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.

Information Security Analyst (Hybrid, Greater Chicago Area)

Company: Byline Bank.

Location: Chicago, IL

Posted Aug 13, 2025

Participates in risk assessments to identify and assess security risks of new, existing, or proposed infrastructure.

Armed Mobile Patrol (Position Located in Northwest Suburbs)

Company: Advanced Security Solutions Inc.

Location: Chicago, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Residential High Rise Association - Helper A Janitor & Maintenance (Uptown)

Company: The Building Group

Location: Chicago, IL

Posted Aug 13, 2025

To perform repairs to common areas including HVAC, plumbing, electrical, and carpentry components, and other items as required. Ability to lift 50 lbs.

Janitor / Laborer for Retirement Facility

Company: Retirement & Assisted Living Facility

Location: Northlake, IL

Posted Aug 13, 2025

Duties will include but not limited to: Prepare rooms for new move-ins; Patch dry wall & painting of various parts in building; Pull and install carpet and…

Armed Security Officer 2nd & 3rd Shift (Niles, IL)

Company: Advanced Security Solutions Inc.

Location: Niles, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Drywall/Plaster/Painter Installer - PART TIME

Company: Green Attic Insulation

Location: Schiller Park, IL

Posted Aug 13, 2025

Proven experience in drywall installation, plastering, and painting. Strong understanding of construction techniques and material properties.

Armed Security Officer 1st, 2nd & 3rd Shifts

Company: Advanced Security Solutions Inc.

Location: Skokie, IL

Posted Aug 13, 2025

Must have a valid driver's license. Work in various environments including adverse outdoor conditions such as cold, rain or heat; Constant mental alertness and…

Kitchen Manager

Company: Headquarters Beercade/Machine Cocktail Bar

Location: Chicago, IL

Posted Aug 13, 2025

The ideal candidate will have a strong background in the food industry, particularly in fine dining and catering environments. Machine Cocktail Bar/New Venue.

Project Manager

Company: The University of Chicago

Location: Chicago, IL

Posted Aug 13, 2025

Helps develop, design and conduct research projects according to plan. 2-5 years of experience with research project management, preferably in the field of…

Welder

Company: Sureway Group, Inc.

Location: Franklin Park, IL

Posted Aug 13, 2025

Ability to read and interpret technical drawings and specifications. The Welder will work with different materials and tools, contributing to the production of…

Director, Data Science - Model Risk

Company: Capital One

Location: Chicago, IL

Posted Aug 13, 2025

A PhD in a quantitative field (Statistics, Economics, Operations Research, Analytics, Mathematics, Computer Science, or a related quantitative field) plus 4…

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.

Related Pages