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.

Client Service Representative

Company: Viking Gymnastics

Location: Niles, IL

Posted Mar 26, 2025

Our reception staff must consistently greet clients, answer telephones, offer assistance, use professional verbiage, and always make themselves available to the…

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Design Director, New York or Chicago

Company: Omnicom Production

Location: Chicago, IL

Posted Mar 31, 2025

Portfolio that showcases brand consistency through design systems, detailed design, scaled campaigns across channels, OLV, banners, PDP and social-first…

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Commercial Plumber

Company: World Renown Clean

Location: Wood Dale, IL

Posted Mar 26, 2025

Must possess a valid driver's license and reliable transportation to job sites. Proven experience as a plumber or in a similar field service role.

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Property Accountant

Company: ENCORE SENIOR LIVING

Location: Chicago, IL

Posted Mar 28, 2025

The successful candidate has a bachelors degree in accounting - minimum 3- 5 years full cycle accounting experience.

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Fireproofer

Company: Southwest Coating Services

Location: Chicago, IL

Posted Mar 31, 2025

Reliable vehicle, valid driver's license and proof of insurance. 401K matching after 6 months of employment. Proof of citizenship or ability to work in the U.S.…

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sign-on bonus part time

Home Health SLP, Part Time $10,000 Bonus

Company: Residential Home Health and Hospice

Location: CHICAGO, Illinois

Posted Mar 26, 2025

View Details Apply on healthecareers.com
full time

OBGYN Physician

Company: No Employer

Location: Chicago, Illinois

Posted Mar 30, 2025

View Details Apply on healthecareers.com

Experienced Carpenter/tradesman

Company: Davies Home Services

Location: Park Ridge, IL

Posted Mar 29, 2025

Strong skills in restoration techniques, framing, construction, painting, siding installation, tile laying, drywall.

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Sous Chef

Company: LSG Sky Chefs

Location: Des Plaines, IL

Posted Mar 28, 2025

Understand and demonstrate concepts of financial controls (ex: keep food cost within budget, control stock levels while being cost conscious, minimize waste).

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dental insurance health insurance life insurance

Registered Vascular Technologist

Company: Cook County Health

Location: Chicago, Illinois

Posted Mar 26, 2025

View Details Apply on healthecareers.com
health system full time

Physician Assistant - Wound Care Center- Swedish Hospital

Company: Endeavor Health

Location: Chicago, Illinois

Posted Mar 30, 2025

View Details Apply on healthecareers.com
health system full time be or bc

Emergency Medicine Radiologist - Remote or Hospital Based

Company: Endeavor Health

Location: Evanston and Glenview, IL

Posted Mar 31, 2025

View Details Apply on healthecareers.com

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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