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.

Shift Supervisor Trainee

Company: CVS Health

Location: Buffalo Grove, IL

Posted Jan 27, 2025

View Details Apply on The Muse

Open Availability Merchandise Associate

Company: The TJX Companies, Inc.

Location: Skokie, IL

Posted Jan 27, 2025

View Details Apply on The Muse
people are core to everything we do exceptional impact and extraordinary results focus on relationships

Senior Business Developer - Energy Incentives

Company: Wipfli

Location: Chicago, IL

Posted Jan 26, 2025

Wipfli is seeking a Senior Business Developer for its Construction and Real Estate team. The ideal candidate will focus on growing professional services sales into target client segments, closing new energy incentive sales opportunities, and identifying and providing leads to industry resources. The role involves managing the sales process, coordinating team selling, forming and guiding the Opportunity Pursuit Team, translating growth marketing plans into sales tactics, and producing management reports. Required qualifications include a bachelor's degree, 5-10 years of experience in the energy or A&E space, experience selling specialty tax services to A&E firms, and a track record of revenue attainment. Wipfli offers competitive compensation, benefits, and flexibility for remote work.

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Property Adjuster - Field Estimating – Chicagoland, IL

Company: Allstate

Location: Chicago, IL

Posted Jan 27, 2025

View Details Apply on The Muse

Tire & Battery Technician - Automotive

Company: Walmart

Location: O'Fallon, IL

Posted Jan 27, 2025

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District Support Pharmacist FT

Company: CVS Health

Location: Chicago, IL

Posted Jan 27, 2025

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70003-Engagement Coor

Company: The TJX Companies, Inc.

Location: Springfield, IL

Posted Jan 27, 2025

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High Net Worth - Greater Chicago, IL Area

Company: Fidelity Investments

Location: Chicago, IL

Posted Jan 27, 2025

View Details Apply on The Muse

Merchandise Associate

Company: The TJX Companies, Inc.

Location: Bourbonnais, IL

Posted Jan 27, 2025

View Details Apply on The Muse

Merchandise Coordinator

Company: The TJX Companies, Inc.

Location: Joliet, IL

Posted Jan 27, 2025

View Details Apply on The Muse

Pharmacy Clerk - Moline, IL

Company: UnitedHealth Group

Location: Rock Island, IL

Posted Jan 27, 2025

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Supervisor Distribution Center - Overnight

Company: Kohl's

Location: Ottawa, IL

Posted Jan 27, 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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