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.

Specialist Customer Experience

Company: Lakeshore Recycling Systems LLC

Location: Rosemont, IL

Posted May 19, 2025

Handle incoming calls (orders, inquiries, complaints, etc.) and direct calls for further problem resolution if necessary. High School Diploma or GED.

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Executive Chef

Company: Aramark

Location: Chicago, IL

Posted May 19, 2025

Interact directly with guests daily. Develop and maintain effective client and guest rapport for mutually beneficial business relationships.

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CNC Machinist I, NPD

Company: Accelera

Location: Bedford Park, IL

Posted May 16, 2025

Proficiency in CNC programming, troubleshooting, and complex 3D work. As a CNC Programmer (also known as CNC Machinist, CAM Programmer), you will create G Code…

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Lead Data Science Product Mgr

Company: Health Care Service Corporation

Location: Chicago, IL

Posted May 18, 2025

Bachelors degree and 5 years of work experience in a mathematical, statistical, computer science, engineering, physics, economics or related quantitative field…

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Maintenance Associate

Company: Accelera

Location: Franklin Park, IL

Posted May 16, 2025

As an Industrial Electrician (also known as a Maintenance Electrician or Electrical Technician), you will be responsible for diagnosing, troubleshooting, and…

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Sr. Mgr, Software Engineering

Company: Capital One

Location: Chicago, IL

Posted May 19, 2025

Experience leading teams through ambiguity by driving technical design and delivery decisions. Capital One will consider for employment qualified applicants…

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Senior Manager, Software Engineer (People Leader)

Company: Capital One

Location: Chicago, IL

Posted May 19, 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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Neurology Physicians

Company: Metro Infectious Disease Consultants

Location: Chicago, Illinois

Posted May 17, 2025

View Details Apply on healthecareers.com

People Intelligence and Engagement Partner

Company: Chainlink Labs

Location: Chicago, IL

Posted May 16, 2025

Tuning into the Web 3 industry and business to keep abreast with trends to reflect in own workstreams. High proficiency in operational tools (e.g., Sheets,…

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Senior Project Manager - Interiors - Chicago

Company: Michael Page

Location: Chicago, IL

Posted May 20, 2025

Bachelor's Degree in Construction Management or a related field. My client desires hard-working individuals who can be mentored and develop with senior level…

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Armed Security Officer/Driver

Company: Kates Detective Agency

Location: Chicago, IL

Posted May 17, 2025

Remain in compliance with local, state, and federal regulations. Clean driving record/No tickets or moving Violations. Salary Range: $18.00 - $18.00 Hourly.

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Mgr Clinical Pharmacy

Company: Rush University Medical Center

Location: Chicago, IL

Posted May 20, 2025

> 6 years practice experience, Pharm.D. with PGY1 and PGY2 training (or equivalent experience), Illinois licensure, and board certification (specialty…

View Details Apply on SimplyHired

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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