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.

Content Marketing Manager

Company: Epsilon

Location: Chicago, IL

Posted Jul 22, 2025

As a Content Marketing Manager at Epsilon, you will play a pivotal role in driving our marketing efforts through content strategy, SEO, website strategy,…

Senior Manager, Software Engineering, Back End

Company: Capital One

Location: Chicago, IL

Posted Jul 22, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Trim & Millwork Lead Carpenter

Company: The Contractor Consultants

Location: Chicago, IL

Posted Jul 22, 2025

Valid driver's license and dependable transportation. Experience managing subcontractors and directing field crews. Company Name: Arkwright Construction LLC.

Restaurant Call Center Agent

Company: Paisans Pizzeria

Location: Berwyn, IL

Posted Jul 22, 2025

The successful candidate will be responsible for answering incoming calls from customers, taking orders, and providing excellent customer service.

Sr Accountant

Company: PayPal

Location: Chicago, IL

Posted Jul 22, 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…

AWS Senior Lead Product Manager (RapidScale)

Company: Cox Communications

Location: Chicago, IL

Posted Jul 22, 2025

The right candidate could also have a different combination, such as a master's degree and 6years' experience; a Ph.D. and 3 years' experience in a related…

Construction Accountant

Company: Devon Self Storage Holdings (US), LLC

Location: Oak Brook, IL

Posted Jul 22, 2025

The Construction Accountant will manage the accounting aspects of construction projects, focusing on recording draw requests, reviewing and classifying vendor…

Interim Controller 16708192

Company: Cordia Resources by Cherry Bekaert

Location: Chicago, IL

Posted Jul 21, 2025

Demonstrated success in managing and developing finance teams. Excellent analytical and strategic thinking skills including strategic consideration and thinking…

Graphic Designer/Marketing

Company: American Classic Tours

Location: Des Plaines, IL

Posted Jul 22, 2025

Social Media Marketing: schedule and post engaging content across our social media platforms. Email Marketing: design weekly eblasts sent to our travelers…

CDL- A Intermodal Truck Driver - Owner Operator - Home Daily

Company: Forward Intermodal

Location: Chicago, IL

Posted Jul 22, 2025

12 months of verifiable tractor trailer experience. Drop & hook and live loads. Forward is partnering with Class A CDL Owner Operators in the Chicago, IL area…

Machine Learning Engineer

Company: BMO US

Location: Chicago, IL

Posted Jul 22, 2025

Works with other data and analytics professionals to optimize, refine, automate and scale analysis into repeatable analytics solutions and decision support…

Senior Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Jul 22, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

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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