Flexible Scheduling Jobs in Chicago, IL

27,637 open positions · Updated daily

Looking for Flexible Scheduling jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Scheduling position in the Chicago, IL area.

AI and Data Engineer

Company: Sentinel Technologies, Inc.

Location: Chicago, IL

Posted Jul 21, 2025

The AI and Data Engineer will design and build scalable data pipelines, develop AI-powered applications and services (primarily in Python), and contribute to…

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Janitorial

Company: HELPING HANDS CLEANING SERVICE

Location: Elmhurst, IL

Posted Jul 21, 2025

Restock supplies in bathrooms, break rooms, and common areas. Monitor and report any necessary repairs or replacements. Proficiency in English is required.

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Retail Security Officers $18.50/Hr

Company: Per Mar Security Services

Location: Chicago, IL

Posted Jul 21, 2025

The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons.

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Sr Accountant

Company: PayPal

Location: Chicago, IL

Posted Jul 22, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

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Business Data Analyst

Company: UTLX Full Service

Location: Chicago, IL

Posted Jul 21, 2025

Bachelor’s degree in Data Analytics, Business Analytics, Statistics, Computer Science, or a related field is required. Data analytics: 3 years (Required).

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Executive Chef – High-Profile Rooftop Venue

Company: Artifact Events

Location: Chicago, IL

Posted Jul 22, 2025

This role is ideal for a hands-on leader who thrives in high-volume, high-visibility environments and is passionate about driving excellence across food, people…

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Export Customer Service Representative

Company: MSC Mediterranean Shipping Company S.A.

Location: Chicago, IL

Posted Jul 21, 2025

Ability to successfully develop and maintain positive client and vendor relationship. Prolonged periods sitting at a desk and working on a computer.

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Graphic Designer/Marketing

Company: American Classic Tours

Location: Des Plaines, IL

Posted Jul 22, 2025

Social Media Marketing: schedule and post engaging content across our social media platforms. Email Marketing: design weekly eblasts sent to our travelers…

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Field Support Representative

Company: Canon Business Process Services, Inc.

Location: Chicago, IL

Posted Jul 21, 2025

Provide reception work such as answering telephones, taking messages and greeting visitors. May provide minor maintenance of photocopy machine such as solving…

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Supervisor, Environmental Services

Company: Loyola University Health System

Location: Maywood, IL

Posted Jul 21, 2025

Certification reimbursement (up to 1 certification). Demonstrates knowledge operating mechanical floor cleaners such as vacuums, scrubbers, and burnishers.

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sign-on bonus relocation assistance loan repayment program

Join Our Team of Excellence: Full-Time Endocrinologist Opportunity

Company: Mercyhealth

Location: Rockford IL, and Janesville, WI

Posted Jul 21, 2025

View Details Apply on healthecareers.com

Indirect Tax Sales & Use Manager--Open Location

Company: EY

Location: Chicago, IL

Posted Jul 22, 2025

Under our flexible vacation policy, you’ll decide how much vacation time you need based on your own personal circumstances.

View Details Apply on SimplyHired

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Scheduling roles?
Entry‑level Scheduling Coordinators earn $45,000–$60,000 annually, mid‑level Workforce Planners command $60,000–$90,000, and senior Scheduling Managers or Operations Directors can reach $90,000–$120,000 or more, depending on company size and region.
What skills and certifications are most valuable in Flexible Scheduling positions?
Proficiency in workforce‑management platforms such as Kronos Workforce Central, SAP SuccessFactors, and Oracle Workforce Management is essential. Strong analytical skills in SQL and Tableau, coupled with experience using Agile or Six Sigma methodologies, give an edge. Certifications like Certified Workforce Planning Professional (CWPP), Six Sigma Green Belt, or a project‑management credential (PMP) are highly regarded.
Is remote work available for Flexible Scheduling roles?
Yes—over 70% of the listings support fully remote or hybrid arrangements, especially in tech, logistics, and customer‑support sectors. Remote positions typically offer a pay adjustment based on regional cost‑of‑living indexes.
What career progression paths exist within Flexible Scheduling?
A common trajectory starts at Scheduling Coordinator, moves to Workforce Planner or Shift Scheduler, then to Scheduling Manager or Operations Analyst, and can culminate in Director of Workforce Optimization or Chief Workforce Officer, with increased responsibility over strategy, analytics, and cross‑functional leadership.
What industry trends are shaping the future of Flexible Scheduling?
Artificial‑intelligence forecasting, real‑time labor analytics, and blockchain‑based time‑tracking are driving the next wave of scheduling solutions. Companies are adopting predictive shift‑optimization tools, integrating gig‑worker platforms, and expanding continuous‑learning modules to upskill scheduling talent.

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