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.

Security Officer - Day Shift

Company: Loyola University Health System

Location: Melrose Park, IL

Posted Jun 15, 2025

General - Valid Illinois driver's license. Specify Degree(s): Criminal Justice, Law Enforcement, Security Admin, Fire Services or related field.

Senior Analyst - Data Protection (Remote)

Company: United Airlines

Location: Chicago, IL

Posted Jun 14, 2025

4+ years in a STEM-related field. Design and implement a risk assessment framework targeting egress vectors to identify and mitigate risks effectively.

Sr Mgr Tax Technology

Company: Health Care Service Corporation

Location: Chicago, IL

Posted Jun 15, 2025

Bachelor’s Degree in IT, Accounting, Finance or other related field, OR 7 years of experience in programming and/ or maintenance and management in business…

Project Manager II

Company: ENGIE

Location: Chicago, IL

Posted Jun 16, 2025

A minimum of a bachelor’s degree in Construction Management, Engineering, or related field. ENGIE complies with all federal, state, and local minimum wage laws.

Ventilator Nurse RN Ventilator Dependent Care Unit

Company: Elevate Care Chicago North

Location: Chicago, IL

Posted Jun 15, 2025

Collaboration with Healthcare Team – Work closely with physicians, respiratory therapists, and other healthcare professionals to develop and implement care…

Mold Machine Operator (2nd Shift)

Company: S & C Electric Company

Location: Chicago, IL

Posted Jun 14, 2025

You will frequently use hand and power tools such as knives, scrapers, engravers and air-impact tools. Use hand tools like files, hammer, scrapper, air nozzle…

Carpenter/Tiler

Company: Mr. Handyman

Location: Oak Lawn, IL

Posted Jun 16, 2025

Your own iPad and technology support for using our state-of-the-art internal system, ServiceTitan. An office team that answers all calls and helps you take care…

HVAC Installer

Company: AB Heating and Cooling

Location: Chicago, IL

Posted Jun 14, 2025

Proven experience in HVAC installation, maintenance, or repair is preferred. Install HVAC systems according to design specifications and local codes.

HEAT TREAT FURNACE OPERATOR

Company: FPM HEAT TREATING

Location: Elk Grove Village, IL

Posted Jun 16, 2025

Monitors all processes, gas flows, temperature times and quench settings. Prepare product and perform operations required to control equipment in accordance…

2nd Shift Metal Stamping Operator/Die Setter

Company: Weiss-Aug – Elk Grove Village, IL

Location: Elk Grove Village, IL

Posted Jun 16, 2025

Inspect work pieces for conformance to specifications, using micrometer or other measuring instruments to verify workmanship standards.

Construction Worker

Company: Elezi Painting and Remodeling

Location: Skokie, IL

Posted Jun 16, 2025

Operate basic hand tools and power tools under supervision. Assist skilled tradespeople in the construction process, including carpentry, plumbing, and…

Machine Operator/Assembler

Company: Shades By Matiss

Location: Chicago, IL

Posted Jun 16, 2025

Previous experience in a machine operation is preferred. Strong basic math skills for measurements and calculations. Expected hours: No less than 40 per week.

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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