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.

CNC Machinist

Company: C&A Tool Engineering

Location: Chicago, IL

Posted Jul 24, 2025

Ability to set up CNC: Grinding / Lathe / Mill / Swiss from start to finish including prepping of tools. Hand toolpath programming (angles/radii).

Repairman / Jack Of All Trade

Company: Molly Maid of Oak Park and the Midwestern Suburbs

Location: La Grange, IL

Posted Jul 24, 2025

Doors & Windows – Installation and repair of all door types (interior, exterior, sliding, storm), weather stripping, locks, trim, and basic window repairs or…

Software Engineer

Company: CACI

Location: Lisle, IL

Posted Jul 24, 2025

Participate in technical activities spanning multiple technical disciplines including security analysis, software/tool development, software test, development…

Repairman / Jack Of All Trade

Company: Molly Maid of Oak Park and the Midwestern Suburbs

Location: Hinsdale, IL

Posted Jul 24, 2025

Doors & Windows – Installation and repair of all door types (interior, exterior, sliding, storm), weather stripping, locks, trim, and basic window repairs or…

AI Prompt Engineer

Company: ActiveCampaign

Location: Chicago, IL

Posted Jul 24, 2025

This is a hands-on role focused on prompt design, workflow implementation, and knowledge asset creation, with a goal of delivering repeatable, high-quality…

Manual Lathe Machinist II

Company: American Roller Company

Location: Chicago, IL

Posted Jul 24, 2025

Along the way, you’ll develop technical, mechanical, and problem-solving skills that open doors. Blueprint Reading: Interpret technical drawings and follow…

Chef de Partie

Company: Midosuji at Chicago Athletic Association

Location: Chicago, IL

Posted Jul 24, 2025

During service, this is a guest-facing role where the cook will interact directly with guests and serve dishes across the counter.

Service Plumber

Company: Deljo Heating and Cooling

Location: Chicago, IL

Posted Jul 24, 2025

Valid driver's license with an insurable driving record. 2+ years of plumbing field experience and installation experience. Willing to invest in tools.

Operator - Pail Assembly - 1st Shift

Company: Mauser Packaging Solutions

Location: Chicago, IL

Posted Jul 24, 2025

Inside conditions, extremes of heat (100+ seasonal), exposure to humidity, working in tight areas, high noise levels from production environment, including some…

Machine Operator

Company: Onin Staffing

Location: Hodgkins, IL

Posted Jul 24, 2025

Set up machines for production. Plus, radically affordable health insurance after 30 days. Competitive pay rates 1st shift $18.50per hour.

Digital Graphic Designer

Company: Moody Bible Institute

Location: Chicago, IL

Posted Jul 24, 2025

Bachelor’s or master’s degree in graphic design, digital media production, journalism, or similar communication field.

Retail Cosmetics Sales Associate - CHANEL Beaute, Orland Square - Full Time

Company: Macy’s

Location: Orland Park, IL

Posted Jul 24, 2025

Collaboration: Partnership with the total Beauty team to drive sales and deliver the customer experience. Use product knowledge to give expert guidance to each…

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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