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.

Shift Supervisor Trainee

Company: CVS Health

Location: Godfrey, IL

Posted Jan 23, 2025

PPC Specialist

Company: NinjaHoldings

Location: Chicago, IL

Posted Jan 23, 2025

NinjaHoldings, founded in 2017, is seeking a skilled PPC Specialist to join their dynamic team. The role involves developing, implementing, and optimizing paid advertising strategies across various digital platforms. The ideal candidate should have 3+ years of hands-on experience in PPC campaigns, preferably within the financial services sector. They should possess expertise in platforms like Google Ads, Microsoft Ads, and Facebook Ads Manager, along with strong analytical skills and a deep understanding of CRO principles. The company offers a competitive salary, flexible remote work, and a dynamic startup culture.

Pharmacy Technician

Company: CVS Health

Location: Rockton, IL

Posted Jan 23, 2025

Meat Cutter and Wrapper

Company: Walmart

Location: Hickory Hills, IL

Posted Jan 23, 2025

Manager, Information Technology

Company: Caterpillar

Location: Peoria, IL

Posted Jan 23, 2025

Caterpillar Inc. is seeking a Manager of Information Technology to lead a global team of project managers, team leads, architects, and IT analysts. The role involves managing various Center of Expertise (COE) teams, including Robotic Process Automation (RPA), Power Platform, Business Process Automation (BPA), Process Discovery and Mining (PDM), and offshore resources. The candidate will work closely with business units, Group CIO organizations, and other IT organizations to implement business objectives and promote best practices. Key responsibilities include direct management of a global team, planning and managing multiyear budgets, maximizing the value of existing tooling and technology, and leading the enterprise-level low-code/no-code tooling technology vision. The ideal candidate will have a Bachelor's degree in computer science, information systems, or a related field, extensive IT experience, and strong leadership and management skills. Caterpillar offers a total rewards package, including medical, dental, vision, 401K, and potential annual bonuses.

LP Customer Service Associate II

Company: The TJX Companies, Inc.

Location: Rockford, IL

Posted Jan 23, 2025

The text describes a job opportunity at Marshalls, a retail store known for its ever-changing assortment of brands. The role involves acting as a visual deterrent to prevent potential loss, ensuring a positive customer experience, and maintaining a strong partnership with store teams and loss prevention. The company culture is described as exciting, with opportunities for career growth and a range of benefits including discounts, health insurance, and retirement plans. The job requires strong communication skills, the ability to work independently, and prior retail or security experience. The company values diversity and inclusivity, considering all applicants without discrimination.

Maintenance Utility Technician - Entry Level

Company: Kohl's

Location: Ottawa, IL

Posted Jan 23, 2025

The job posting is for a Utility Technician role at Kohl's, working Monday through Friday from 4p to 2a. The role involves maintaining and repairing equipment and machinery, monitoring and stocking as needed, completing daily cleaning checklists, performing diagnostics, troubleshooting, and operating power equipment. Additional responsibilities include assisting with repairs, preventative maintenance, and minor projects, as well as handling tasks like painting, changing light bulbs, and removing trash. The required skills include basic mechanical aptitude. Kohl's offers a range of benefits including work-life balance, health & wellness programs, savings & retirement benefits, insurance programs, and assistance for life events. The pay range is $18.05 - $23.45.

Staff Pharmacist

Company: CVS Health

Location: Marion, IL

Posted Jan 23, 2025

Digital Tech Support Analyst

Company: Caterpillar

Location: Peoria, IL

Posted Jan 23, 2025

Caterpillar Inc. is seeking a Telematics Product Expert for its digital and technology arm, Cat Digital. The role involves providing worldwide support for the Cat Digital portfolio, managing cases for a seamless customer experience, and serving as a primary point of contact for Tier 1 support. The ideal candidate should have a college degree, technical certification, or equivalent experience, along with at least 2 years of experience in infrastructure system administration or equivalent support work. Strong understanding of telematics systems, engine control panels, and experience with tools like Salesforce and ServiceNow are required. The position offers a competitive salary range of $87,480 - $131,280, along with comprehensive benefits and opportunities for career development. The role can be based out of either the Chicago or Peoria IL offices with a flexible hybrid work environment, and travel up to 10% may be required.

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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