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.

CDL-A Truck Driver - 1099 - $5k sign-on bonus

Company: P&S

Location: Chicago, IL

Posted Aug 20, 2025

Truck payment: $500/week to $650/week depending on truck. No credit check, $0 down. Balloon payment at end of term. Earn 70% of line haul.

Cybersecurity Operation Analyst 25-E-03

Company: Illinois Attorney General (IL)

Location: Chicago, IL

Posted Aug 20, 2025

This position requires a bachelor’s degree in Computer Science, Information Systems or Information/Cybersecurity or related field and a minimum 3-5 years’ work…

Manager of Sales

Company: ODM Tool & Mfg. Co., Inc.

Location: McCook, IL

Posted Aug 20, 2025

Manage all aspects of the sales and marketing departments, and develop and execute the sales / marketing plans in conjunction with the President and CEO.

Construction Carpenter

Company: PM Construction

Location: Elk Grove Village, IL

Posted Aug 20, 2025

Operate hand tools, power tools, and heavy equipment safely. OSHA 10 or 30 certification preferred. Read and interpret blueprints, sketches, and construction…

MANAGER, FIELD MARKETING (REMOTE OPPORTUNITY)

Company: Hyatt Corporate Office

Location: Chicago, IL

Posted Aug 20, 2025

This role also helps to identify revenue-making opportunities and helps executes promotions and programming in the field for designated hotels.

Unarmed Security Officer

Company: Per Mar Security Services

Location: Hinsdale, IL

Posted Aug 20, 2025

Must have personal own vehicle! . The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons.

Incident Analyst

Company: Baer Group

Location: Rosemont, IL

Posted Aug 20, 2025

Ability to work across technical and non-technical teams. Bachelor’s Degree or a related field and 3+ years of IT experience or High school diploma with 6+…

Resource Coordinator Environmental Science Supervisor Manager Level EVS Support Services Environmental Full time Evenings

Company: Northwestern Medicine

Location: Chicago, IL

Posted Aug 20, 2025

Three to five years of experience in relevant field and Supervisory experience. We offer a wide range of benefits that provide employees with tools and…

Maintenance Class A/ Helper A

Company: Community Specialists

Location: Chicago, IL

Posted Aug 20, 2025

Obtain any require city or state certification necessary for maintenance of the property. Safe operation of cleaning equipment, power tools, and hand tools.

Software Development Engineer

Company: Expedia Group

Location: Chicago, IL

Posted Aug 20, 2025

Education: Bachelor’s degree in Computer Science, Software Engineering, or a related field or equivalent related professional experience.

Senior Concrete Finisher / Framer / Layout

Company: Ari Walsh

Location: Berwyn, IL

Posted Aug 20, 2025

Valid DL with a good driving record. Ability to lift up to 50lbs and be comfortable working in outdoor environments/various weather conditions.

Manager Oncology Pharmacy Operations - Outpatient

Company: Rush University Medical Center

Location: Chicago, IL

Posted Aug 20, 2025

Board certification in oncology (BCOP) preferred. 8.Participates in development, implementation, evaluation, and quality improvement of oncology services.

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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