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.

InfoSec Compliance Analyst #Hybrid

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jun 07, 2025

Facilitate IT issue management by work with employees on scheduling calls and going over the issue and resolution. Work from home up to 3 days a week.

View Details Apply on SimplyHired

Principal Technology Architect - MFG

Company: Infosys

Location: Chicago, IL

Posted Jun 07, 2025

You will identify technology big bets, develop solution propositions around them, do solution prototypes and proactively take it to the market.

View Details Apply on SimplyHired

Manual Press Operator - Apparel Redefined - Crestwood

Company: Skills for Chicago

Location: Crestwood, IL

Posted Jun 06, 2025

Demonstrate strong mechanical aptitude and attention to detail. Communicate effectively and contribute positively to team environments.

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Advanced Practice Nurse – Nurse Practitioner – Peds/Neonatology (7A.M. - 7P.M.)

Company: Cook County Health

Location: Chicago, Illinois

Posted Jun 08, 2025

View Details Apply on healthecareers.com

Research Chef

Company: LifeSpice Ingredients

Location: Chicago, IL

Posted Jun 07, 2025

Work with flavor companies and other suppliers to identify or develop new raw materials. Culinary degree from accredited Culinary School.

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Multi-Location Retail Inventory Associate

Company: Room & Board

Location: Chicago, IL

Posted Jun 07, 2025

Maintain welcoming stock room environments that are safe, organized, efficient and support the selling teams and the customer experience.

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People and Compensation Data Analyst

Company: Optiver

Location: Chicago, IL

Posted Jun 06, 2025

Bachelor's degree in a quantitative, business, or related field. Proficient in Excel; familiarity with data visualization tools like Power BI or Tableau is a…

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Carpenter Helper 1

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 06, 2025

Valid driver’s license and must successfully complete the University’s Motor Vehicle Records process required. Cut and install ceiling tile.

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General Laborer

Company: SOS Enterprises LLC

Location: Chicago, IL

Posted Jun 08, 2025

Knowledge of power tools and industrial machinery is preferred. This may include keeping the worksite clean through the collection of trash, operating power…

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Electrician

Company: RWS Global

Location: Chicago, IL

Posted Jun 07, 2025

Valid driver’s license required. Preferred: Vocational or technical training – Field of Study: welding, engineering, rigging, carpentry, electronics, audio,…

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Tax Senior - Financial Services Organization - State and Local Tax - Real Estate

Company: EY

Location: Chicago, IL

Posted Jun 08, 2025

A CPA certification, or good standing as a member of a state bar. Staying abreast of state & local tax developments and work to develop new and innovative…

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Design Manager

Company: Avant Communications LLC

Location: Chicago, IL

Posted Jun 09, 2025

Chicagoland based, this role will oversee three designers that work across digital, print, events and video, and will also serve as an individual contributor in…

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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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