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.

Machine Operator 1st and 2nd Shift

Company: JobSquad Staffing Solutions

Location: Stone Park, IL

Posted Jul 30, 2025

Responsible for manufacturing, distributing and consistently maintaining safe and quality food by following good manufacturing practices, allergen controls,…

Special EDU Teacher

Company: Kaleidoscope Education Solutions

Location: Chicago, IL

Posted Jul 30, 2025

Bachelor's degree in Special Education or related field. Your own personal connection in our office whenever you need support or have questions!

Enterprise Product Risk Lifecycle Analyst

Company: PayPal

Location: Chicago, IL

Posted Jul 31, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Customer Service Coordinator - Level 2

Company: AVLON INDUSTRIES

Location: Melrose Park, IL

Posted Jul 30, 2025

Associate or bachelor’s degree or equivalent experience. Customer service : 2 years (Required). 2-4 years of experience in customer service, order processing,…

1st shift Electrician

Company: JobSquad Staffing Solutions

Location: Berwyn, IL

Posted Jul 30, 2025

Maintain, troubleshoot, and repair electrical and mechanical equipment, including motors, conveyors, PLCs, and control systems.

Sr. Manager, eCom & Customer Marketing Ops

Company: Kraft Heinz Company

Location: Chicago, IL

Posted Jul 31, 2025

Partner with Brand Teams to identify and develop strategy and creatives for retail media and shopper marketing programs that align with both customer objectives…

Officer (8AM-4PM Shift)

Company: Art Institute of Chicago

Location: Chicago, IL

Posted Jul 31, 2025

Works regularly in all Control areas; inspects parcels, issues keys, visitor and contractor management, answering radio traffic and telephones, etc.

Manager, Customer Success

Company: Intercom

Location: Chicago, IL

Posted Jul 30, 2025

You will internally influence cross-functional partners to ensure we are driving positive customer outcomes. 2+ years of experience in a leadership role within…

Software Engineer II

Company: AppFolio

Location: Chicago, IL

Posted Jul 31, 2025

Become a master of your software engineering craft, and work with other software engineers who are smart enough to teach you, and humble enough to learn from…

Senior Project Manager - #2061

Company: Pivotal Talent Search

Location: Chicago, IL

Posted Jul 31, 2025

Escort design team, lenders, and other project stakeholders through construction sites to perform status reviews and draw meetings.

Software Engineer

Company: Getty Images

Location: Chicago, IL

Posted Jul 31, 2025

A Bachelor’s degree, or foreign equivalent, in Information Systems, Computer Science, or a closely related field of study. Serve as part of on-call rotation.

Helper C Janitor

Company: Waterton

Location: Chicago, IL

Posted Jul 30, 2025

This includes but is not limited to move-out/move-in inspections, electrical, HVAC, plumbing, carpentry, appliance repairs, carpet cleaning, painting, and…

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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