Flexible Schedule Jobs in Chicago, IL

34,503 open positions · Updated daily

Looking for Flexible Schedule jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Schedule 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…

Floor Technician

Company: Sodexo

Location: Chicago, IL

Posted Aug 21, 2025

Full array of benefits that support you and your family’s wellbeing, including paid time off, holidays, medical, dental, vision, tuition reimbursement, 401k,…

Hotel Executive Chef

Company: Mims Consulting Group

Location: Chicago, IL

Posted Aug 21, 2025

Partnering closely with hotel owners, management companies, and independent operators, we deliver strategic solutions that drive financial performance, enhance…

Task Force Executive Chef

Company: Mims Consulting Group

Location: Chicago, IL

Posted Aug 21, 2025

Partnering closely with hotel owners, management companies, and independent operators, we deliver strategic solutions that drive financial performance, enhance…

Welder Intermediate- 2nd shift

Company: S & C Electric Company

Location: Chicago, IL

Posted Aug 21, 2025

Ability to set up, operate, and maintain welding equipment and tools. Execute moderately complex welding operations to join, fabricate, and repair metal and…

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.

Data and AI Architect

Company: Sargent & Lundy

Location: Chicago, IL

Posted Aug 20, 2025

Evaluate, design, and implement comprehensive automation strategies across Sargent & Lundy’s Data and AI/ML platforms, driving continuous improvement in…

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…

Janitor

Company: Clean Sweep Building Services

Location: Chicago, IL

Posted Aug 21, 2025

Wage: $18.00 per hour Schedule: Monday, Tuesday, Friday and Saturday 3:45pm - 12:15am and Sunday 7:30am - 4:00pm Responsibilities will include but not be…

CNC Swiss Machinist II or III - 2nd Shift

Company: Woodward, Inc.

Location: Niles, IL

Posted Aug 21, 2025

Intermediate ability to read, interpret and use the information presented in drawings, diagrams and blueprints to determine appropriate activities, tools, and…

HVAC/Refrigeration Technician

Company: Crothall Healthcare

Location: Chicago, IL

Posted Aug 21, 2025

EPA Refrigeration license and Driver's license (Required). Must have valid driver’s license. Must have valid EPA refrigeration license.

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.

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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