company: Department of the Army - U.S. Military Entrance Processing Command

Location: North Chicago, Illinois

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Registered Nurse- FT/PT PM Shift Only!

Company: Pearl of Montclare

Location: Elmwood Park, IL

Posted Jul 14, 2025

Prepare & administer medications as ordered by the physician. Admit, transfer and discharge residents as required. Join The Pearl of Montclare!

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Associate Manager, Investment, Search

Company: Rise

Location: Chicago, IL

Posted Jul 14, 2025

Collaborate with leadership and peers to develop solutions that will enhance our operational efficiency, tools, and systems, and improve current workflows.

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relocation assistance full time be or bc

Gastroenterologist Opportunity – Established Group in Chicago

Company: RosmanSearch

Location: Chicago, Illinois

Posted Jul 14, 2025

View Details Apply on healthecareers.com

Field Representative

Company: Department of Commerce - U.S. Census Bureau

Location: Cook County, IL

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Field Supervisor

Company: Department of Commerce - U.S. Census Bureau

Location: Kendall County, IL

Posted Jul 13, 2025

View Details Apply on usajobs.gov

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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