Flexible Hours Jobs in Chicago, IL

39,282 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.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment, Food and Beverage, Style (T1889)

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Target is offering an On-Demand role with a pay range of $17.75 - $26.65 USD per hour. This role is flexible, allowing employees to create their own schedule via the myTime mobile app. The position involves advocating for guest experience, providing excellent service, and engaging with guests to understand their needs. Regular attendance is required, with the option for flexibility in certain circumstances. Successful candidates will undergo a Target Welcome orientation and short-term training. The role involves communicating with guests, solving their concerns, and promoting Target's services and benefits.

Retail Sales Associate (Early Morning) - Gerry Centennial Plaza

Company: Gap Inc.

Location: Aurora, IL

Posted Jan 24, 2025

Old Navy is a fashion retailer that aims to democratize style and make shopping enjoyable. Established in 1994, the company offers high-quality, affordable essentials for the whole family. The role involves providing excellent customer service, product expertise, and promoting brand loyalty. Employees are expected to be communicative, tech-savvy, and problem-solvers, with a focus on continuous improvement. Benefits include a merchandise discount, competitive Paid Time Off, extensive 401(k) plan, and health insurance. Old Navy is committed to diversity and inclusion, recently recognized by Forbes as one of the World's Best Employers and Best Employers for Diversity.

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage , Starbucks) (T0753)

Company: Target

Location: Palatine, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is seeking a General Merchandise Expert. The role involves creating a welcoming experience for guests, ensuring product availability, accurate pricing, and presentation. Responsibilities include executing daily workload, managing inventory, and maintaining a safe, compliant work environment. The ideal candidate should possess a welcoming attitude, communication skills, attention to detail, and ability to work in a fast-paced environment. Target offers training and competitive benefits.

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage , Food Service, Starbucks) (T0732)

Company: Target

Location: Oak Park, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is seeking a General Merchandise Expert. The role involves creating a welcoming experience for guests, ensuring product availability, accurate pricing, and presentation. Responsibilities include executing daily workload, managing inbound, outbound, replenishment, inventory accuracy, and presentation processes. The ideal candidate should possess a welcoming attitude, communication skills, attention to detail, and ability to work in a fast-paced environment. Target offers training and competitive benefits.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T1024)

Company: Target

Location: Villa Park, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $16.50 USD. The role involves providing exceptional guest service, engaging with guests, and promoting Target's services and benefits. The job requires strong communication skills, a welcoming attitude, and the ability to multitask. The position offers opportunities for career growth and development, with a dynamic work environment that values teamwork and guest satisfaction.

Overnight Inbound (Stocking) (T0942)

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is seeking an Inbound Expert. The role involves creating a welcoming experience for guests, stocking and maintaining sales floor inventory, and executing detailed sorting operations. The job requires a welcoming attitude, ability to work in a fast-paced environment, and physical capabilities like lifting up to 44 pounds. Target offers training and competitive benefits.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment, Food and Beverage, Style (T2035)

Company: Target

Location: Tinley Park, IL

Posted Jan 24, 2025

Target offers an On-Demand role with flexible scheduling, allowing employees to work as much or as little as they like. The pay range is $16.75 - $25.15 per hour. Regular attendance is necessary, with a requirement to work at least one shift every 4 weeks. The role involves advocating for guest experience, providing excellent service, and engaging with guests. No two days are the same, with responsibilities including greeting guests, solving concerns, and promoting Target's services and benefits. The job requires strong communication skills, a welcoming attitude, and the ability to work in a fast-paced environment.

Retail Stock Associate - Mellody Farm

Company: Gap Inc.

Location: Vernon Hills, IL

Posted Jan 24, 2025

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3207)

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Target offers flexible on-demand work with a pay range of $17.75 - $26.65 USD per hour. On-demand team members can create their own schedules by picking up shifts via the myTime mobile app. Regular attendance is required, with shifts needed every 4 weeks. The role involves providing exceptional guest service, maintaining store appearance, and handling various tasks such as cashiering, stocking, and price accuracy. Target values team members' growth and offers training. Essential skills include focus in a fast-paced environment, communication, and physical capabilities like lifting up to 44 pounds.

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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