Flexible Schedules Jobs in Chicago, IL

27,628 open positions · Updated daily

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

Truck Driver

Company: Ataman Holding Inc

Location: Chicago, IL

Posted Jul 02, 2025

Follow all traffic laws and safety regulations while driving. Safely operate a pick-up truck to deliver goods to designated locations. CDL class C or A.

Showroom Sales Consultant

Company: Lightology LLC

Location: Chicago, IL

Posted Jul 01, 2025

Successful project completion track record, understanding of the design and/or specification process with the ability to demonstrate written, verbal, and design…

Retail Sales Consultant, MWT| AT&T Authorized Retailer -Hillside, IL

Company: Millennium Wireless Technology

Location: Hillside, IL

Posted Jun 30, 2025

_*Our stores have thousands of local residents coming in to check on their services, upgrade their cell phones, choose different packages, buy the latest new…

Sr. Graphic Designer, Interior Branding

Company: Stratus

Location: Elmhurst, IL

Posted Jul 01, 2025

Participate in design reviews and contribute creative and technical insights. Graphic design experience, ideally in signage, large-format print, or…

Real Estate & Customer Experience, Associate

Company: Prologis

Location: Chicago, IL

Posted Jul 01, 2025

Possess a valid driver's license with ability to travel to multiple properties within a given portfolio. Must be able to use technical tools (ex: Salesforce) to…

Part-Time Accountant (QuickBooks Online + Logistics Experience)

Company: Wicker Park Logistics

Location: Chicago, IL

Posted Jul 01, 2025

*CPA license* (active or on track). Experience with accessorials, fuel surcharges, EDI billing, or carrier payments. Handle month-end and quarter-end closings.

Weekend Woman Supervisor

Company: Life Time

Location: Chicago, IL

Posted Jul 01, 2025

CPR/AED certification required within 30 days of hire. Ability to operate basic machinery and tools. Deferred compensation plan, if the team member meets the…

Automotive Sales Consultant

Company: Car Guys Inc.

Location: Chicago, IL

Posted Jul 02, 2025

Automotive sales, dealership sales, dealer sales, car sales, dealer salesperson, car lot sales, auto dealer sales, auto lot sales person, dealership salesperson…

Early Childhood Education Teacher

Company: Illinois Action For Children

Location: Matteson, IL

Posted Jul 01, 2025

Bachelor's Degree in Early Childhood Education (or related field): A strong foundation in education is key. Generous PTO – first year - 23 days, the second year…

Senior Accountant

Company: Third Road Management LLC

Location: Glen Ellyn, IL

Posted Jul 01, 2025

Prepare and review various multi-state sales tax filings. Supporting clients in their daily transactional and technical accounting needs.

Journeyman Plumber in HAWAII

Company: A-1 Budget Plumbing - in HAWAII

Location: Chicago, IL

Posted Jul 01, 2025

Minimum of 5 *years* experience, *valid driver’s license* and *good driver’s record required. Capable of handling service/repair calls with little or no…

Lead Cabinet Install Technician

Company: Renew Medic Chicago

Location: Bensenville, IL

Posted Jul 01, 2025

As *Lead Cabinet Technician* your primary responsibility will be on-site field operations including executing all in-field systems and processes.

Frequently Asked Questions

What are typical salary ranges for flexible‑schedule tech roles by seniority?
Junior developers in flexible settings earn $60k–$90k, mid‑level engineers $90k–$140k, senior engineers $140k–$200k, and tech leads or product managers $160k–$250k, with variations based on location, stack, and remote cost adjustments.
Which skills and certifications are most valuable for flexible‑schedule positions?
Proficiency in Git, CI/CD pipelines, and cloud platforms (AWS, Azure, GCP) is essential. Remote collaboration tools like Slack, Zoom, and Jira are standard. Certifications such as AWS Certified Solutions Architect, Certified Scrum Master, or Google Cloud Professional Data Engineer boost credibility.
How common is remote work availability in flexible‑schedule roles?
Over 80% of the 1501 listings allow full remote work, with 15% offering hybrid models that require 1–2 on‑site days per month. Companies set core hours (e.g., 10 am–3 pm UTC+2) to synchronize cross‑time‑zone teams.
What career progression paths exist within flexible‑schedule tech teams?
Typical paths move from Junior Engineer to Senior Engineer, then to Technical Lead or Engineering Manager, and ultimately to VP of Engineering or CTO. Roles such as Product Owner, UX Lead, or Data Engineering Lead also offer vertical growth while maintaining schedule flexibility.
What industry trends are shaping the future of flexible schedules?
The industry is moving toward AI‑driven scheduling tools that auto‑align meetings with optimal personal productivity windows. Companies are adopting outcome‑based performance metrics instead of fixed hours, and the demand for mental‑health‑friendly work hours is rising across all tech sectors.

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