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.

full time academic research

Physician Educator

Company: The Illinois College of Osteopathic Medicine

Location: Chicago, Illinois

Posted Mar 22, 2025

View Details Apply on healthecareers.com

Commercial Plumber

Company: World Renown Clean

Location: Wood Dale, IL

Posted Mar 26, 2025

Must possess a valid driver's license and reliable transportation to job sites. Proven experience as a plumber or in a similar field service role.

View Details Apply on SimplyHired

Generative AI Engineer

Company: CME Group

Location: Chicago, IL

Posted Mar 26, 2025

Software Engineering Excellence: Deep understanding of software engineering best practices, including code quality, testing, low-level design, software design…

View Details Apply on SimplyHired
assisted living hospital

Resident Care Coordinator

Company: Sunrise Senior Living

Location: Chicago, Illinois

Posted Mar 23, 2025

View Details Apply on healthecareers.com

Chief Engineer / Head Janitor (Local Union 1)

Company: Five T Management Service Provider Inc

Location: Chicago, IL

Posted Mar 22, 2025

Regular use of hands, tools, and mechanical equipment. Provide technical expertise, information and assistance to the Senior Property Manager in the formulation…

View Details Apply on SimplyHired
sign-on bonus part time

Home Health SLP, Part Time $10,000 Bonus

Company: Residential Home Health and Hospice

Location: CHICAGO, Illinois

Posted Mar 26, 2025

View Details Apply on healthecareers.com
401(k) continuing education credits health insurance

General, Minimally Invasive, and/or Colorectal Surgeon

Company: Chicago Surgical Clinic

Location: Chicago, Illinois

Posted Mar 22, 2025

View Details Apply on healthecareers.com
dental insurance health insurance life insurance

Registered Vascular Technologist

Company: Cook County Health

Location: Chicago, Illinois

Posted Mar 26, 2025

View Details Apply on healthecareers.com
loan repayment program full time be or bc

PSYCHIATRIST

Company: U.S. Army 3rd Medical Recruiting Battalion

Location: Chicago, Illinois

Posted Mar 23, 2025

View Details Apply on healthecareers.com

Maintenance Mechanic/Machinist

Company: Mondelēz International

Location: Chicago, IL

Posted Mar 22, 2025

Possesses working knowledge in areas such as pumps, hydraulics, pneumatics, drives, machining of parts, some electrical knowledge, hand tool usage, and welding.

View Details Apply on SimplyHired
private practice part time full time

Obstetrician Gynecologist

Company: Womens Health Group

Location: Chicago, Illinois

Posted Mar 22, 2025

View Details Apply on healthecareers.com

VP, Quantitative Python Developer

Company: BlackRock Investments

Location: Chicago, IL

Posted Mar 25, 2025

Education: Bachelor's degree in a STEM field with significant focus on programming (Graduate degree preferred).

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.

Related Pages

All Flexible Work Environment Jobs 4,613 jobs All Jobs in Chicago, IL 472,458 jobs Flexible Work Environment in Remote 3,489,178 jobs Flexible Work Environment in Other US Location 3,035,578 jobs Flexible Work Environment in New York City, NY 806,442 jobs Flexible Work Environment in Multiple Locations 710,150 jobs Flexible Work Environment in USA 636,748 jobs Flexible Work Environment in Washington DC 491,890 jobs Travel in Chicago, IL 79,837 jobs Full Time in Chicago, IL 46,687 jobs Retirement Plan in Chicago, IL 43,124 jobs 401(K) in Chicago, IL 37,542 jobs Health Insurance in Chicago, IL 34,384 jobs Life Insurance in Chicago, IL 33,039 jobs