Flexible Hours Jobs in Chicago, IL

39,284 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.

Cyber Systems Operations

Company:

Location: O'Fallon, IL

Posted Jan 23, 2025

Cyber Systems Operations

Company:

Location: Kilbourne, IL

Posted Jan 23, 2025

The Air Force emphasizes the importance of securing advanced computer and software systems, which is the role of Cyber Systems Operations specialists. These experts design, install, and maintain systems to ensure optimal operation and security. They enhance capabilities and provide secure systems. To join the Air Force, one must meet various requirements including educational background, health standards, and ASVAB score requirements. High school seniors can start their application during their junior year.

Management & Sales Training Program

Company:

Location: Ottawa, IL

Posted Jan 23, 2025

RETAIL SALES ASSOCIATE

Company:

Location: Rockford, IL

Posted Jan 23, 2025

Ashley HomeStore is currently hiring Retail Sales Associates. The role involves selling furniture, mattresses, and home decor through excellent customer service. No prior sales experience is necessary, but it's a plus. Top writers can earn over $100,000. The compensation is based on written sales commission with a guaranteed hourly wage, potentially earning up to $100,000 or more. Benefits include generous paid time off, medical, dental, vision, and retirement benefits, and employee purchase discounts. Key responsibilities include assisting customers, demonstrating closing skills, and maintaining a clean working environment. Required skills include basic computer skills, strong communication, and organizational skills.

Management & Sales Training Program (Madison/Rockford)

Company:

Location: Belvidere, IL

Posted Jan 23, 2025

The Sherwin-Williams Management & Sales Training Program is an 18-24 month entry-level position designed to prepare individuals for a Store Management role. The program includes 6-8 weeks of intensive training, followed by a typical 44-hour workweek. Participants will collaborate with store management, oversee a million-dollar business, and learn all aspects of operations, sales, and strategy. The training equips participants with skills for a successful career in management and professional sales, offering limitless career opportunities and leadership development. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Airborne Cryptologic Language Analyst

Company:

Location: Hickory Hills, IL

Posted Jan 23, 2025

Airborne Cryptologic Language Analysts, also known as Airborne Cryptologic Linguists, are crucial in translating intelligence communications intercepted during flight. They use their fluency in foreign languages to analyze messages, providing threat warnings and actionable intelligence for mission planning. This role is vital for ensuring successful missions and the safety of Airmen. To join the Air Force in this role, applicants must meet several requirements including a minimum AFQT Test score of 65, a minimum score of 62 on the Predictive Success Model, successful completion of various courses and tests, and meeting physical standards.

Airborne Cryptologic Language Analyst

Company:

Location: Rock Island, IL

Posted Jan 23, 2025

Airborne Cryptologic Language Analysts are crucial in translating intelligence communications during flight, providing threat warnings and actionable intelligence. They require fluency in foreign languages, successful completion of various courses, and meet specific physical and health standards. High school seniors or diploma holders can apply, with non-graduates needing a minimum AFQT Test score of 65.

Transportation Security Officer

Company:

Location: DeKalb, IL

Posted Jan 23, 2025

Cyber Systems Operations

Company:

Location: Freeport, IL

Posted Jan 23, 2025

The Air Force emphasizes the importance of securing its advanced computer and software systems, which is the responsibility of Cyber Systems Operations specialists. These experts design, install, and maintain systems to ensure optimal performance and security. To join the Air Force, applicants must meet certain requirements including educational qualifications, ASVAB score, completion of specific courses and background investigations, and age restrictions.

Airborne Cryptologic Language Analyst

Company:

Location: Mount Prospect, IL

Posted Jan 23, 2025

Airborne Cryptologic Language Analysts are crucial in translating intelligence communications during flight, providing threat warnings and actionable intelligence. They require fluency in foreign languages, successful completion of various courses, and meet specific physical and health standards. High school seniors or diploma holders can apply, with non-graduates needing a minimum AFQT Test score of 65.

Rehab Nursing Tech I - C. N. A.

Company:

Location: Hoffman Estates, IL

Posted Jan 23, 2025

Cyber Systems Operations

Company:

Location: Galesburg, IL

Posted Jan 23, 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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