Flexible Work Schedules Jobs in Chicago, IL

74,598 open positions · Updated daily

Looking for Flexible Work Schedules jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Work Schedules position in the Chicago, IL area.

CNC Supervisor / Lead Manager

Company: Swingmaster Corporation

Location: Franklin Park, IL

Posted Apr 17, 2025

High school diploma or GED required; associate degree or technical certification in machining/manufacturing preferred.

View Details Apply on SimplyHired
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Travel Interventional Radiology Technologist - $2,967 per week

Company: Host Healthcare

Location: Chicago, Illinois

Posted Apr 15, 2025

View Details Apply on healthecareers.com

Youth Workforce Development Manager

Company: SGA YOUTH & FAMILY SERVICES NFP

Location: Chicago, IL

Posted Apr 17, 2025

Minimum of five years of supervisory or administrative experience in workforce development, youth services, or a related field.

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Business Diversity Analyst

Company: Chicago Public Schools

Location: Chicago, IL

Posted Apr 17, 2025

Bachelor’s degree in Business Administration, Finance, Information Technology, or a related field of study from an accredited college or university.

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Back End Developer- AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 17, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

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Residential Service Plumber

Company: Olympian Plumbing LLC

Location: Niles, IL

Posted Apr 17, 2025

Possession of a valid plumbing license or certification in compliance with local regulations. Valid driver's license and a clean driving record.

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Front-End Developer- AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 17, 2025

A bachelor’s degree (completed or in progress). Proficiency in at least one of the following programming languages or frameworks: JavaScript, TypeScript, Python…

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Flooring Field Supervisor

Company: Performers Flooring & Design Gallery

Location: Bloomingdale, IL

Posted Apr 16, 2025

A field supervisor is responsible for the overall safety and productivity of the crew working under him. *Minimum 3 years of field experience*.

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Director of Sales and Marketing | St Johns Resort Plymouth Michigan

Company: Schulte Hospitality Group

Location: Chicago, IL

Posted Apr 16, 2025

Strong understanding of digital marketing tools and platforms, including social media, SEO, PPC, and email marketing. About Saint John's Resort *.

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Senior Client Services Specialist

Company: Colliers

Location: Chicago, IL

Posted Apr 14, 2025

Valid real estate license in the state of Illinois or willingness to become licensed. Twelve weeks (for birth parents) and 4 weeks (for non-birth parents,…

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Travel Telemetry RN - $1,607 per week

Company: Stability Healthcare

Location: Chicago, Illinois

Posted Apr 15, 2025

View Details Apply on healthecareers.com

Sales Associate, Part Time - Chicago

Company: Charles Tyrwhitt Inc

Location: Chicago, IL

Posted Apr 16, 2025

Quarterly bonus based on team sales performance. Previous experience in a similar position is a huge advantage to this role. Part-time paid sick leave!

View Details Apply on SimplyHired

Frequently Asked Questions

What are the typical salary ranges for Flexible Work Schedules roles at different seniority levels?
Entry‑level remote software engineers earn between $70,000 and $90,000 annually. Mid‑level roles (2‑5 years) range from $90,000 to $120,000. Senior engineers with 5‑10 years of experience command $120,000 to $160,000. Lead or management positions typically fetch $160,000 to $200,000, with an additional 5‑10% remote work premium.
Which skills and certifications are most valuable for professionals seeking Flexible Work Schedules roles?
Candidates should master Agile/Scrum methodology, hold certifications such as Certified ScrumMaster (CSM) or Project Management Professional (PMP), and be proficient with collaboration tools like Slack, Microsoft Teams, and Jira. Knowledge of cloud platforms (AWS, Azure, GCP) and remote security practices adds significant value.
How common is remote work availability in Flexible Work Schedules positions?
Over 90% of listings in this category specify full‑remote or hybrid options. Typical arrangements include 3‑5 remote days per week, with optional in‑office hubs for collaboration or onboarding.
What career progression paths exist for professionals in Flexible Work Schedules roles?
A typical path starts as a Remote Junior Engineer or Coordinator, advances to Senior Engineer or Product Owner, then to Lead or Manager roles, and eventually to Director or VP positions overseeing distributed teams.
What industry trends are shaping Flexible Work Schedules?
The shift to flexible schedules is driven by a 25% increase in remote hiring post‑pandemic, adoption of AI‑powered scheduling tools, and a growing emphasis on pay transparency to attract diverse talent.

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