Flexible Work Hours Jobs in Chicago, IL

76,450 open positions · Updated daily

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

Armed Driver Guard

Company: Loomis Armored US, LLC

Location: Chicago, IL

Posted Jul 30, 2025

With a network of nearly 200 branches, Loomis armored transportation, cash management centers, and cash inventory vaults keep cash flowing throughout financial…

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…

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 Work Hours roles?
Entry‑level: $30–$45/hr. Mid‑level: $45–$70/hr. Senior: $70–$100/hr. Lead/Principal: $100–$140/hr. These ranges include a 20–25% premium for flexible schedules, reflecting 2024 market data from Glassdoor and Payscale.
What skills and certifications are essential for Flexible Work Hours positions?
Key skills: asynchronous collaboration in <strong>Slack</strong> and <strong>Microsoft Teams</strong>; coding in <strong>JavaScript/TypeScript</strong> or <strong>Python</strong>; proficiency with <strong>Git</strong> workflows; Agile sprint facilitation. Certifications: <strong>Certified Scrum Master (CSM)</strong>, <strong>Project Management Professional (PMP)</strong>, <strong>AWS Certified Solutions Architect – Associate</strong>, <strong>CompTIA Security+</strong>.
Is remote work available for these flexible hours positions?
Yes. 95% of Flexible Work Hours listings are fully remote, requiring VPN access, secure file sharing via <strong>Box</strong> or <strong>Google Drive</strong>, and compliance with data residency rules (GDPR, CCPA). Hybrid options exist for companies in the U.S. and EU.
What career progression paths exist in Flexible Work Hours?
Typical ladder: Remote Junior Engineer → Remote Mid‑Level Engineer → Senior Remote Engineer → Tech Lead → Principal Engineer. Project managers progress from Remote Scrum Master to Agile Coach to Program Manager. Advancement is earned by managing cross‑region teams and delivering measurable uptime metrics.
What industry trends are shaping Flexible Work Hours?
Current trends: AI‑driven scheduling tools (e.g., Clockwise, Time Doctor) optimize shift coverage; growth of 24/7 global product teams; adoption of CI/CD pipelines that enable continuous remote testing; increasing use of time‑zone‑agnostic frameworks like GitOps. Companies also offer “shift‑premium” pay to attract talent willing to work off‑peak hours.

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