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.

Lead Security Officer

Company: Unconquerable Security Solutions

Location: Chicago, IL

Posted Jul 26, 2025

Respond to alarms and distress calls. Write and submit security reports. Assign work areas for officers to patrol. Monitor staff by patrolling with them.

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health system full time be or bc

Physician - Immediate Care

Company: Endeavor Health

Location: Chicago and Chicago’s Northern Suburbs, IL

Posted Jul 27, 2025

View Details Apply on healthecareers.com

Registered Nurse (RN) Licensed Practical Nurse (LPN) ALL SHIFTS AVAILABLE

Company: Elevate Care Chicago North

Location: Chicago, IL

Posted Jul 26, 2025

Comprehensive Patient Care – Assess, plan, implement, and evaluate care plans for residents based on their health needs.

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Senior Project Manager - Interiors

Company: Michael Page

Location: Chicago, IL

Posted Jul 26, 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 Diplomatic Security Officer

Company: Inter-Con Security Systems

Location: Chicago, IL

Posted Jul 26, 2025

Possess a valid United States driver's license. Must possess a valid United States driver's license. Possess an Associate’s Degree in Criminal Justice (or…

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Java Engineer - Kiosk Backend Services

Company: CoinFlip

Location: Chicago, IL

Posted Jul 25, 2025

Develop Modular Backend Services: Build and maintain robust, scalable Java components designed for plug-and-play integration into our backend server environment…

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Night Shift Hospital Pharmacist Janesville, WI

Company: Soliant

Location: Chicago, IL

Posted Jul 26, 2025

Active Wisconsin Pharmacist license or eligibility for Act 10 temporary license. Doctor of Pharmacy (PharmD) degree, active Pharmacist license, and minimum 1+…

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Hospice RN Case Manager

Company: Oasis Hospice & Palliative Care, Inc.

Location: Chicago, IL

Posted Jul 26, 2025

Must be a licensed driver with an automobile that is insured in accordance with state of Illinois requirements and is in good working order.

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Maintenance Electrician - 2nd Shift

Company: Edsal Manufacturing

Location: Chicago, IL

Posted Jul 27, 2025

Diagnose and repair electrical components of hydraulic and pneumatic machinery. Edsal seeks a dynamic individual to join our team as the Maintenance Electrician…

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Pharmacist Per Diem - Overnight Shift

Company: Rush University Medical Center

Location: Chicago, IL

Posted Jul 26, 2025

Licensed or license-eligible in the State of Illinois. Key responsibilities also include coordinating timely medication delivery to nursing units, providing…

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Program Manager II, Legal Tooling, Global Affairs

Company: Google

Location: Chicago, IL

Posted Jul 26, 2025

Contribute to the development of tooling, solutions strategy and roadmap for Global Affairs stakeholders such as Legal and Risk Engineering, Privacy and Safety…

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Retail Part Time Store Associate

Company: Office Depot OfficeMax

Location: Skokie, IL

Posted Jul 26, 2025

Overview Pay, Benefits & Work Schedule: The salary range for this role is $17.00/ per hour to $17.00/ per hour, however all state and local minimum wages…

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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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