Flexible Scheduling Jobs in Chicago, IL

27,645 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.

Strategist

Company: IPG DXTRA

Location: Chicago, IL

Posted Sep 13, 2024

The job posting is for a Strategist to join the Central Region's Strategic Planning team. The role involves developing and actioning research plans, conducting qualitative and quantitative research, and providing strategic insights to clients. The company offers a range of benefits and is an equal opportunity employer.

Assistant Vice President, Paralegal

Company: ABN AMRO Clearing USA LLC

Location: Chicago, IL

Posted Sep 13, 2024

The job posting describes a role at ABN AMRO Clearing USA LLC, a global clearing firm, offering a range of benefits and perks, including flexible work schedules, competitive health benefits, and professional development opportunities.

Director, Strategy, Media & Entertainment

Company: TransUnion

Location: Chicago, IL

Posted Sep 13, 2024

The job posting is for a Director of Strategic Planning at TransUnion, responsible for growing the company's business in the media and entertainment vertical. The role requires experience in business development, product development, sales, finance, or consulting, and a strong understanding of the media industry. The job involves developing and executing strategic priorities, partnering with stakeholders, and analyzing key business drivers.

Transportation Security Officer

Company: Department of Homeland Security - Transportation Security Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Sep 13, 2024

Transportation Security Officers provide security and protection to travelers in a courteous and professional manner. Their duties may extend to securing high-profile events and important figures.

Wholesale Insurance Account Executive

Company: USG Insurance Services, Inc.

Location: Chicago, IL

Posted Sep 13, 2024

USG Insurance Services is a national wholesale broker and managing general agent (MGA) that offers a comprehensive benefits package, flexible work arrangements, and opportunities for growth. The company is looking for experienced account executives to drive new and renewal business, negotiate with underwriters, and manage account submissions.

Accounting Analyst

Company: YCharts

Location: Chicago, IL

Posted Sep 13, 2024

YCharts is a fintech company that provides cloud-based software for investment advisors, wealth managers, and asset managers. The company is looking for a talented professional to join its growing finance and accounting team. The job requires strong analytical and problem-solving skills, as well as experience with accounting software.

Senior Accountant

Company: Coalfire

Location: Chicago, IL

Posted Sep 13, 2024

Coalfire is a cybersecurity company that is looking for a Senior Accountant to join their Finance team in Chicago. The company is committed to making a positive impact and offers a flexible work model, competitive perks, and benefits.

DataOps Analyst

Company: RLI Insurance Company

Location: Peoria, IL

Posted Sep 13, 2024

RLI is a company that values its employees, offering a range of benefits and opportunities for growth. The company has a strong financial track record and is committed to diversity and inclusion. It also encourages its employees to pursue professional development and provides educational opportunities.

Client Service Representative - Annual Reports

Company: CSC

Location: Chicago, IL

Posted Sep 13, 2024

CSC is a global business legal and financial services company that provides knowledge-based solutions to clients worldwide. They are hiring a Client Service Representative to work directly with clients and provide solutions to help their business run smoother and smarter.

Tech Lead - Enablement

Company: Sinch

Location: Chicago, IL

Posted Sep 13, 2024

The job posting is looking for an experienced Senior Software Developer and Tech lead to join their accomplished development team. The role requires strong technical leadership, coding skills, and experience with Java, gRPC, MySQL, Linux, JavaScript, React, and AWS. The company offers a range of benefits, including comprehensive medical and dental plans, paid time off, and flexible remote work options.

Medical Support Assistant

Company: Department of Veterans Affairs - Veterans Health Administration

Location: Chicago, Illinois Chicago, Illinois

Posted Sep 13, 2024

The Medical Support Assistant positions are assigned to the Patient Administrative Service and performs administrating processing duties which support physicians and other clinical staff in the effective operation of inpatient treatment units.

Costumed Character (Bluey Mascot)

Company: CAMP

Location: Chicago, IL

Posted Sep 13, 2024

CAMP is a Family Experience Company that offers immersive productions and retail locations. They are looking for a Costumed Character Bluey Mascot to perform in an upcoming production in Chicago. The role requires a local candidate who can commute to Lincoln Park and has a flexible schedule.

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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