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.

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Director of Clinical Operations UI Health

Company: UI Health

Location: Chicago, Illinois

Posted Jul 27, 2025

View Details Apply on healthecareers.com

Registered Nurse (RN) Licensed Practical Nurse (LPN) ALL SHIFTS AVAILABLE

Company: Elevate Care Chicago North

Location: Chicago, IL

Posted Jul 26, 2025

Comprehensive Patient Care – Assess, plan, implement, and evaluate care plans for residents based on their health needs.

View Details Apply on SimplyHired

Executive Sous Chef - The Ritz-Carlton, Chicago

Company: Sage Hospitality

Location: Chicago, IL

Posted Jul 25, 2025

Monitor and control the maintenance/sanitation of kitchen, equipment and related areas to ensure a healthy, safe work environment which meets/exceeds federal,…

View Details Apply on SimplyHired

Senior Project Manager - Interiors

Company: Michael Page

Location: Chicago, IL

Posted Jul 26, 2025

Bachelor's Degree in Construction Management or a related field. My client desires hard-working individuals who can be mentored and develop with senior level…

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Armed Diplomatic Security Officer

Company: Inter-Con Security Systems

Location: Chicago, IL

Posted Jul 26, 2025

Possess a valid United States driver's license. Must possess a valid United States driver's license. Possess an Associate’s Degree in Criminal Justice (or…

View Details Apply on SimplyHired

Night Shift Hospital Pharmacist Janesville, WI

Company: Soliant

Location: Chicago, IL

Posted Jul 26, 2025

Active Wisconsin Pharmacist license or eligibility for Act 10 temporary license. Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+…

View Details Apply on SimplyHired

Project Manager – Manufacturing and Technology

Company: Belden Universal

Location: Hillside, IL

Posted Jul 25, 2025

The Project Manager will lead and perform all phases of project management activities including scope management, requirements definition and analysis,…

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Owner Operator Truck Driver – Intermodal Containers

Company: New Wave International Cargo, Inc

Location: Hodgkins, IL

Posted Jul 25, 2025

Valid CDL Class A license. Do you own your truck? The ideal candidate will own their truck, be familiar with container pick-ups and deliveries.

View Details Apply on SimplyHired

Hospice RN Case Manager

Company: Oasis Hospice & Palliative Care, Inc.

Location: Chicago, IL

Posted Jul 26, 2025

Must be a licensed driver with an automobile that is insured in accordance with state of Illinois requirements and is in good working order.

View Details Apply on SimplyHired

Call Center Agent

Company: Telassist

Location: Chicago, IL

Posted Jul 25, 2025

Greet callers with a polite, pleasant tone. Accurately gather and relay required information. Verify and enter details precisely into our system.

View Details Apply on SimplyHired

Retail Part Time Store Associate

Company: Office Depot OfficeMax

Location: Skokie, IL

Posted Jul 26, 2025

Overview Pay, Benefits & Work Schedule: The salary range for this role is $17.00/ per hour to $17.00/ per hour, however all state and local minimum wages…

View Details Apply on SimplyHired

Pharmacist Per Diem - Overnight Shift

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 26, 2025

Licensed or license-eligible in the State of Illinois. Key responsibilities also include coordinating timely medication delivery to nursing units, providing…

View Details Apply on SimplyHired

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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