Flexible Work Environment Jobs in Chicago, IL

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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.

Precision CNC Machinist

Company: Janler

Location: Chicago, IL

Posted Jul 28, 2025

Mastercam programming or 5-axis experience, a plus - we will train! Clean, air-conditioned work environment in a modern 20,000 sq. ft. facility.

PROJECT MANAGER

Company: City of Chicago

Location: Chicago, IL

Posted Jul 28, 2025

The position involves the application and integration of comprehensive project controls to the design and construction process beginning in the project planning…

Lead Security Officer

Company: Unconquerable Security Solutions

Location: Chicago, IL

Posted Jul 26, 2025

Respond to alarms and distress calls. Write and submit security reports. Assign work areas for officers to patrol. Monitor staff by patrolling with them.

Customer Service Representative - Durable Medical Equipment

Company: Advance Medical Equipment, Inc

Location: Chicago, IL

Posted Jul 27, 2025

Complies with all current government/state regulations and professional standards involving patient care and information intake, as well as all applicable…

Registered Nurse (RN) Licensed Practical Nurse (LPN) ALL SHIFTS AVAILABLE

Company: Elevate Care Chicago North

Location: Chicago, IL

Posted Jul 26, 2025

Comprehensive Patient Care – Assess, plan, implement, and evaluate care plans for residents based on their health needs.

Night Shift Hospital Pharmacist Janesville, WI

Company: Soliant

Location: Chicago, IL

Posted Jul 26, 2025

Active Wisconsin Pharmacist license or eligibility for Act 10 temporary license. Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+…

Hospice RN Case Manager

Company: Oasis Hospice & Palliative Care, Inc.

Location: Chicago, IL

Posted Jul 26, 2025

Must be a licensed driver with an automobile that is insured in accordance with state of Illinois requirements and is in good working order.

Maintenance Electrician - 2nd Shift

Company: Edsal Manufacturing

Location: Chicago, IL

Posted Jul 27, 2025

Diagnose and repair electrical components of hydraulic and pneumatic machinery. Edsal seeks a dynamic individual to join our team as the Maintenance Electrician…

Retail Part Time Store Associate

Company: Office Depot OfficeMax

Location: Skokie, IL

Posted Jul 26, 2025

Overview Pay, Benefits & Work Schedule: The salary range for this role is $17.00/ per hour to $17.00/ per hour, however all state and local minimum wages…

Pharmacist Per Diem - Overnight Shift

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 26, 2025

Licensed or license-eligible in the State of Illinois. Key responsibilities also include coordinating timely medication delivery to nursing units, providing…

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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