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.

Security Analyst

Company: WiseTech Global

Location: Chicago, IL

Posted Mar 13, 2025

Able to communicate effectively in verbal and written format with technical and non-technical audiences. Relevant certification such as CISSP, CCNA, CompTIA…

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Registered Nurse -Pediatrics OVERNIGHT 8PM to 6AM $38/HR (IN HOME HEALTH)

Company: BrightStar Care of Orland Park/Will County

Location: Alsip, IL

Posted Mar 13, 2025

Unencumbered license as a RN in the state of Illinois. Perform patient assessments and monitor vital signs, administering medications and treatments as…

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Clinical Pharmacy Speclst NEx - Outpatient Oncology Infusion

Company: Rush University Medical Center

Location: Chicago, IL

Posted Mar 06, 2025

May be exposed to certain hazardous materials, including but not limited to blood-borne pathogens, chemotherapeutic agents, cleaning and sanitizing agents.

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Registered Nurse

Company: Alden Lincoln Park Rehabilitation and Health Care Center

Location: Chicago, IL

Posted Mar 06, 2025

Must possess a current, unencumbered license to practice as an RN in the State of Illinois and/or Wisconsin. Plan, develop, organize, implement, evaluate, and…

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Senior Cyber Threat Analyst

Company: PayPal

Location: Chicago, IL

Posted Mar 05, 2025

Proven ability to communicate complex technical concepts to non-technical audiences. We enable consumers to exchange funds more safely with merchants using a…

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Assistant Project Manager

Company: Suffolk Construction Company, Inc.

Location: Chicago, IL

Posted Mar 05, 2025

While performing the duties of this job, the employee is regularly required to sit for long periods of time; talk or hear; perform fine motor, hand and finger…

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Experienced Sous Chef (Full Time, Daytime) for a Commissary Kitchen in Chicago

Company: ChefsUnity

Location: Chicago, IL

Posted Mar 06, 2025

Previous experience in kitchen environments producing high volumes of food (restaurants, catering) is a must. Seeking experienced cook at an Chicago commissary…

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Physical Education/Health Teacher SY 25-26

Company: ACE Amandla Charter High School

Location: Chicago, IL

Posted Mar 13, 2025

Acquire professional knowledge and learn of current developments in the educational field by seeking out and attending seminars, workshops or professional…

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full time

Chair of the Division of Dermatology (John H. Stroger, Jr. Hospital of Cook County)

Company: Cook County Health

Location: Chicago, Illinois

Posted Mar 10, 2025

View Details Apply on healthecareers.com

Construction Labor - Railroad

Company: GeoStabilization International

Location: Chicago, IL

Posted Mar 06, 2025

More years of experience and technical expertise with the tools and technologies in drilling. Your role will encompass a blend of outdoor physical labor,…

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Industrial Electrician

Company: A Finkl & Sons Co

Location: Chicago, IL

Posted Mar 04, 2025

The Industrial Electrician plays a crucial role in ensuring the efficient operation of electrical systems within the steel manufacturing plant.

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Customer AI engineer

Company: WRITER

Location: Chicago, IL

Posted Mar 10, 2025

Prompt chain design: Collaborate with the team to design, develop, and evaluate prompt chains for specific content creation tasks.

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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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