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.

Senior Financial Analyst

Company:

Location: Rolling Meadows, IL

Posted Feb 03, 2025

Senior Treasury Analyst

Company:

Location: Rolling Meadows, IL

Posted Feb 03, 2025

Commercial P&C Client Service Manager

Company:

Location: Rockford, IL

Posted Feb 03, 2025

Pharmacy Technician

Company: CVS Health

Location: Rock Island, IL

Posted Feb 03, 2025

Financial Operations/Accounts Receivable Manager

Company:

Location: Rolling Meadows, IL

Posted Feb 03, 2025

Pharmacy Technician

Company: CVS Health

Location: Bourbonnais, IL

Posted Feb 03, 2025

Senior IT Internal Auditor

Company: Discover

Location: Chicago, IL

Posted Feb 03, 2025

Discover offers a positive work environment with opportunities for growth and meaningful work. The company values diversity, teamwork, and collaboration. The Internal Audit Department (IAD) is committed to providing insightful perspectives and delivering high-quality work in a fast-paced environment. The role involves conducting audit testing, identifying risks, and communicating findings to clients. The position requires a Bachelor's degree, 2+ years of experience, and relevant certifications. Benefits include paid parental leave, 401k plan, and various health benefits. Discover is an equal opportunity employer committed to a diverse and inclusive workplace.

Senior Financial Analyst

Company:

Location: Rolling Meadows, IL

Posted Feb 03, 2025

(USA) Exterior Services Technician

Company: Walmart

Location: O'Fallon, IL

Posted Feb 03, 2025

Investor Relations Analyst Senior

Company:

Location: Rolling Meadows, IL

Posted Feb 03, 2025

CE Facilities Support Engineer 4

Company:

Location: Hoffman Estates, IL

Posted Feb 03, 2025

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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