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.

Registered Nurse (RN)

Company: Team Select Home Care

Location: Oak Brook, IL

Posted Aug 22, 2025

Maintains a current CPR certification. Working with pediatric/adult patients with g-tube, trach, and/or ventilator. Medical, Dental, and Vision insurance.

Carpenter / Home Improvement Specialist

Company: Mr. Handyman

Location: Oak Lawn, IL

Posted Aug 22, 2025

Own your own professional grade tools for a large variety of jobs. The pay range for this position is $32 to $36+/hr and is dependent on your experience as a…

Lead Early Head Start Teacher

Company: Mary Crane Center

Location: Chicago, IL

Posted Aug 22, 2025

Coordinate lesson planning, field trips, and classroom events with the Education Coordinator. Communicate classroom expectations, routines, field trips, and…

Data Engineer (Azure & AI)

Company: Capgemini

Location: Chicago, IL

Posted Aug 22, 2025

10+ years of experience in data engineering, cloud platforms, and big data technologies. Familiarity with AI/ML workflows and tools such as Azure ML, MLflow,…

Software Engineer II

Company: Peak6

Location: Chicago, IL

Posted Aug 22, 2025

Design, develop, test, deploy, and maintain diverse foundational services and SDKs used by product development teams; Learn from and apply design techniques and…

Licensed Construction Plumber

Company: REI Plumbing & Construction INC

Location: Chicago, IL

Posted Aug 22, 2025

Valid driver's license and reliable transportation. Coordinate effectively with project managers, contractors, and clients on job sites.

2nd Shift Welder TIG South

Company: Metraflex Company Inc

Location: Chicago, IL

Posted Aug 22, 2025

You will operate appropriate equipment to put together mechanical structures or parts with a great deal of precision. Familiarity with MIG welding is a plus.

Assistant Project Manager - Light Industrial

Company: Michael Page

Location: Chicago, IL

Posted Aug 22, 2025

Review project implementation and gather data on project execution. Technical background with understanding of building engineering and commercial projects;…

Azure DevOps Engineer (AI Infra)

Company: Capgemini

Location: Chicago, IL

Posted Aug 22, 2025

Manage infrastructure, automation, and deployment pipelines for AI workloads. Social well-being benefits like subsidized back-up child/elder care and tutoring.

Chef

Company: DO & CO

Location: Des Plaines, IL

Posted Aug 22, 2025

Bachelor’s degree in Culinary Arts or a related field is preferred; relevant certifications are a plus. Supervise the daily production of fresh, high-quality…

Project Manager - Multifamily Projects

Company: Michael Page

Location: Chicago, IL

Posted Aug 22, 2025

Ability to hire, train, develop and manage a team of Project Managers by providing intentional and proactive leadership. Travel to job site 1-2 weeks a month.

AI/ML Engineer

Company: Capgemini

Location: Chicago, IL

Posted Aug 22, 2025

Collaborate with data engineers and software developers to integrate models into production systems. Contribute to reusable model components and templates…

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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