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.

Senior Systems Engineer – VDI and Virtualization

Company: Interactive Brokers

Location: Chicago, IL

Posted Jan 23, 2025

Interactive Brokers Group Inc, a global financial services company, is seeking a hybrid role for a Global Windows Platform and Services team member. The role involves planning, designing, automating, orchestrating, and implementing VMware and HPE solutions in data centers. The ideal candidate should have extensive experience in designing and implementing virtual desktop environments using industry-standard on-prem and cloud virtualization technologies. They should also have advanced knowledge of VMware Horizon View, vSphere, and high-availability environments, as well as expert understanding of networking concepts, data backup, recovery, and replication. Proficiency in PowerShell, PowerCLI, Python, Terraform, Ansible, and cloud platforms like Azure and AWS is required. The role offers a competitive salary, bonuses, stock grants, retirement plans, health benefits, paid time off, and learning opportunities.

Pharmacy Technician / Pharm Tech Apprenticeship

Company: Walgreens

Location: Alton, IL

Posted Jan 23, 2025

Walgreens is transforming its pharmacy technician roles to a more patient-centric environment. As a Walgreens Pharmacy Technician or Apprentice, you'll interact with customers, develop strong patient relationships, and have access to the latest technology to grow your career. Walgreens offers an 'earn while you learn' Pharmacy Technician Training Program, recognized by ASHP and the Department of Labor, which guides you towards becoming a PTCB Certified Pharmacy Technician. The role involves assisting pharmacists, using pharmacy systems, maintaining customer service, and participating in inventory management. Fluency in English, good math and computer skills, and preferably prior retail or Walgreens experience are required. PTCB certification is preferred but not mandatory.

Airborne Cryptologic Language Analyst

Company:

Location: Aurora, 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.

Sales Representative

Company: Sysco

Location: Springfield, IL

Posted Jan 23, 2025

Customer Service - Donor Support Technician

Company: CSL

Location: Gurnee, IL

Posted Jan 23, 2025

The job involves preparing the donor and equipment for the pheresis process, monitoring the donor and process, responding to alarms, recording incidents using a PDA, maintaining a clean work environment, and ensuring accurate data recording. The role requires a high school diploma, at least 3 months of relevant work experience, and the ability to perform basic math calculations. The work environment is fast-paced, with occasional lifting of up to 25 pounds. Benefits include health care options, life insurance, disability coverage, a 401(k) program, PTO, and paid holidays. CSL Plasma is a global organization committed to collecting human plasma for those with rare and serious diseases.

Certified Pharmacy Technician

Company: Walgreens

Location: Chicago, IL

Posted Jan 23, 2025

Airborne Cryptologic Language Analyst

Company:

Location: Sterling, IL

Posted Jan 23, 2025

CDL A Local Delivery Driver- Freeport

Company: Sysco

Location: Freeport, IL

Posted Jan 23, 2025

Sysco Baraboo, LLC is seeking full-time CDL A Delivery Truck Drivers. The role involves safely operating a tractor-trailer and manually delivering various products to customer locations. Drivers build relationships with customers and are expected to be flexible for overtime, weekends, and holidays. Benefits include excellent pay, paid vacation, ongoing training, career growth opportunities, comprehensive healthcare, and retirement benefits. Sysco is the global leader in foodservice distribution with over 71,000 colleagues and 333 distribution facilities worldwide.

Cyber Systems Operations

Company:

Location: Jacksonville, IL

Posted Jan 23, 2025

Stock Associate - The Cosmetics Company Store - 20 Hrs - Chicago Premium Outlets - Aurora, IL

Company: ELC Beauty

Location: Aurora, IL

Posted Jan 23, 2025

The Stock Associate role involves managing stock, maintaining a clean and organized stock room, and ensuring operational effectiveness. The position offers progressive career opportunities, competitive remuneration, and benefits. Previous stock management experience, excellent communication skills, and strong organizational skills are preferred. The role involves working various hours including weekends and special events. The Estée Lauder Companies is an equal opportunity employer.

Cyber Systems Operations

Company:

Location: Rock Island, 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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