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.

Construction Project Manager

Company: Home City Ice

Location: Chicago, IL

Posted Sep 11, 2025

Effectively collaborate with field crews, working in detail towards successful project completion, including ordering required materials and execute accurate…

Senior Manager, Analytics

Company: Fortune Brands

Location: Deerfield, IL

Posted Sep 12, 2025

This role is responsible for overseeing the design, development, and implementation of analytics initiatives, ensuring data accuracy and integrity, and driving…

WordPress Developer

Company: Straight North, LLC

Location: Downers Grove, IL

Posted Sep 12, 2025

You will collaborate closely with designers, copywriters and project managers to bring concepts to life, ensuring seamless integration of design and…

Tax Associate - Local

Company: Intuit

Location: Chicago, IL

Posted Sep 15, 2025

Interact with customers both in-person and through Intuit’s state-of-the-art video communication tools. Minimum of 2 years of paid experience filing 30 or more…

Janitor

Company: GDI Services Inc US

Location: Northbrook, IL

Posted Sep 11, 2025

Must be able to listen to customer requests and follow supervisor instructions. Monday - Friday 6:00 PM - 1:00 AM. Cleaning of range of facilities.

IT Compliance Analyst

Company: Ryerson Inc

Location: Lisle, IL

Posted Sep 13, 2025

Must have a Bachelor’s of Science in Information Technology or related field. CISA certification or ability to take CISA highly preferred.

Mold Machine Operator 2nd shift

Company: S & C Electric Company

Location: Chicago, IL

Posted Sep 13, 2025

You will frequently use hand and power tools such as knives, scrapers, engravers and air-impact tools. Use hand tools like files, hammer, scrapper, air nozzle…

Software Engineer - OPS & Automation

Company: S&S Activewear LLC

Location: Bolingbrook, IL

Posted Sep 12, 2025

Apply industry best practices and techniques to design, develop, test, deploy, support, and maintain custom developed suite of dot Net applications based on…

Junior Production Designer

Company: MJ Holding Company LLC

Location: Bridgeview, IL

Posted Sep 12, 2025

A bachelor’s degree in Graphic Design, Visual Communications or a related field is required. This role is responsible for assisting the Creative Services team…

CNC Okuma Programmer/Machinist 2nd Shift

Company: KKSP PRECISION MACHINING

Location: Glendale Heights, IL

Posted Sep 11, 2025

Plans machining by studying work orders, blueprints, engineering plans, materials, specifications, orthographic drawings, reference planes, locations of…

Lead Cabinet Maker

Company: Suburban Laminating LLC

Location: Melrose Park, IL

Posted Sep 11, 2025

Must have valid drivers license. Knowledge of woodworking tools, machinery and construction processes. Lead installation crew on-site.

Dashers - Sign Up and Start Earning

Company: DoorDash

Location: Chicago, IL

Posted Sep 15, 2025

Deliver with DoorDash and earn extra cash while being your own boss. Whether you’re looking for a side hustle or a full-time gig, delivering with DoorDash gives…

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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