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.

Field Service Technician

Company: Cornerstone Building Brands

Location: Chicago, IL

Posted Sep 08, 2025

Document information gathered in the field regarding operational and design deficiencies. Perform field repairs, glass replacements, operational adjustments and…

Power BI Analyst

Company: Machine Solution Providers, Inc.

Location: Downers Grove, IL

Posted Sep 08, 2025

Bachelor's degree in computer science, engineering, data science, or a related field; or equivalent work experience. Develop and maintain Power BI reports.

Sous Chef

Company: Clarendale of Addison

Location: Addison, IL

Posted Sep 04, 2025

Assists the kitchen staff in all aspects of daily assignments, as required. Assists in daily shift change walk-throughs of kitchen staff.

Advanced Analytics Analyst Senior - Medical Economics

Company: Elevance Health

Location: Chicago, IL

Posted Sep 09, 2025

Proven ability to design modeling studies and experience with data models, addressing data quality issues in study design, and constructing robust and efficient…

Retail Leasing Associate

Company: Bridge33 Capital

Location: Chicago, IL

Posted Sep 09, 2025

A minimum of 1-2 years’ leasing experience in a retail leasing or marketing role in commercial real estate; property management or related field.

IT General Controls Analyst

Company: Adtalem Global Education

Location: Lisle, IL

Posted Sep 05, 2025

Collaborate with IT teams to develop and implement corrective action plans, ensuring timely resolution of identified issues.

Welder

Company: OPW

Location: Skokie, IL

Posted Sep 07, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

Pharmacist

Company: Lawndale Christian Health Center

Location: Chicago, IL

Posted Sep 08, 2025

Licensure: Registered pharmacist in good standing in the state of Illinois. Complies with all state and federal pharmacy practice laws, HIPAA, OSHA and JCAHO…

General Labor / Holiday Lights Installer

Company: American Roof Preservers, Inc.

Location: Woodridge, IL

Posted Sep 05, 2025

Driver’s license preferred (but not required). Whether you’re looking for Christmas light installation jobs, temporary labor jobs, or just love working outdoors…

Graphic Designer

Company: F1 Arcade

Location: Chicago, IL

Posted Sep 05, 2025

2+ years in design or branding for entertainment, lifestyle, or hospitality; we're open to in-house and agency backgrounds.

Class A Regional Floater Truck Driver

Company: Nu-Way Transportation

Location: Bolingbrook, IL

Posted Sep 05, 2025

Delivering metal building components on a flatbed trailer. Driver does climb on and off the trailer to instruct customer on what needs to be taken off.

Executive Chef (Earn up to $100k+/yr + Bonus Structure)

Company: Bavette's

Location: Chicago, IL

Posted Sep 09, 2025

Review and maintain store financials daily, including tracking food costs, and work with the General Manager to manage comps, expenses, labor, and overall…

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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