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.

General Janitor Cleaner

Company: GDI Services Inc US

Location: Glenview, IL

Posted Sep 30, 2025

Must be able to listen to customer requests and follow supervisor instructions. Cleaning of a food manufacturing facility.

Chef Manager

Company: Belmont Village Oak Park

Location: Oak Park, IL

Posted Oct 01, 2025

You will select, train and grow culinary talent within our state-of-the-art kitchen and develop lasting relationships with residents and guests in our…

Investment Data Research Analyst

Company: Morningstar

Location: Chicago, IL

Posted Sep 30, 2025

Communicate data requests to data providers, including all necessary data templates and submission instructions and answering any questions.

Assistant Project Manager - Affordable Housing Construction

Company: Michael Page

Location: Chicago, IL

Posted Oct 01, 2025

Proficiency in Microsoft Office and project management tools. Monitor project progress and report updates. Prepare invoices, estimates, and meeting schedules.

Tax Accountant - 2+ Yrs Paid Tax Experience Required

Company: Intuit

Location: Chicago, IL

Posted Sep 30, 2025

Interact with customers both in-person and through Intuit’s state-of-the-art video communication tools. Minimum of 2 years of paid experience filing 30 or more…

General Labor/Construction

Company: International Leak Detection

Location: Chicago, IL

Posted Sep 30, 2025

Must possess a valid driver’s license with a clean driving record. International Leak Detection is currently seeking mature, responsible field technician…

OTR CDL-A Liquid Bulk Tanker Owner Operator Drivers

Company: Liquid Cargo

Location: East Chicago, IN

Posted Sep 30, 2025

Responsible for transporting liquid bulk products across long distances *OTR, 2-3 weeks out* and *truck must have air compressor and hose rack*.

Facilities Maintenance Technician(WELDER)

Company: Central Transport

Location: Hillside, IL

Posted Sep 30, 2025

*Carpentry *– install floor tiles including ceramic and VCT, repair and hang metal/wood doors, masonry repairs, concrete repairs, drywall, and other trades.

Full Stack Software Developer

Company: Bois D'Arc International

Location: Downers Grove, IL

Posted Sep 30, 2025

The ideal candidate is proficient across the tech stack and capable of building secure, scalable, and user-friendly internal tools that improve business…

Full Stack Software Engineer

Company: Unison Consulting, Inc.

Location: Chicago, IL

Posted Sep 30, 2025

This is a permanent fulltime onsite position (hybrid work environment). Net applications. Our ideal candidate is a highly motivated individual who is looking to…

Customer Service Representative/Check in

Company: Temco Logistics

Location: Northlake, IL

Posted Sep 30, 2025

Answer phone calls and respond to emails promptly, addressing customer questions, concerns, and requests. Ensure customers are satisfied with their delivery and…

Project Manager - Remote - Big Box

Company: Michael Page

Location: Chicago, IL

Posted Oct 01, 2025

Coordinate with stakeholders, contractors, and team members to ensure project objectives are met. Familiarity with project management tools and software.

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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