Flexible Scheduling Jobs in Chicago, IL

27,642 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.

Dishwasher

Company: Cracker Barrel

Location: Springfield, IL

Posted Jan 22, 2025

Entry-Level Sales Consultant - Cargo (Chicago) | Training in New York

Company: Air Charter Service

Location: Chicago, IL

Posted Jan 22, 2025

Air Charter Service is seeking an experienced sales professional to build relationships with potential customers, maintain existing ones, and manage charter bookings. The role involves outbound sales calls, visits, and presenting bespoke quotes. The company offers award-winning training, international travel opportunities, and a dynamic work environment. The compensation package includes a base salary, uncapped commission, and comprehensive benefits.

Baker and Packager Associate

Company: Walmart

Location: Oak Park, IL

Posted Jan 22, 2025

The Bakery/Packager position at Sam's Club involves preparing fresh baked items daily, maintaining a clean and organized workspace, and providing excellent customer service. The role requires multi-tasking, problem-solving, and the ability to work in fast-paced environments. The ideal candidate thrives in such settings, prioritizes member satisfaction, and can stand for long periods. They should also be a team player, leveraging digital tools to drive sales and improve the shopping experience. Competitive pay, benefits, and opportunities for career growth are offered.

Product Marketing Manager (hybrid)

Company: Peapod Digital Labs

Location: Chicago, IL

Posted Jan 22, 2025

Peapod Digital Labs, an Ahold Delhaize USA company, is seeking a Product Marketing Manager. The role involves developing commercial strategies, driving growth for media channels, and supporting the Strategy & Operations Lead in growing brand equity. The ideal candidate should have 5-7 years of experience in retail, IT, or similar projects, preferably involving media or marketing channels. They should be comfortable bridging the gap between product and sales, and have strong communication skills. Peapod Digital Labs values diversity, equity, inclusion, and offers comprehensive benefits.

Host

Company: Cracker Barrel

Location: O'Fallon, IL

Posted Jan 22, 2025

The job posting for a Host at Cracker Barrel Old Country Store in Shiloh, IL, emphasizes a welcoming and friendly environment. The role involves greeting guests, managing seating, and potentially growing within the company. Cracker Barrel highlights its commitment to diversity, equity, and inclusion, offering top-notch training, diverse career paths, and competitive benefits. The company fosters a culture of belonging, encouraging employees to be themselves and celebrate differences.

Entry-level Private Jet Sales Consultant (Chicago)

Company: Air Charter Service

Location: Chicago, IL

Posted Jan 22, 2025

Air Charter Service (ACS) is a leading aircraft charter company seeking a Private Jet Sales Consultant for their Chicago office. The role involves building client relationships, managing the sales cycle, and ensuring client satisfaction. ACS offers a dynamic work environment, international travel opportunities, and competitive compensation. The company values excellent communication skills, adaptability, and a client-facing approach.

Customer Service Associate

Company: Walgreens

Location: Villa Park, IL

Posted Jan 22, 2025

Produce Associate

Company: Walmart

Location: Rockford, IL

Posted Jan 22, 2025

This job posting is for a produce team member at Sam's Club. The role involves ensuring the availability, cleanliness, and freshness of produce, prioritizing member satisfaction, and providing excellent customer service. The ideal candidate should have experience with produce, be comfortable with change, and possess strong communication skills. Key responsibilities include maintaining a positive attitude, providing exceptional customer service, stocking merchandise, and maintaining inventory. The position offers competitive pay, benefits including health, financial, and time-off benefits, and opportunities for career growth. The hourly wage range is $16.00 to $23.00.

Community Management Intern

Company: Walgreens

Location: Oak Park, IL

Posted Jan 22, 2025

Host

Company: Cracker Barrel

Location: Decatur, IL

Posted Jan 22, 2025

The job posting for a Host at Cracker Barrel Old Country Store in Decatur, IL, emphasizes a welcoming and friendly environment. The role involves greeting guests, managing seating, and ensuring a positive dining experience. The company values diversity, equity, and inclusion, and offers a range of benefits including competitive pay, flexible schedules, health benefits, and opportunities for career growth. The training program, PAR, is designed to help employees grow and succeed, with potential for pay increases. The company culture is described as a 'Family' atmosphere, where employees are encouraged to be themselves and celebrate differences.

Dishwasher

Company: Cracker Barrel

Location: Rockford, IL

Posted Jan 22, 2025

The job posting for a Dishwasher at Cracker Barrel Old Country Store in Rockford, IL emphasizes a positive work environment. The role involves working closely with kitchen and dining room teams to ensure guest satisfaction. The company values its employees, offering a culture of belonging, top-notch training, diverse career paths, and competitive pay and benefits. Cracker Barrel is committed to diversity, equity, and inclusion, and explicitly states that racism has no place in their workplace.

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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