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.

Retail Sales Associate / Design Associate (Home Furnishings)

Company: Room & Board

Location: Chicago, IL

Posted Aug 14, 2025

2+ years of experience working in a customer-centric, fashion/design savvy retail environment with a passion for design and engaging with customers on the…

Ambulatory RN 2 - OB-GYN - Part-time with Benefits!

Company: Rush University Medical Center

Location: Chicago, IL

Posted Aug 14, 2025

Current license and credentials by the state they are assigned. 6.Utilizes evidence-based ambulatory care nursing interventions during clinical visits,…

Sales Engineer (Healthcare)

Company: Gong.io Inc.

Location: Chicago, IL

Posted Aug 13, 2025

Customer facing experience in a sales engineering role (pre-sales) or a combination of sales engineering and other relevant work experience (ie: Sales…

Marketing Manager

Company: Confidential

Location: Chicago, IL

Posted Aug 13, 2025

Education: Bachelor's degree in Marketing or a related field, MBA or masters within the applicable field or tenor experience preferred.

Commercial Roofing Field Supervisor- Villa Park, IL

Company: NATIONS ROOF LLC

Location: Villa Park, IL

Posted Aug 14, 2025

Requires a valid driver’s license and insurable driving record. Oversee field staff and/or sub-contractor(s), assisting with crew leadership, as required.

Banquet Chef

Company: Rivers Casino Des Plaines

Location: Des Plaines, IL

Posted Aug 13, 2025

Ensures that all guests are treated in a prompt, professional and courteous manner. Accredited degree or certification in culinary arts, hospitality, or…

CDL A OTR Truck Driver - Up to $110,000 / yr

Company: American Central Transportation

Location: Chicago, IL

Posted Aug 14, 2025

$1,500 driver referral bonus. HIGH STANDARDS=HIGH PAY: *Average driver earns $90K; up to $110K per year*. *Choose your home time: drivers are home 7 days per…

Manager, Full-Stack Software Engineer - Fintech & Tax Domain

Company: Deloitte

Location: Chicago, IL

Posted Aug 14, 2025

A bachelor's degree in computer science, software engineering, or a related discipline. Prior software engineering experience with the understanding of Business…

Electrician

Company: Lightology LLC

Location: Chicago, IL

Posted Aug 14, 2025

Ability to use electrical and hand tools (e.g. wire strippers, voltmeter etc.) and electrical drawings and blueprints. Minimum 3 years of electrical experience.

Customer Care Coordinator

Company: Residential Real Estate Council

Location: Chicago, IL

Posted Aug 13, 2025

Engage in member recruitment and retention efforts, including proactive outreach via phone calls, emails and social media. Become part of our dynamic team...

CNC Machine Operators-All Levels

Company: Strange Engineering

Location: Morton Grove, IL

Posted Aug 14, 2025

Familiar and able to read blueprints and use measuring instruments. Operate multiple machines when needed. Experience with Mazak or Okuma machines preferred.

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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