Flexible Working Hours Jobs in Chicago, IL

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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.

Sr Data Scientist

Company: PayPal

Location: Chicago, IL

Posted Aug 07, 2025

Overall, this candidate will play a crucial role in shaping credit loss forecasting, ensuring compliance with regulatory requirements, and driving business…

Part Time Program Manager - Des Plaines School District

Company: Right At School

Location: Des Plaines, IL

Posted Aug 06, 2025

Coursework or training in child development and/or related field. Respond promptly to emails, text messages, and inquiries during program hours to ensure…

Sales Associate (Doyen)

Company: CBD Kratom

Location: Chicago, IL

Posted Aug 07, 2025

Doyen (doi'(y)en) - the most respected and prominent person in their field. Demonstrating your passion for driving sales: You use the CBD Kratom Selling…

Residential Construction Foreman and Laborer

Company: Home by Molly Marino and CZ Construction Group

Location: La Grange, IL

Posted Aug 06, 2025

Reliable transportation and a valid driver’s license. Handle *light electrical and plumbing tasks* as needed. You’ll be expected to manage job sites, coordinate…

Operations Team Lead

Company: Hana Center

Location: Chicago, IL

Posted Aug 07, 2025

A valid driver’s license, car, and car insurance. Maintains knowledge of operational trends, best practices, and applicable state and local regulations.

Sales Associate (REG FT)

Company: Warner Bros. Discovery

Location: Chicago, IL

Posted Aug 07, 2025

This role primarily engages with our guests by providing excellent service and addressing their needs to enhance their shopping experience.

Security Operations Center Analyst

Company: iManage

Location: Chicago, IL

Posted Aug 06, 2025

End-user focused experience to investigate security issues and communicate risks clearly with technical and non-technical teams.

Senior Concrete Finisher / Framer / Layout

Company: Ari Walsh

Location: Cicero, IL

Posted Aug 06, 2025

Valid DL with a good driving record. Ability to lift up to 50lbs and be comfortable working in outdoor environments/various weather conditions.

Sales Engineering Director - Modern Infrastructure

Company: Arrow Electronics, Inc.

Location: Itasca, IL

Posted Aug 06, 2025

This team of SEMs and sales engineers provide technical expertise through sales calls, presentations, solution design, product and proof of concept…

PAINTER

Company: Cook County Health & Hospitals System

Location: Chicago, IL

Posted Aug 06, 2025

A copy of a valid State ID Card or Driver’s License which identifies the holder of the ID as a Veteran, may also be attached to the application at time of…

Digital Forensic Analyst I

Company: Contact Government Services, LLC

Location: Chicago, IL

Posted Aug 07, 2025

Experience working with structured data exported from various platforms including analysis, custom scripting, and data manipulation to develop reports for…

IEP Specialist $10,000 Sign on bonus

Company: Specialized Education Services

Location: Chicago, IL

Posted Aug 07, 2025

Collaborate with school teams and families to offer personalized guidance and deliver SESI’s own evidence-based learning and instructional models, as well as…

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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