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.

Handyman/plumber

Company: Premier water and sewer

Location: Chicago, IL

Posted Jun 26, 2025

Utilize tools and equipment safely and effectively to complete repairs. Conduct inspections to identify issues requiring attention or repair.

Manager, Marketing FP&A

Company: PayPal

Location: Chicago, IL

Posted Jun 26, 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…

Presentation Associate, Sr. - Mon - Fri 8:30am-5:30pm

Company: Williams Lea

Location: Chicago, IL

Posted Jun 26, 2025

Able to troubleshoot more complex or advanced tasks, equipment or software concerns on own; understands when to escalate a problem to a supervisory level.

Registered Nurse

Company: Oak Street Health

Location: Chicago, IL

Posted Jun 25, 2025

Active Registered Nurse (RN) Licensure in good standing with the applicable state. Qualified applicants with arrest or conviction records will be considered for…

Sr. Software Engineer

Company: Caterpillar

Location: Chicago, IL

Posted Jun 25, 2025

REQS: This position requires a bachelor’s degree, or foreign equivalent, in Computer Science, Computer Engineering, Performance, Information Management, or a…

Personal Chef (Freelance)

Company: CookinGenie LLC

Location: Chicago, IL

Posted Jun 26, 2025

Flexible Scheduling* – You set your own availability and get bookings that work for you. Showcase Your Talent* – Build your profile to highlight your menus,…

In-Store Product Demonstrator

Company: CDS (Club Demonstration Services)

Location: Chicago, IL

Posted Jun 26, 2025

No prior experience is required as we provide training and team support to help you succeed. Additional hours may be available upon request.

SERVICE NOW ENGINEER - GLOBAL TECHNOLOGY SUPPORT (REMOTE OPPORTUNITY)

Company: Hyatt Corporate Office

Location: Chicago, IL

Posted Jun 26, 2025

Responsible for the design, implementation, and configuration of ServiceNow applications and modules aligned with ITSM processes.

Social Media Manager - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Jun 25, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). Write high-quality answers when given specific prompts.

Registered Nurse

Company: Pearl of Hinsdale

Location: Hinsdale, IL

Posted Jun 25, 2025

Prepare & administer medications as ordered by the physician. Admit, transfer and discharge residents as required. Current Illinois Nursing License (Required).

Utilization Review Nurse

Company: Union Health Service

Location: Chicago, IL

Posted Jun 26, 2025

Active IL RN (Registered Nurse) license / Active LPN (License Practical Nurse). Function in accordance with applicable state, federal laws and regulatory…

Truck Driver US-Canada, with Passport

Company: Pinnacle Transport Group

Location: Chicago, IL

Posted Jun 26, 2025

Six months of previous commercial driving experience is required for all drivers, preferably with vehicles such as box truck, straight truck, bus, semi or…

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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