Flexible Schedules Jobs in Chicago, IL

27,628 open positions · Updated daily

Looking for Flexible Schedules jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Schedules position in the Chicago, IL area.

Shift Lead

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 2025

The job involves managing store operations, including opening and closing, cash handling, inventory management, and customer service. Key responsibilities include engaging customers, resolving issues, coaching team members, maintaining store cleanliness, and ensuring compliance with regulations. The role requires leadership experience, fluency in English, and flexibility for various shifts. Preferred qualifications include knowledge of store inventory control and pharmacy certification.

Pharmacy Technician

Company: Walgreens

Location: Bolingbrook, IL

Posted Jan 24, 2025

Pharmacy Customer Service Associate

Company: Walgreens

Location: Vernon Hills, IL

Posted Jan 24, 2025

The job description involves delivering a distinctive and delightful customer experience, including greeting customers, offering assistance, resolving issues, and ensuring positive interactions. The role also includes operating a cash register, processing prescriptions under pharmacist supervision, maintaining store cleanliness, and handling inventory. The employee is expected to adhere to company policies, maintain knowledge of healthcare and pharmacy, and complete necessary training and certifications. Fluency in English, flexibility for various shifts, and good math and computer skills are preferred.

Pharmacy Customer Service Associate

Company: Walgreens

Location: Rockford, IL

Posted Jan 24, 2025

The role involves delivering a distinctive and delightful customer experience by engaging with customers, resolving issues, and providing efficient service. This includes registering sales, processing prescriptions under pharmacist supervision, maintaining store cleanliness, and assisting with inventory management. The position also requires knowledge of store systems, equipment, and adherence to company policies. PTCB certification is preferred but not mandatory. The role is open to applicants with diverse backgrounds, including those with arrest and conviction records, in compliance with the San Francisco Fair Chance Ordinance.

Veterinarian

Company: Banfield Pet Hospital

Location: Mount Prospect, IL

Posted Jan 24, 2025

Customer Service Associate

Company: Walgreens

Location: Lincolnshire, IL

Posted Jan 24, 2025

Target Security Specialist

Company: Target

Location: Crestwood, IL

Posted Jan 24, 2025

Target is offering a job for a Security Specialist with a starting hourly rate of $19.75 USD. The role involves ensuring guest and team safety, crisis response, and preventing theft. The job requires skills in intelligence-led tactics, de-escalation, and use of Target's video surveillance system. The company values teamwork, providing meaningful experiences, and ethical conduct. The ideal candidate should be at least 18, have a high school diploma, and be comfortable with physical tasks like lifting and climbing.

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage ) (T0894)

Company: Target

Location: Joliet, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is offering a General Merchandise Expert position with a starting hourly rate of $16.50 USD. The role involves creating a welcoming experience for guests, ensuring product availability, and maintaining accurate pricing and signing. The team leads inbound, outbound, replenishment, inventory accuracy, presentation, pricing, and promotional signing processes. Target values team members' growth and offers opportunities for skill development. The job requires a welcoming attitude, ability to communicate on multiple frequency devices, and handle merchandise efficiently.

Customer Service Associate

Company: Walgreens

Location: Romeoville, IL

Posted Jan 24, 2025

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage ) (T0868)

Company: Target

Location: Crestwood, 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. The team leads inbound, outbound, replenishment, inventory accuracy, and promotional signing processes. The job requires knowledge of guest service fundamentals, retail business, and operational procedures. Key responsibilities include engaging with guests, maintaining GM areas, executing workload, and ensuring safety and compliance. Target offers training and competitive benefits.

Frequently Asked Questions

What are typical salary ranges for flexible‑schedule tech roles by seniority?
Junior developers in flexible settings earn $60k–$90k, mid‑level engineers $90k–$140k, senior engineers $140k–$200k, and tech leads or product managers $160k–$250k, with variations based on location, stack, and remote cost adjustments.
Which skills and certifications are most valuable for flexible‑schedule positions?
Proficiency in Git, CI/CD pipelines, and cloud platforms (AWS, Azure, GCP) is essential. Remote collaboration tools like Slack, Zoom, and Jira are standard. Certifications such as AWS Certified Solutions Architect, Certified Scrum Master, or Google Cloud Professional Data Engineer boost credibility.
How common is remote work availability in flexible‑schedule roles?
Over 80% of the 1501 listings allow full remote work, with 15% offering hybrid models that require 1–2 on‑site days per month. Companies set core hours (e.g., 10 am–3 pm UTC+2) to synchronize cross‑time‑zone teams.
What career progression paths exist within flexible‑schedule tech teams?
Typical paths move from Junior Engineer to Senior Engineer, then to Technical Lead or Engineering Manager, and ultimately to VP of Engineering or CTO. Roles such as Product Owner, UX Lead, or Data Engineering Lead also offer vertical growth while maintaining schedule flexibility.
What industry trends are shaping the future of flexible schedules?
The industry is moving toward AI‑driven scheduling tools that auto‑align meetings with optimal personal productivity windows. Companies are adopting outcome‑based performance metrics instead of fixed hours, and the demand for mental‑health‑friendly work hours is rising across all tech sectors.

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