Flexible Working Hours Jobs in Chicago, IL

63,137 open positions · Updated daily

Looking for Flexible Working Hours jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Working Hours position in the Chicago, IL area.

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Emergency Medicine - Full Time - Chicago, IL

Company: Advocate Health

Location: Chicago, Illinois

Posted Jul 20, 2025

View Details Apply on healthecareers.com

Software Engineer - Platform (Hybrid)

Company: Enova International

Location: Chicago, IL

Posted Jul 21, 2025

Expertise with building software features, enterprise architecture, and API integration to facilitate first in class software.

View Details Apply on SimplyHired

AI and Data Engineer

Company: Sentinel Technologies, Inc.

Location: Chicago, IL

Posted Jul 21, 2025

The AI and Data Engineer will design and build scalable data pipelines, develop AI-powered applications and services (primarily in Python), and contribute to…

View Details Apply on SimplyHired

Janitorial

Company: HELPING HANDS CLEANING SERVICE

Location: Elmhurst, IL

Posted Jul 21, 2025

Restock supplies in bathrooms, break rooms, and common areas. Monitor and report any necessary repairs or replacements. Proficiency in English is required.

View Details Apply on SimplyHired

Retail Security Officers $18.50/Hr

Company: Per Mar Security Services

Location: Chicago, IL

Posted Jul 21, 2025

The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons.

View Details Apply on SimplyHired

Public Works Laborer

Company: City of Hickory Hills

Location: Hickory Hills, IL

Posted Jul 21, 2025

Desired specialties include but are not limited to: electrical experience, water plant operators license, heavy equipment operations , concrete, asphalt or…

View Details Apply on SimplyHired

Business Data Analyst

Company: UTLX Full Service

Location: Chicago, IL

Posted Jul 21, 2025

Bachelor’s degree in Data Analytics, Business Analytics, Statistics, Computer Science, or a related field is required. Data analytics: 3 years (Required).

View Details Apply on SimplyHired

Export Customer Service Representative

Company: MSC Mediterranean Shipping Company S.A.

Location: Chicago, IL

Posted Jul 21, 2025

Ability to successfully develop and maintain positive client and vendor relationship. Prolonged periods sitting at a desk and working on a computer.

View Details Apply on SimplyHired

Maintenance

Company: Chicago Commons Association

Location: Chicago, IL

Posted Jul 21, 2025

Remove trash daily from classrooms, offices, meeting rooms, kitchen, restrooms, indoor play areas, and outdoor playgrounds.

View Details Apply on SimplyHired

Supervisor, Environmental Services

Company: Loyola University Health System

Location: Maywood, IL

Posted Jul 21, 2025

Certification reimbursement (up to 1 certification). Demonstrates knowledge operating mechanical floor cleaners such as vacuums, scrubbers, and burnishers.

View Details Apply on SimplyHired
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Join Our Team of Excellence: Full-Time Endocrinologist Opportunity

Company: Mercyhealth

Location: Rockford IL, and Janesville, WI

Posted Jul 21, 2025

View Details Apply on healthecareers.com

Product Specialist

Company: Manufacturer Company

Location: Bensenville, IL

Posted Jul 21, 2025

Check incoming orders for accuracy, answering phones, inputting customer data, processing orders, record keeping, email maintenance and other office duties.

View Details Apply on SimplyHired

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Working Hours roles?
Junior (0‑2 years) usually earn $25‑$35 per hour ($52k‑$73k annually). Mid‑level (2‑5 years) ranges $35‑$50/hr ($72k‑$104k). Senior (5+ years) can command $50‑$70/hr ($104k‑$145k). These figures reflect hourly rates for contractors and full‑time roles with flexible scheduling across tech sectors.
What skills and certifications are required for Flexible Working Hours positions?
Key skills: Agile/Scrum methodology, remote collaboration via Jira/Confluence, version control (Git), CI/CD, cloud platforms (AWS, GCP, Azure), containerization (Docker, Kubernetes). Certifications: AWS Certified Solutions Architect, Certified Scrum Master, Google Professional Data Engineer, Microsoft Certified: Azure DevOps Engineer Expert.
Is remote work available for Flexible Working Hours jobs?
Most listings allow 100% remote or hybrid; a typical company offers 3‑5 remote days per week and flexible start/end times. Some roles even enable work from any location with VPN access and cloud‑based dev environments.
What are the career progression paths in Flexible Working Hours roles?
Contractor → Full‑time → Team Lead → Engineering Manager → Director of Engineering. Alternatively, a junior engineer can climb from junior to senior, then to staff or principal roles, often while maintaining flexible schedules. Upskilling in cloud, AI, or product strategy unlocks higher‑level opportunities.
What industry trends affect Flexible Working Hours?
The shift to outcome‑based performance, AI‑driven task management, and continuous delivery pipelines fuels demand for flexible schedules. Companies adopt time‑boxing, flexible sprint lengths, and asynchronous communication to reduce time‑zone friction. As a result, flexible working hours are becoming standard in tech, especially in software, data science, and product teams.

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