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.

Production Designer

Company: The AZEK Company

Location: Chicago, IL

Posted Aug 19, 2025

They will follow design direction and create original layouts, adapt feedback into design updates, and prepare final files for delivery working directly with…

Facilities Maintenance Technician(WELDER)

Company: Central Transport

Location: Hillside, IL

Posted Aug 19, 2025

*Carpentry *– install floor tiles including ceramic and VCT, repair and hang metal/wood doors, masonry repairs, concrete repairs, drywall, and other trades.

Business Systems Data Analyst - Entry Level

Company: CGI

Location: Chicago, IL

Posted Aug 19, 2025

Serve as a day-to-day technical data teammate on client engagements, with a focus on analysis and delivering scalable data engineering solutions.

Registered Nurse, Psych.

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Aug 19, 2025

Performs nursing assessments utilizing a variety of assessment methods and/or area-specific tools. Basic Life Support certification from the American Heart…

Registered Nurse, Ambulatory Cardiology

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Aug 19, 2025

Performs nursing assessments utilizing a variety of assessment methods and/or area-specific tools. Basic Life Support certification from the American Heart…

Registered Nurse, RN General Medicine

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Aug 19, 2025

Performs nursing assessments utilizing a variety of assessment methods and/or area-specific tools. Basic Life Support certification from the American Heart…

Data Analyst - Insurance

Company: WAHVE

Location: Chicago, IL

Posted Aug 19, 2025

Compile and prepare data for customer analysis. *Experience* *working in a data analysis role in the insurance or financial services industry – *_*required*_.

Flex Security Officer-Downtown Chicago to Lake Forest

Company: P4 Security Solutions

Location: Chicago, IL

Posted Aug 19, 2025

Customer service and front desk reception. Contacting appropriate individuals (site supervisors, field management, etc.) as directed by site post orders or as…

Housekeeping/Custodial (Commercial and Residential Properties)

Company: Clean Rite Cleaning Services of Chicago Corp.

Location: Chicago, IL

Posted Aug 19, 2025

Must have reliable transportation, valid driver’s license, and proof of car insurance. The ideal candidate should have relevant cleaning experience, uphold high…

Sales Associate, Paramount Advertising (Chicago)

Company: Paramount

Location: Chicago, IL

Posted Aug 19, 2025

This entry-level position aims to bring in and develop talented young people passionate about media & entertainment, advertising, and serving clients.

Security Agent- Part Time

Company: Breakthru Beverage Group

Location: Cicero, IL

Posted Aug 19, 2025

Bachelor’s degree in related field and/or equivalent training and work experience. While performing the duties of this job, the employee is regularly required…

IV Pharmacist

Company: Polaris Pharmacy Services

Location: Des Plaines, IL

Posted Aug 19, 2025

Current Pharmacist license active and in good standing in the State of practice required. As a vital member of the Infusion Pharmacy team, you will conduct…

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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