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.

Fine Jewelry Sales and Project Management

Company: Christopher Duquet Fine Jewelry Design

Location: Evanston, IL

Posted Jul 30, 2025

Knowledge of social media platforms and digital marketing strategies. Work in a boutique environment where you can make a real impact on client relationships…

Registered Nurse / Educational Assistant

Company: LaGrange Area Department of Special Education

Location: Brookfield, IL

Posted Jul 30, 2025

A valid Illinois driver’s license and access to a reliable, insured vehicle *. All duties are performed in accordance with district/cooperative/state board of…

Now Hiring Grill Chefs

Company: Hawksmoor - Chicago

Location: Chicago, IL

Posted Jul 30, 2025

In this role, you’ll be responsible for working with and managing the charcoal grill to prepare high-quality, perfectly grilled meats, seafood, and vegetables…

Security Officers - Full Time - $22.15/hr

Company: Sunstates Security

Location: Northlake, IL

Posted Jul 30, 2025

The Security officer must read and become extremely knowledgeable of Post Orders and SOP and will be able to act quickly and efficiently according to such…

Local Truck Driver

Company: Wylie Transit LLC

Location: Chicago, IL

Posted Jul 30, 2025

Valid commercial driver's license (CDL) with appropriate endorsements (Tanker endorsement preferred). Proven experience in truck driving or as a delivery driver…

Assistant Director, Event and Program Marketing

Company: The University of Chicago

Location: Chicago, IL

Posted Jul 30, 2025

This position demands a blend of creativity, analytical skills, and project management expertise, with strong writing abilities to effectively promote topics…

Class A Truck Driver

Company: 10 Roads Express

Location: Bedford Park, IL

Posted Jul 30, 2025

12+ months of verifiable tractor trailer driving experience. 10 Roads Express is hiring Class A CDL truck drivers to run various routes and cover openings in…

Travel General Laborer Nights $18

Company: SPAR Inc.

Location: Chicago, IL

Posted Jul 30, 2025

Reliable transportation, valid driver’s license,. This role is made for road warriors — expect to be continuously on assignment outside your home state.

Assistant Director, Content

Company: The University of Chicago

Location: Chicago, IL

Posted Jul 30, 2025

Minimum requirements include a college or university degree in related field. Bachelor’s degree in a writing-related field such as journalism, English, or…

Artificial Intelligence/Machine Learning (AI/ML) Engineer

Company: The University of Chicago

Location: Chicago, IL

Posted Jul 30, 2025

Minimum requirements include a college or university degree in related field. Acts as a technical consultant and resource for faculty research, teaching, and/or…

Registered Nurse - Brain Innovation Center

Company: Shirley Ryan AbilityLab

Location: Chicago, IL

Posted Jul 30, 2025

Illinois license to practice as a registered nurse. Implement interventions consistent with the established plan of care and interdisciplinary treatment plan,…

UN Swing Driver

Company: Lakeshore Recycling Systems LLC

Location: Chicago, IL

Posted Jul 30, 2025

Must not have any license suspensions within the last 2 years. The Swing driver collects and hauls waste, recycling materials or containers to a disposal site…

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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