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.

relocation assistance sign-on bonus health system

Join our established Endocrinology team in South Chicago

Company: Advocate Health

Location: Chicago, Illinois

Posted Apr 27, 2025

View Details Apply on healthecareers.com
per diem contract travel

Travel Nurse RN - Telemetry - $1,856 per week

Company: Zack Group

Location: Chicago, Illinois

Posted Apr 27, 2025

View Details Apply on healthecareers.com
travel pet insurance retirement plan

Travel CT Technologist - $2,326 per week

Company: OneStaff Medical

Location: Chicago, Illinois

Posted Apr 27, 2025

View Details Apply on healthecareers.com

Logistics Customer Service Representative

Company: MSC Mediterranean Shipping Company S.A.

Location: Chicago, IL

Posted Apr 25, 2025

Prolonged periods sitting at a desk and working on a computer. Additionally, maintaining accurate logs of all transactions in the company's systems is crucial…

View Details Apply on SimplyHired

Corporate Analyst-Japanese Bilingual

Company: Pasona N A, Inc.

Location: Chicago, IL

Posted Apr 22, 2025

Provide quality service to the bank’s clients mostly over the telephone and e-mail; working closely with Account Officers in case of complex transactions and…

View Details Apply on SimplyHired
travel life insurance retirement plan

Travel CT Technologist - $2,464 per week

Company: GetMed Staffing, Inc.

Location: Chicago, Illinois

Posted Apr 27, 2025

View Details Apply on healthecareers.com

Customer Service Representative

Company: Avenica

Location: Elmhurst, IL

Posted Apr 24, 2025

Have a valid driver’s license and acceptable driving record. Have 1+ year of customer service experience. Assisting with billing questions, scheduling sales and…

View Details Apply on SimplyHired
staffing agency contract travel

Travel Nurse RN - Interventional Radiology - $2,735 per week

Company: MedPro Healthcare Staffing

Location: Chicago, Illinois

Posted Apr 28, 2025

View Details Apply on healthecareers.com

Solo OTR CDL-A Truck Drivers: $1,000 Sign On Bonus!

Company: U.S. Xpress

Location: Chicago, IL

Posted Apr 25, 2025

Consistent Miles & Freight with this truck driving job. Flex Fleet drivers must live within 250 miles of a U.S. Xpress terminal. Now with $1,000 Sign On Bonus!

View Details Apply on SimplyHired

Corporate Tax Accountant

Company: Expansive

Location: Chicago, IL

Posted Apr 24, 2025

Maintain compliance with all multi-state income and franchise tax requirements, including entity-related taxes as well as payroll / employer / employee-related…

View Details Apply on SimplyHired
travel life insurance retirement plan

Travel Telemetry RN - $1,373 per week

Company: GetMed Staffing, Inc.

Location: Chicago, Illinois

Posted Apr 27, 2025

View Details Apply on healthecareers.com

Retail Sales and Store Support

Company: Jewel Osco

Location: Chicago, IL

Posted Apr 28, 2025

Health and welfare benefits for eligible employees (Medical, Dental, 401k and more!).

View Details Apply on SimplyHired

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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