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.

Painter/Taper

Company: Pepper Construction

Location: Chicago, IL

Posted Jun 30, 2025

Finishing corners and angles, measuring, cutting and installing metal corner beads, filling joints, nail indentations, holes and cracks.

View Details Apply on SimplyHired

LBS1 Teacher (year round option, $1500 sign on bonus)

Company: LearnWell

Location: Forest Park, IL

Posted Jun 30, 2025

Additionally, you will monitor and adjust teaching strategies to ensure student success and maintain accurate attendance and session reports.

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full time

Nurse Practitioner

Company: Vascular & Interventional Specialists

Location: Chicago, Illinois

Posted Jun 29, 2025

View Details Apply on healthecareers.com

Engineering Project Manager

Company: JobTarget for Sun Chemical Corporation

Location: Northlake, IL

Posted Jun 28, 2025

Manage engineering consultants and contractors to ensure project success. 5-10 years of experience in project engineering or comparable technical roles.

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Registered Nurse (RN) / Licensed Practical Nurse (LPN)

Company: Elite Care Management

Location: Countryside, IL

Posted Jun 30, 2025

RN or LPN state license. TB Test Results - 2 step or chest x-ray within the last 12 months OR QuantiFERON gold blood work within the last 5 years.

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Service Plumber - NO ON CALL

Company: TR MILLER HEATING AND COOLING

Location: Tinley Park, IL

Posted Jun 30, 2025

Maintain a valid driver’s license and a clean driving record. Run on average 4-5 residential service calls daily. Short-Term and Long-Term Disability.

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Early Career Assistant Planning Project Manager

Company: WSP

Location: Chicago, IL

Posted Jun 29, 2025

Capable interpersonal and communication skills when interacting with others, expressing ideas effectively and professionally to a technical and non-technical…

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Customer Support Associate

Company: Drive Sally

Location: Chicago, IL

Posted Jun 30, 2025

Complete driver onboarding (pricing, contract execution, vehicle matching). In this role, you will meet with and handle service requests for our prospective and…

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Service Coordinator

Company: National Lift Truck

Location: Franklin Park, IL

Posted Jun 30, 2025

Answer phones – transfer calls and take messages accordingly. Open work orders for service calls according to procedure. Issue purchase orders for sublet labor.

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Grant Accounting Manager

Company: Jane Addams Resource Corporation

Location: Chicago, IL

Posted Jun 30, 2025

Bachelor’s degree in Accounting, Finance, or a related field preferred. Monitor compliance with applicable federal, state, and private grant regulations,…

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Registered Nurse, Immediate Care

Company: Loyola University Health System

Location: Burr Ridge, IL

Posted Jun 30, 2025

Triage - Handles nurse-directed telephone calls from patients and seeks appropriate input and direction from the physician or functions from signed protocols if…

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Technical Team Lead

Company: Velvetech

Location: Chicago, IL

Posted Jun 30, 2025

Future projects as highly loaded SaaS web-based services for automating business processes in the field of medicine, insurance, finance, energy, including…

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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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