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.

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Peoria, IL

Posted Feb 06, 2025

View Details Apply on The Muse

Management & Sales Training Program

Company:

Location: West Dundee, IL

Posted Feb 06, 2025

View Details Apply on The Muse

Shift Supervisor Trainee

Company: CVS Health

Location: Atlanta, IL

Posted Feb 06, 2025

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Grant Proposal Manager

Company: SGA YOUTH & FAMILY SERVICES NFP

Location: Chicago, IL

Posted Feb 05, 2025

Prepare and submit funding applications/reapplications/proposals to local, state and federal government agencies. Excellent writing skills are necessary.

View Details Apply on SimplyHired

Senior Facilities Specialist

Company: Constellation Brands

Location: Chicago, IL

Posted Feb 04, 2025

View Details Apply on The Muse

Senior Financial Audit Consultant

Company:

Location: O'Fallon, IL

Posted Feb 06, 2025

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Assistant Manager - Harlem and Irving

Company: Gap Inc.

Location: Rosemont, IL

Posted Feb 06, 2025

View Details Apply on The Muse

Part Time Merchandise Associate (Afternoons/Nights and Weekends)

Company: The TJX Companies, Inc.

Location: Mundelein, IL

Posted Feb 06, 2025

View Details Apply on The Muse

Territory Manager - Commercial

Company: Lowe's Home Improvement

Location: Naperville, IL

Posted Feb 06, 2025

View Details Apply on The Muse

Full Time Customer Experience Coordinator

Company: The TJX Companies, Inc.

Location: Arlington Heights, IL

Posted Feb 04, 2025

View Details Apply on The Muse
relocation assistance staffing agency contract

Travel Nurse RN - OR - Operating Room - $3,191 per week

Company: Focus Staff

Location: Chicago, Illinois

Posted Feb 04, 2025

View Details Apply on healthecareers.com

Back Office US Team Lead

Company: RWE Clean Energy

Location: Chicago, IL

Posted Feb 06, 2025

View Details Apply on The Muse

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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