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.

Route Delivery Driver -Elk Grove Village

Company: International Gourmet Foods Inc

Location: Elk Grove Village, IL

Posted Aug 26, 2025

Clean driving record with good/positive points based on driver location. Box truck route delivery driving experience (1-2 years minimum).

Seasonal Tax Associate - Local

Company: Intuit

Location: Chicago, IL

Posted Aug 26, 2025

Interact with customers both in-person and through Intuit’s state-of-the-art video communication tools. Minimum of 2 years of paid experience filing 30 or more…

Infusion Nurse

Company: Soleo Health Inc

Location: Chicago, IL

Posted Aug 26, 2025

*Valid state issued driver’s license with no significant restrictions on that license.*. *Current nursing license for applicable home state*.

Solutions Architect, Amazon Web Services

Company: Amazon Web Services, Inc.

Location: Chicago, IL

Posted Aug 26, 2025

Your responsibilities will include: owning the technical engagement around specific implementation projects; providing best practices to customers, developing…

AI Configuration Engineer

Company: Circana

Location: Chicago, IL

Posted Aug 26, 2025

As a Configuration Engineer, you’ll work closely with product, engineering, and client support teams to own the plan to configure, deploy, and scale Emiri…

Flatbed Truck Driver - $2600 Onboarding Pay

Company: Boyd Bros. Transportation

Location: Chicago, IL

Posted Aug 26, 2025

Transportation is seeking eager CDL A truck drivers for flatbed company driver positions. *Top drivers earn up to $100,000 per year*. *$1,500 sign on bonus*.

Assistant Designer/ Sales Assistant

Company: Stone City Kitchen & Bath

Location: Chicago, IL

Posted Aug 26, 2025

We are looking for an Assistant to our Sales Associates to manage transactions, from design, budgeting and project managing. Must have strong follow-up skills.

CDL A Tanker Truck Driver

Company: Bulk Transport Company Inc

Location: Chicago, IL

Posted Aug 26, 2025

Bulk Transport Company is hiring experienced CDL-A tanker truck drivers to drive regional routes for our liquid division. $1,500 driver referral bonus.

General Office Cleaner

Company: HM Solutions, Inc.

Location: McCook, IL

Posted Aug 26, 2025

Report any maintenance issues or safety hazards to management promptly. Sweep, mop, and vacuum floors to maintain cleanliness.

OTR Truck Driver

Company: American Central Transportation

Location: Chicago, IL

Posted Aug 26, 2025

$1,500 driver referral bonus. HIGH STANDARDS=HIGH PAY: *Average driver earns $90K; up to $110K per year*. *Choose your home time: drivers are home 7 days per…

Lead Refrigeration Technician

Company: Biosource Recruiting

Location: Chicago, IL

Posted Aug 26, 2025

Develop technical drawings, models, and specifications with engineering software. Conduct engineering analyses using mathematical and computer-based tools to…

Environmental Svcs Aide

Company: Rush Oak Park Hospital

Location: Oak Park, IL

Posted Aug 26, 2025

Performs discharge cleaning of patient rooms. Cleans equipment and notifies the supervisor or lead person of equipment requiring repair.

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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