Flexible Work Schedule Jobs in Chicago, IL

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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.

Compensation Analyst

Company: Anchor Staffing, Inc.

Location: Chicago, IL

Posted Apr 01, 2025

Reporting to the Director-Compensation, the *Compensation Analyst* assists in administering employee compensation programs, which includes: creating position…

Special Education Teacher- 2025-2026

Company: Onward Search Education

Location: Berwyn, IL

Posted Apr 02, 2025

Maintain accurate student records and communicate progress with parents and school administrators. Monitor and assess students’ progress toward IEP goals and…

Research Analyst

Company: The University of Chicago

Location: Chicago, IL

Posted Apr 01, 2025

Minimum requirements include a college or university degree in related field. Bachelor’s Degree in economics or related quantitative field.

Creatio Developer and Implementation Specialist

Company: Velvetech

Location: Chicago, IL

Posted Apr 02, 2025

GROWTH opportunities, skills and competencies improvement, and professional certification. Provide training and support to clients during and after the…

RETAIL SALES CONSULTANT - The Dump Luxe Furniture Outlet

Company: NEW VENTURE HOLDINGS, LLC

Location: Lombard, IL

Posted Apr 03, 2025

We will provide you with a Training Program and your own Sales Coach to help you learn the ropes, hone your skills, and become a sales superstar in no time.

Analyst, Client Service Representative- Transaction Banking

Company: MUFG Bank, Ltd.

Location: Chicago, IL

Posted Apr 01, 2025

Further a culture of risk and compliance discipline, which includes, but is not limited to, maintaining compliance with Bank and business process-related…

Commercial Floor Coating Installer

Company: Southwest Coating Services

Location: Bridgeview, IL

Posted Mar 31, 2025

Reliable vehicle, valid driver's license and proof of insurance. The ideal candidate will have experience in concrete floor restoration, concrete repair and…

Senior Account Executive - Plumbing

Company: The Hill Group

Location: Franklin Park, IL

Posted Apr 01, 2025

Make warm calls to develop leads for all functions of The Hill Group. Attend monthly sales meetings with information on active leads being pursued, current…

Carpenter

Company: Kehoe Designs Inc

Location: Chicago, IL

Posted Apr 02, 2025

Proficient in using a variety of hand tools (hammers, screwdrivers, drills, staple guns, tape measure) and power tools (table saw, jigsaw, chop saw, router,…

Senior Specialist - Business Analysis

Company: LTIMindtree

Location: Chicago, IL

Posted Apr 01, 2025

Perform detailed analysis of user stories Connect and come in agreement with involved partner systems regarding various mapping documents and communication…

Project Manager, Construction

Company: Wheatland Tube, LLC

Location: Chicago, IL

Posted Apr 03, 2025

Leads cross-functional teams, including construction, logistics, design/engineering, and manufacturing groups – Coordinates all stakeholders for seamless…

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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