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.

CAD Program Manager

Company: The Container Store Inc.

Location: Elmhurst, IL

Posted Jul 12, 2025

Bachelor's degree in Engineering, Computer Science, or related field. 4-7 years of experience in CAD program management or related field.

Preschool Assistant Director River North

Company: Kido

Location: Chicago, IL

Posted Jul 12, 2025

Oversee curriculum implementation and ensure licensing compliance. CDA or Bachelor’s degree in Early Childhood or a related field.

Business Data Analyst

Company: Ahold Delhaize USA

Location: Chicago, IL

Posted Jul 12, 2025

Takes the initiative to keep both own knowledge of the eCommerce fulfillment space up to date and to maintain an awareness of developments in the retail and IT…

Public Safety Supervisor (Armed) 3rd Shift

Company: Advocate Aurora Health

Location: Chicago, IL

Posted Jul 12, 2025

A valid driver’s license issued by the Division of Motor Vehicle. Responsible for KRA results; provides input to and implements the budget, administers policies…

Flex Security Officer - Open Schedule

Company: Securitas

Location: McCook, IL

Posted Jul 12, 2025

Provide high level of customer service to clients, employees, and guests. Valid Driver's License and clear driving history. Prior security experience a plus.

Senior Brand Manager, Brand Growth & Innovation - Cottonelle®

Company: Kimberly-Clark

Location: Chicago, IL

Posted Jul 13, 2025

Lead portfolio technology mapping and cascade strategy, including business case ownership of big technical bets. Bachelors Degree in Business/Marketing.

High Pressure Sales Manager, Compressor Technique - Chicago,IL

Company: Atlas Copco Compressors LLC

Location: Chicago, IL

Posted Jul 11, 2025

Must have a valid driver’s license. These reports may also be on special developments, information, or feedback gathered through field activity, including…

Senior Accountant

Company: SARGENT LOGISTICS

Location: Oakbrook Terrace, IL

Posted Jul 11, 2025

Monitor cash flow and provide financial insights for equipment purchases and capital investments. Recommend and implement accounting software/process…

Executive Sous Chef | Full-Time | McCormick Place Convention Center

Company: Oak View Group

Location: Chicago, IL

Posted Jul 13, 2025

Continually manage, monitor and seek labor efficiencies to reduce costs, improve product output and enhance overall guest experience.

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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