Flexible Working Hours Jobs in Chicago, IL

63,137 open positions · Updated daily

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

Electrician

Company: Four Seasons Heating And Air Conditioning Llc

Location: Bridgeview, IL

Posted Jul 30, 2025

Requirements: Minimum of 3 years of electrical experience required; should be adept in residential service upgrades and generator installs, as well as have…

Enterprise Product Risk Lifecycle Analyst

Company: paypal

Location: Chicago, IL

Posted Jul 30, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Licensed Customer Service Representative- Insurance Agency

Company: Allstate Insurance - Jackson and Associate Agency

Location: Chicago, IL

Posted Jul 30, 2025

Utilize agency tools and technology to track customer interactions and follow-ups. *Hands-On Training & Licensing Support* (if not already licensed).

Machine Operator 1st and 2nd Shift

Company: JobSquad Staffing Solutions

Location: Stone Park, IL

Posted Jul 30, 2025

Responsible for manufacturing, distributing and consistently maintaining safe and quality food by following good manufacturing practices, allergen controls,…

Special EDU Teacher

Company: Kaleidoscope Education Solutions

Location: Chicago, IL

Posted Jul 30, 2025

Bachelor's degree in Special Education or related field. Your own personal connection in our office whenever you need support or have questions!

Enterprise Product Risk Lifecycle Analyst

Company: PayPal

Location: Chicago, IL

Posted Jul 31, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Customer Service Coordinator - Level 2

Company: AVLON INDUSTRIES

Location: Melrose Park, IL

Posted Jul 30, 2025

Associate or bachelor’s degree or equivalent experience. Customer service : 2 years (Required). 2-4 years of experience in customer service, order processing,…

1st shift Electrician

Company: JobSquad Staffing Solutions

Location: Berwyn, IL

Posted Jul 30, 2025

Maintain, troubleshoot, and repair electrical and mechanical equipment, including motors, conveyors, PLCs, and control systems.

Residential Security Officer MPP

Company: Securatex

Location: Chicago, IL

Posted Jul 30, 2025

The ideal candidate will be experienced in security operations, have strong communication skills, and be able to handle various tasks such as package management…

Officer (8AM-4PM Shift)

Company: Art Institute of Chicago

Location: Chicago, IL

Posted Jul 31, 2025

Works regularly in all Control areas; inspects parcels, issues keys, visitor and contractor management, answering radio traffic and telephones, etc.

Welder (Madison) 2nd Shift

Company: Hydro, Inc.

Location: Chicago, IL

Posted Jul 30, 2025

Welding certification in 6g, a plus. You will be responsible for setting up and operating a variety of welding equipment, including an electric-welding…

Manager, Customer Success

Company: Intercom

Location: Chicago, IL

Posted Jul 30, 2025

You will internally influence cross-functional partners to ensure we are driving positive customer outcomes. 2+ years of experience in a leadership role within…

Frequently Asked Questions

What are typical salary ranges by seniority for Flexible Working Hours roles?
Junior (0‑2 years) usually earn $25‑$35 per hour ($52k‑$73k annually). Mid‑level (2‑5 years) ranges $35‑$50/hr ($72k‑$104k). Senior (5+ years) can command $50‑$70/hr ($104k‑$145k). These figures reflect hourly rates for contractors and full‑time roles with flexible scheduling across tech sectors.
What skills and certifications are required for Flexible Working Hours positions?
Key skills: Agile/Scrum methodology, remote collaboration via Jira/Confluence, version control (Git), CI/CD, cloud platforms (AWS, GCP, Azure), containerization (Docker, Kubernetes). Certifications: AWS Certified Solutions Architect, Certified Scrum Master, Google Professional Data Engineer, Microsoft Certified: Azure DevOps Engineer Expert.
Is remote work available for Flexible Working Hours jobs?
Most listings allow 100% remote or hybrid; a typical company offers 3‑5 remote days per week and flexible start/end times. Some roles even enable work from any location with VPN access and cloud‑based dev environments.
What are the career progression paths in Flexible Working Hours roles?
Contractor → Full‑time → Team Lead → Engineering Manager → Director of Engineering. Alternatively, a junior engineer can climb from junior to senior, then to staff or principal roles, often while maintaining flexible schedules. Upskilling in cloud, AI, or product strategy unlocks higher‑level opportunities.
What industry trends affect Flexible Working Hours?
The shift to outcome‑based performance, AI‑driven task management, and continuous delivery pipelines fuels demand for flexible schedules. Companies adopt time‑boxing, flexible sprint lengths, and asynchronous communication to reduce time‑zone friction. As a result, flexible working hours are becoming standard in tech, especially in software, data science, and product teams.

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