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.

LBS1 Teacher (year round option, $1500 sign on bonus)

Company: LearnWell

Location: Forest Park, IL

Posted Jun 30, 2025

Additionally, you will monitor and adjust teaching strategies to ensure student success and maintain accurate attendance and session reports.

Engineering Project Manager

Company: JobTarget for Sun Chemical Corporation

Location: Northlake, IL

Posted Jun 28, 2025

Manage engineering consultants and contractors to ensure project success. 5-10 years of experience in project engineering or comparable technical roles.

Registered Nurse (RN) / Licensed Practical Nurse (LPN)

Company: Elite Care Management

Location: Countryside, IL

Posted Jun 30, 2025

RN or LPN state license. TB Test Results - 2 step or chest x-ray within the last 12 months OR QuantiFERON gold blood work within the last 5 years.

Regional Marketing Specialist

Company: Polsinelli PC

Location: Chicago, IL

Posted Jun 30, 2025

Experience managing budgets and driving cost-effective strategies. The successful candidate will work with the Senior Regional Marketing Manager and on the…

Early Career Assistant Planning Project Manager

Company: WSP

Location: Chicago, IL

Posted Jun 29, 2025

Capable interpersonal and communication skills when interacting with others, expressing ideas effectively and professionally to a technical and non-technical…

Customer Support Associate

Company: Drive Sally

Location: Chicago, IL

Posted Jun 30, 2025

Complete driver onboarding (pricing, contract execution, vehicle matching). In this role, you will meet with and handle service requests for our prospective and…

Service Coordinator

Company: National Lift Truck

Location: Franklin Park, IL

Posted Jun 30, 2025

Answer phones – transfer calls and take messages accordingly. Open work orders for service calls according to procedure. Issue purchase orders for sublet labor.

Grant Accounting Manager

Company: Jane Addams Resource Corporation

Location: Chicago, IL

Posted Jun 30, 2025

Bachelor’s degree in Accounting, Finance, or a related field preferred. Monitor compliance with applicable federal, state, and private grant regulations,…

1st Shift Machine Operator

Company: Champion Packaging & Distribution Inc.

Location: Woodridge, IL

Posted Jun 30, 2025

Operator will be required to perform the mechanical and GMP duties. Relevant experience as a Machine Operator – Basic mechanical skills & aptitude.

Sales Consultant

Company: Mattress Warehouse

Location: Forest Park, IL

Posted Jun 28, 2025

We use state of the art technology including tablets, mobile point of sales (POS), and our exclusive bedMatch system.

Machine Operator

Company: Closets By Design Chicago Downtown

Location: Chicago, IL

Posted Jun 30, 2025

Operate woodworking machinery and hand tools. Experience with woodworking equipment and hand tools is a plus. Paid holidays and paid time off.

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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