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.

Transporation Security Officer

Company: Department of Homeland Security - Transportation Security Administration

Location: Peoria, IL

Posted Jul 14, 2025

View Details Apply on usajobs.gov

CAD Program Manager

Company: The Container Store Inc.

Location: Elmhurst, IL

Posted Jul 12, 2025

Bachelor's degree in Engineering, Computer Science, or related field. 4-7 years of experience in CAD program management or related field.

View Details Apply on SimplyHired

Business Data Analyst

Company: Ahold Delhaize USA

Location: Chicago, IL

Posted Jul 12, 2025

Takes the initiative to keep both own knowledge of the eCommerce fulfillment space up to date and to maintain an awareness of developments in the retail and IT…

View Details Apply on SimplyHired

Clerk(OA)

Company: Department of Commerce - U.S. Census Bureau

Location: Kendall County, IL

Posted Jul 13, 2025

View Details Apply on usajobs.gov

Public Safety Supervisor (Armed) 3rd Shift

Company: Advocate Aurora Health

Location: Chicago, IL

Posted Jul 12, 2025

A valid driver’s license issued by the Division of Motor Vehicle. Responsible for KRA results; provides input to and implements the budget, administers policies…

View Details Apply on SimplyHired

Senior Brand Manager, Brand Growth & Innovation - Cottonelle®

Company: Kimberly-Clark

Location: Chicago, IL

Posted Jul 13, 2025

Lead portfolio technology mapping and cascade strategy, including business case ownership of big technical bets. Bachelors Degree in Business/Marketing.

View Details Apply on SimplyHired

Residential Lead Painter / Project Manager

Company: Classet

Location: Chicago, IL

Posted Jul 14, 2025

5+ years of management experience in a residential painting, construction, or drywall field. We offer customers everything they need in a painting contractor,…

View Details Apply on SimplyHired

Accountant

Company: Corporate Leadership Center, NFP

Location: Chicago, IL

Posted Jul 14, 2025

Assist with the annual audit, including preparing supporting information, answering questions and reviewing annual reports and Form 990.

View Details Apply on SimplyHired

Registered Nurse- FT/PT PM Shift Only!

Company: Pearl of Montclare

Location: Elmwood Park, IL

Posted Jul 14, 2025

Prepare & administer medications as ordered by the physician. Admit, transfer and discharge residents as required. Join The Pearl of Montclare!

View Details Apply on SimplyHired
relocation assistance full time be or bc

Gastroenterologist Opportunity – Established Group in Chicago

Company: RosmanSearch

Location: Chicago, Illinois

Posted Jul 14, 2025

View Details Apply on healthecareers.com

Executive Chef

Company: Viceroy Chicago

Location: Chicago, IL

Posted Jul 12, 2025

A 2-year, 3-year or 4-year culinary degree and at least 5 years of progressive experience in a hotel or a related field. Coordinate all par stock levels.

View Details Apply on SimplyHired

Executive Sous Chef | Full-Time | McCormick Place Convention Center

Company: Oak View Group

Location: Chicago, IL

Posted Jul 13, 2025

Continually manage, monitor and seek labor efficiencies to reduce costs, improve product output and enhance overall guest experience.

View Details Apply on SimplyHired

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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