Flexible Work Schedule Jobs in Chicago, IL

75,597 open positions · Updated daily

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

Merchandise & Gate Worker - New Lenox, IL (Chicagoland Area)

Company: Perfect Game Incorporated - Part Time

Location: Chicago, IL

Posted May 05, 2025

Maintain the commitment to work the full duration of time/event you signed up for. Where you will ensure every customer purchases a. Apparel at all PG Events.

Cashier

Company: Mariano's

Location: Chicago, IL

Posted May 05, 2025

Create an environment that enables customers to feel welcome, important and appreciated by answering questions regarding products sold within the department and…

CDL-A Truck Driver - Flatbed Division

Company: Koch Trucking

Location: Oak Park, IL

Posted May 02, 2025

All candidates must have a valid CDL-A license and 12 months of driving experience . Koch Trucking is looking to hire CDL-A truck drivers to join our flatbed…

Cashier

Company: Mariano's

Location: Chicago, IL

Posted May 05, 2025

Create an environment that enables customers to feel welcome, important and appreciated by answering questions regarding products sold within the department and…

CDL A Truck Driver- Increased Driver Pay

Company: PAM Transport

Location: Chicago, IL

Posted May 05, 2025

Earn more at PAM Transport, with our newly increased driver pay. Retirement plan w/ company matching. 3 months of CDL-A Tractor Trailer experience in the last…

Retail Sales Associate

Company: Korn Ferry RPO for Tempur Sealy

Location: Oak Brook, IL

Posted May 03, 2025

During the first year of employment, your paid time off will be pro-rated based on date of hire unless otherwise dictated by state or local law.

Chicago Tutor/Teacher – All Subjects

Company: Grade Potential Tutoring

Location: Chicago, IL

Posted May 05, 2025

Professional independence – use your own materials and teaching methods. Willing to travel within your preferred local radius to meet the student (typically 5-…

Assistant Director of Nursing

Company: Alden Lincoln Park Rehabilitation and Health Care Center

Location: Chicago, IL

Posted May 05, 2025

Current, unencumbered license to practice as a RN in this state. Coordinates an effective orientation program that orients the new employee to the RAI process…

Sr. Golang Software Engineer - Chicago, IL or Reston, VA- ONSITE -

Company: Comcast Corporation

Location: Chicago, IL

Posted May 05, 2025

Bachelor's or master's degree in computer science or a related field. Design and develop client-facing audience products, features, and applications using…

Senior Manager, Software Engineering, Mobile Development

Company: Capital One

Location: Chicago, IL

Posted May 05, 2025

Develop iOS client code solutions that deliver on Product Strategy and adhere to established engineering best practices, design guidelines and principles.

Frequently Asked Questions

What are typical salary ranges for Flexible Work Schedule roles at different seniority levels?
Entry‑level: $60‑$90k annually. Mid‑level: $90‑$140k. Senior: $140‑$200k. Lead/Director: $200‑$300k. These ranges vary by tech stack, region, and company size but generally reflect market rates for remote work.
What technical skills and certifications are most valuable for Flexible Work Schedule positions?
Key skills: proficiency with asynchronous tools (Slack, Zoom, Microsoft Teams), project management software (Jira, Asana, Trello), version control (Git/GitHub), cloud platforms (AWS, Azure, GCP), and CI/CD pipelines. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster (CSM), or PMP add credibility and open higher‑pay roles.
Are Flexible Work Schedule roles fully remote, or do they require occasional office visits?
Most Flexible Work Schedule listings allow 100% remote work, with optional hybrid or occasional on‑site meetings for team alignment. Employers typically provide a stipend for home‑office setup and stipulate flexible hours to accommodate different time zones.
How can a professional advance their career while working a Flexible Work Schedule?
Start as a junior engineer or analyst, then move to senior roles, team lead, or product owner. Remote experience can lead to global project assignments, mentorship positions, and eventually senior leadership roles such as Remote Program Manager or VP of Engineering with flexible terms.
What current industry trends are impacting Flexible Work Schedule opportunities?
The rise of AI‑driven collaboration tools (Figma’s auto‑layout, GitHub Copilot), increased focus on cybersecurity for remote teams, and the growth of virtual offices are shaping demand. Companies are prioritizing flexible schedules to retain high‑talent talent in a post‑pandemic world.

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