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.

Lead Software Engineer (C++ AND Golang) On-site, Chicago, IL or Reston, VA

Company: Comcast Corporation

Location: Chicago, IL

Posted Apr 29, 2025

Oversees the researching, writing and editing of documentation and technical requirements, including software designs, evaluation plans, test results, technical…

View Details Apply on SimplyHired

CNC Swiss Set Up/Operator

Company: Precision-Tek Mfg., Inc

Location: Arlington Heights, IL

Posted Apr 29, 2025

Ability to read technical drawings and blueprints effectively. Operate CNC machines and equipment to manufacture parts as per technical drawings and…

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Chef de Cuisine

Company: The Oakville Grill & Cellar

Location: Chicago, IL

Posted Apr 29, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

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Sous Chef

Company: The Oakville Grill & Cellar

Location: Chicago, IL

Posted Apr 29, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

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Plumber

Company: Splash Plumber Inc.

Location: Chicago, IL

Posted Apr 30, 2025

Requires transportation and a current drivers license. The majority of our work is simple residential service calls.

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relocation assistance staffing agency contract

Travel CT Technologist - $2,652 per week

Company: Focus Staff

Location: Chicago, Illinois

Posted Apr 29, 2025

View Details Apply on healthecareers.com

Plumber

Company: THE PLUMBING DEPARTMENT INC

Location: Chicago, IL

Posted Apr 30, 2025

Running service calls that include assembly/installation and repair of plumbing, water flow, and drainage systems in accordance with plumbing codes.

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HVAC Technician

Company: Topline HVAC

Location: Skokie, IL

Posted Apr 29, 2025

You will install, service, and repair heating and air conditioning systems. Familiarity with HVAC wiring diagrams. Respond to emergency maintenance requests.

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Executive Sous Chef

Company: The Oakville Grill & Cellar

Location: Chicago, IL

Posted Apr 29, 2025

Use tact and good judgment when dealing with challenges pertaining to guests, vendors and employees, and respond with patience and courtesy.

View Details Apply on SimplyHired

HVAC/R Service Technician - Light Commercial

Company: CoolSys

Location: Oak Lawn, IL

Posted Apr 30, 2025

Sr, senior, Service Tech, refridgeration, HVAC, refrigeration, HVAC-R, HVAC/R, diagnostic, commercial, service, install, mechanical, mechanic, apprentice, AC,…

View Details Apply on SimplyHired

HVAC/R Service Technician - Light Commercial

Company: CoolSys

Location: Chicago, IL

Posted Apr 30, 2025

Sr, senior, Service Tech, refridgeration, HVAC, refrigeration, HVAC-R, HVAC/R, diagnostic, commercial, service, install, mechanical, mechanic, apprentice, AC,…

View Details Apply on SimplyHired

Research Data Scientist

Company: The University of Chicago

Location: Chicago, IL

Posted Apr 30, 2025

Background in research-related work in economics, climate science, data science, computer science, or a similar quantitative field is highly desirable.

View Details Apply on SimplyHired

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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