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.

Field Service Technician

Company: Cornerstone Building Brands

Location: Chicago, IL

Posted Sep 08, 2025

Document information gathered in the field regarding operational and design deficiencies. Perform field repairs, glass replacements, operational adjustments and…

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Power BI Analyst

Company: Machine Solution Providers, Inc.

Location: Downers Grove, IL

Posted Sep 08, 2025

Bachelor's degree in computer science, engineering, data science, or a related field; or equivalent work experience. Develop and maintain Power BI reports.

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IT General Controls Analyst

Company: Adtalem Global Education

Location: Lisle, IL

Posted Sep 05, 2025

Collaborate with IT teams to develop and implement corrective action plans, ensuring timely resolution of identified issues.

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Welder

Company: OPW

Location: Skokie, IL

Posted Sep 07, 2025

Benefits: Our total rewards package for eligible team members also includes: a 401(k) savings plan with employer contributions; medical, dental and vision…

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Threat Analyst

Company: Alliant Credit Union

Location: Chicago, IL

Posted Sep 06, 2025

Ensures compliance with all applicable state and federal laws, company procedures and policies. Use tools such as Atomic Red Team, CALDERA, or custom scripts to…

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Senior Manager, Software Engineering, Full Stack

Company: Capital One

Location: Chicago, IL

Posted Sep 08, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

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General Labor / Holiday Lights Installer

Company: American Roof Preservers, Inc.

Location: Woodridge, IL

Posted Sep 05, 2025

Driver’s license preferred (but not required). Whether you’re looking for Christmas light installation jobs, temporary labor jobs, or just love working outdoors…

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Graphic Designer

Company: F1 Arcade

Location: Chicago, IL

Posted Sep 05, 2025

2+ years in design or branding for entertainment, lifestyle, or hospitality; we're open to in-house and agency backgrounds.

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Manual Lathe Machinist II

Company: American Roller Company

Location: Chicago, IL

Posted Sep 05, 2025

Along the way, you’ll develop technical, mechanical, and problem-solving skills that open doors. Blueprint Reading: Interpret technical drawings and follow…

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Information Security Systems Analyst 25-E-05

Company: Illinois Attorney General (IL)

Location: Chicago, IL

Posted Sep 07, 2025

This position requires a bachelor’s degree, preferably in Computer Science, Information Systems, Cybersecurity, or a related technical field, and a minimum of 1…

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401(k) loan forgiveness relocation assistance

Experienced General Otolaryngologist Opportunity in Chicago Suburbs (Glen Ellyn and Hoffman Estates)

Company: Duly Health and Care

Location: Chicago Suburbs, IL

Posted Sep 06, 2025

View Details Apply on healthecareers.com

Class A Regional Floater Truck Driver

Company: Nu-Way Transportation

Location: Bolingbrook, IL

Posted Sep 05, 2025

Delivering metal building components on a flatbed trailer. Driver does climb on and off the trailer to instruct customer on what needs to be taken off.

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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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