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.

Security Operations Analyst I

Company: NinjaTrader

Location: Chicago, IL

Posted Aug 21, 2025

Basic knowledge of security tools – firewalls, intrusion detection/prevention systems, SIEM, endpoint detection and response, and common vulnerability…

Switcher/Loader/ Local Driver CDL A

Company: Millenia Aero

Location: Chicago, IL

Posted Aug 21, 2025

Clean driving record - no driving violations in the last 3 years. Minimum 2 years CDL Class A experience. No positive/rejected drug test.

Gold Coast High-Rise Condo Door Staff Second Shift Door Staff

Company: Sudler Property Management

Location: Chicago, IL

Posted Aug 21, 2025

Our Door Staff are the face of our building and the first to greet, welcome, and assist residents, guests, and vendors. Keep the flow of the driveway moving.

Helper A Janitor

Company: Waterton

Location: Chicago, IL

Posted Aug 21, 2025

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

Senior Business Analyst

Company: Chamberlain Advisors LLC

Location: Chicago, IL

Posted Aug 21, 2025

Bachelor’s degree in computer science, engineering, business, or related field required; MBA or advanced degree preferred.

Customer Activation Specialist

Company: Emery Jensen Distribution, LLC

Location: Oak Brook, IL

Posted Aug 21, 2025

Proactively monitor new and existing customer master data to ensure accuracy; develop ongoing auditing processes to validate customer master data and provide…

DME Customer Service Representative - 2nd Shift

Company: Integra Healthcare Equipment

Location: Elmhurst, IL

Posted Aug 21, 2025

Interacts with customers via telephone and email to provide support and information on rental/sales transactions, and logistics process.

Morning Office Cleaner - Part-Time, Bedford Park, Tuesday & Friday, 12hrs/week

Company: Evergreen Cleaning Group

Location: Bedford Park, IL

Posted Aug 21, 2025

Low-stress, independent work environment. Ability to lift up to 25 lbs and use standard cleaning tools. It’s a great fit for someone looking to earn steady side…

Automotive Controller- Luxury

Company: Ed Napleton Automotive Group

Location: Chicago, IL

Posted Aug 21, 2025

18+ years of age or older to comply with the company driving policy. Ability to explain technical financial information in an understandable manner.

Helper C Janitor

Company: Waterton

Location: Chicago, IL

Posted Aug 21, 2025

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

Senior Interior Designer/Project Manager

Company: 123 Remodeling

Location: Chicago, IL

Posted Aug 21, 2025

Meet with the client, develop a concept, then work with our design assistants who will render 3-D drawings for you. This is not an entry level position.

Senior Software Engineer (Go/Java/Python, AWS)

Company: Capital One

Location: Chicago, IL

Posted Aug 21, 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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