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.

Senior Rails Developer - Backend Focus (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Feb 03, 2025

Enova International is seeking a Senior Rails Developer with 4+ years of experience in fullstack development. The role involves working on both older and newer applications, contributing to system scalability and resilience, and collaborating with technical and business stakeholders. The company offers competitive compensation, benefits including health, dental, vision insurance, 401k matching, and a roth option, and a range of perks such as hybrid roles, PTO, paid holidays, sabbatical program, summer hours, and paid parental leave. Enova is a values-driven organization committed to making accessible credit for millions, with a focus on inclusion and employee thriving.

Retail Sales Specialist

Company: Staples

Location: Carbondale, IL

Posted Feb 03, 2025

Cashier/Food Service Worker

Company: Sodexo

Location: Rock Island, IL

Posted Feb 03, 2025

Store Manager

Company:

Location: Bloomington, IL

Posted Feb 03, 2025

Pharmacy Technician

Company: CVS Health

Location: Ottawa, IL

Posted Feb 03, 2025

Strategic Account Executive

Company: DoorDash

Location: Chicago, IL

Posted Feb 03, 2025

Creative Director

Company: ServiceNow

Location: Chicago, IL / Remote

Posted Feb 03, 2025

Document Specialist

Company: RWE Clean Energy

Location: Chicago, IL

Posted Feb 03, 2025

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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