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.

Mobile Association - Retail Sales

Company: T-Mobile USA, Inc.

Location: Chicago, IL

Posted May 30, 2025

Becomes skilled with and consistently uses digital tools in interactions and onboarding to actively demonstrate: How our ever-expanding coverage stacks up in…

Pharmacist Prior Authorization

Company: Ann & Robert H. Lurie Children’s Hospital of Chicago

Location: Chicago, IL

Posted Jun 03, 2025

Coordinates staff development and training in drug information to maintain drug knowledge and disease state understanding for application to prior authorization…

AI Implementation Engineer

Company: Intercom

Location: Chicago, IL

Posted May 30, 2025

If you have a strong background in AI tools and / or Large Language Models, integration via RESTful API endpoints, experience in technical software…

Program Manager

Company: MATRIX PLASTIC PRODUCTS, LLC

Location: Wood Dale, IL

Posted Jun 03, 2025

The ideal candidate will be engineering-minded, have strong communication and organizational skills, patience, and a willingness to learn on the job.

Retail Sales and Store Support

Company: Jewel Osco

Location: Chicago, IL

Posted Jun 01, 2025

Health and welfare benefits for eligible employees (Medical, Dental, 401k and more!).

OTR flatbed Conestoga driver up to 75 CPM

Company: Benchmark Transportation Inc

Location: Westchester, IL

Posted Jun 04, 2025

Truck driving: 2 years (Preferred). We have consistent freight and able to hire drivers from all states and cities East of I-25. Good mileage 3000mi + weekly.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3207)

Company: Target

Location: Chicago, IL

Posted Jun 03, 2025

Create a welcoming experience by authentically greeting all guests. Support guest services such as back-up cashier, order pick up (OPU) and Drive-up (DU) and…

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3219)

Company: Target

Location: Chicago, IL

Posted Jun 03, 2025

Create a welcoming experience by authentically greeting all guests. Support guest services such as back-up cashier, order pick up (OPU) and Drive-up (DU) and…

Temp Services Care Agent

Company: Lakeshore Recycling Systems LLC

Location: Rosemont, IL

Posted Jun 02, 2025

Take incoming sales calls to determine customer needs, provide proposals and close sales. Manage incoming internet leads through Salesforce and follow-up with…

Seasonal: Guest Advocate (Cashier), General Merchandise, Inbound (T3207)

Company: Target

Location: Chicago, IL

Posted Jun 03, 2025

Greet and service guests as you complete workload with minimal guest disruption. Follow processes accurately with attention to detail, monitor own progress and…

Electrician

Company: Mr Electric of Lombard

Location: Lombard, IL

Posted Jun 03, 2025

Clean driving record and possession of a valid driver’s license. Determine condition of electrical equipment, troubleshoot malfunctions, and determine needed…

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3208)

Company: Target

Location: Chicago, IL

Posted Jun 03, 2025

Create a welcoming experience by authentically greeting all guests. Support guest services such as back-up cashier, order pick up (OPU) and Drive-up (DU) and…

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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