Flexible Hours Jobs in Chicago, IL

39,276 open positions · Updated daily

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

Cloud Infrastructure Architect

Company: Sargent & Lundy

Location: Chicago, IL

Posted Jul 23, 2025

We are seeking a highly experienced and strategic Cloud & Infrastructure Architect to lead the design, governance, and implementation of enterprise-grade cloud…

Senior Manager, Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Jul 23, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Data Analyst - Remote

Company: Guidehealth

Location: Chicago, IL

Posted Jul 23, 2025

Employees provide their own internet connection, capable of conducting video calls on camera and connecting to various internal and external systems.

Software Development Engineer

Company: WEX Inc.

Location: Chicago, IL

Posted Jul 23, 2025

You will be responsible for building and maintaining efficient development pipelines, driving automation, and contributing to scalable deployment strategies.

Customer Service Specialist

Company: Lenova Group, Inc.

Location: Hillside, IL

Posted Jul 23, 2025

Follow up with inbound inquiries daily and develop a working knowledge of accounts. Discuss with customers by telephone or e-mail to provide information about…

Event Chef

Company: Blue Plate Catering

Location: Chicago, IL

Posted Jul 23, 2025

Completion of City of Chicago Department of Public Health Certified Food Service Manager certification preferred, or ability to complete the certification…

Retail Sales Associate

Company: MY WIRELESS IL, INC

Location: Wood Dale, IL

Posted Jul 23, 2025

Experience prospecting through outbound calls. Training and developing your skills to become a top My Wireless Retail Sales Associate, which leads to…

Second Shift Custodian

Company: Elmwood Park Community Unit School District #401

Location: Elmwood Park, IL

Posted Jul 23, 2025

Uses hand tools of trade and related power equipment, including brooms, mops, floor cleaning and waxing machines, vacuum cleaners, snow blowers, shovels, power…

Controller - Chicago, IL - Part-Time

Company: Your Part-Time Controller, LLC

Location: Chicago, IL

Posted Jul 23, 2025

4 WEEKS PAID TIME OFF, generally consisting of 100 hours paid vacation to start with eligibility for additional vacation based on tenure and a minimum 40 hours…

Janitor

Company: The Salvation Army Central Territory

Location: Chicago, IL

Posted Jul 23, 2025

Valid Drivers license and the ability to pass the Salvation Army MVR check. Ability to make minor plumbing, electrical and carpentry repairs.

Second Shift Custodian

Company: Bennett Day School Inc

Location: Chicago, IL

Posted Jul 24, 2025

Bennett Day School is a progressive independent day school looking for passionate educators with an innovative spirit and rich background in learning and school…

Project Manager II - Multifamily Projects

Company: Michael Page

Location: Chicago, IL

Posted Jul 23, 2025

Ability to hire, train, develop and manage a team of Project Managers by providing intentional and proactive leadership. Travel to job site 1-2 days a week.

Frequently Asked Questions

What are typical salary ranges by seniority for flexible hours tech roles?
Entry‑level (0‑2 years) flexible‑hours engineers earn $60k–$80k annually; mid‑level (3‑5 years) range $90k–$120k; senior (5+ years) $130k–$170k, with additional shift bonuses for night or weekend coverage.
What skills and certifications are required for flexible hours positions?
Core programming languages (Python, JavaScript, Go), CI/CD tooling (Jenkins, GitHub Actions), cloud platforms (AWS, Azure, GCP), container orchestration (Kubernetes), infrastructure as code (Terraform), and Agile certifications (Certified Scrum Master, SAFe Agilist). Remote communication proficiency using Slack, Zoom, and Asana is also essential.
Is remote work available for flexible hours roles?
Over 80% of the current listings allow fully remote work, with many offering hybrid models that permit in‑office days on a flexible schedule. Employers often provide stipends for home‑office equipment and support 24‑hour VPN access.
What career progression paths exist in flexible hours tech roles?
A typical path starts with a Junior Engineer or Associate Product Manager, moves to Lead Engineer or Senior Product Owner, then to Engineering Manager or Director of Product, and ultimately to VP or Head of Engineering, each step unlocking higher pay and broader influence over product strategy.
What industry trends are shaping flexible hours tech jobs?
Tech firms are adopting continuous delivery pipelines that require 24/7 monitoring, driving demand for shift‑based DevOps and support roles. AI‑driven scheduling tools are automating shift assignment, and companies are increasingly offering flexible pay bands to retain talent in a competitive market.

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