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.

Chef Manager

Company: Canteen Dining Compass Group USA

Location: Wood Dale, IL

Posted May 14, 2025

Opportunities for professional growth and creative input in menu design and kitchen operations. Leverage digital tools to manage recipes, ordering systems, and…

$40+/Hour-Off-Duty/Retired Law Enforcement Security-Chicago Metro

Company: P4 Security Solutions

Location: Chicago, IL

Posted May 13, 2025

Customer service and front desk reception. Deliver professional and courteous customer service to residents, tenants, employees, students, and guests.

Pastry Chef - The Ritz-Carlton, Chicago

Company: Sage Hospitality

Location: Chicago, IL

Posted May 15, 2025

Schedule and manage the maintenance/sanitation of the kitchen, equipment and related areas to ensure a healthy, safe work environment which meets/exceeds…

Project Manager - Education Construction

Company: Michael Page

Location: Chicago, IL

Posted May 15, 2025

Train and develop the project team. Our client is a design/build developer who specialize in K-12 and healthcare projects including but not limited to…

Merchandise & Gate Worker - New Lenox, IL (Chicagoland Area)

Company: Perfect Game Incorporated - Part Time

Location: Chicago, IL

Posted May 05, 2025

Maintain the commitment to work the full duration of time/event you signed up for. Where you will ensure every customer purchases a. Apparel at all PG Events.

Middle School Mathematics Teacher

Company: ReGeneration Schools

Location: Chicago, IL

Posted May 07, 2025

*Valid PEL or Substitute license preferred (application in process accepted)*. Reflect critically on teaching practice and implement improvement strategies as…

Risk Analytics Data Scientist

Company: PayPal

Location: Chicago, IL

Posted May 15, 2025

A master’s or advanced degree in a quantitative field such as statistics, mathematics, finance, or economics. We enable consumers to exchange funds more safely…

Project Manager

Company: Michael Page

Location: Chicago, IL

Posted May 14, 2025

Bachelors degree in Construction Management or a related field is preferred. Train and develop the Project team and schedule project resources.

Diverse Learner Teachers

Company: ReGeneration Schools

Location: Chicago, IL

Posted May 07, 2025

Reflect critically on teaching practice and implement improvement strategies as needed. By implementing this plan, staff will help the students develop their…

Laser Set-up & Operator

Company: Chicago Metal Fabricators

Location: Elk Grove Village, IL

Posted May 09, 2025

Must be able to inspect laser-cut parts using basic shop math and standard precision measuring tools (calipers, micrometers, height gauges, etc.).

Chicago Tutor/Teacher – All Subjects

Company: Grade Potential Tutoring

Location: Chicago, IL

Posted May 05, 2025

Professional independence – use your own materials and teaching methods. Willing to travel within your preferred local radius to meet the student (typically 5-…

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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