Flexible Schedules Jobs in Chicago, IL

27,629 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.

Specialty Sales (Style, Tech, Beauty, Ulta Beauty) (T1176)

Company: Target

Location: Arlington Heights, IL

Posted Jan 22, 2025

Target, a Fortune 50 company, is seeking a Style Consultant. The role involves providing excellent guest service, maintaining a welcoming and organized sales floor, and staying updated on industry trends. Key responsibilities include creating a guest-ready shopping environment, executing visual merchandising, and ensuring product availability. The ideal candidate should have a strong interest in apparel, excellent communication skills, and the ability to work in a fast-paced environment.

Store Executive Intern (Store Leadership Intern)-Broadview, IL (Starting Summer 2025)

Company: Target

Location: North Riverside, IL

Posted Jan 22, 2025

Target is offering a paid 40-hour-per-week Stores Executive Leadership Internship. This program aims to provide a realistic job preview of an Executive Team Leader (ETL) role, teaching skills such as guest service fundamentals, retail business acumen, team management, and business strategy development. Interns will work closely with mentors, learn to lead a team, drive sales, and provide exceptional guest service. The role involves leading daily operations, addressing team member concerns, and participating in developmental activities. Target values leaders who are adaptable, have strong communication skills, and demonstrate a commitment to ethical conduct and safety.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T2896)

Company: Target

Location: Quincy, IL

Posted Jan 22, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $16.25 USD. The pay range is $16.25 USD - $24.40 USD per hour. The role involves providing exceptional guest service, engaging with guests, and promoting Target's services and benefits. Key responsibilities include greeting guests, understanding their needs, assisting with returns, and maintaining a clean work area. Target values team members' growth and offers training. The ideal candidate is energetic, communicative, and comfortable with multi-tasking in a fast-paced environment.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T0842)

Company: Target

Location: Orland Park, IL

Posted Jan 22, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $16.75 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. Target values teamwork, guest satisfaction, and continuous learning. The role is fast-paced, involving tasks like scanning, bagging, and assisting with returns, while maintaining a clean work area.

Specialty Sales (Style, Tech, Beauty) (T1213)

Company: Target

Location: Bolingbrook, IL

Posted Jan 22, 2025

Target, a Fortune 50 company, is seeking a Style Consultant. The role involves providing excellent guest service, maintaining a welcoming and organized sales floor, and staying updated on industry trends. Key responsibilities include creating a guest-ready shopping environment, executing visual merchandising, and ensuring product availability. The ideal candidate should have a strong interest in apparel, excellent communication skills, and the ability to work in a fast-paced environment.

Full-Time Beauty Lead Advisor - Sephora

Company: Kohl's

Location: Tinley Park, IL

Posted Jan 22, 2025

The Beauty Lead Advisor role at Kohl's involves driving sales through a genuine passion for beauty, engaging clients with a consultative approach, and maintaining expert knowledge of top beauty brands. Key responsibilities include building client loyalty, influencing product sales, demonstrating products, executing sales plans, maintaining visual merchandising standards, and ensuring timely sales floor replenishment. The role requires client-facing retail experience, excellent communication skills, and the ability to work flexible hours. Benefits include work-life balance, health & wellness programs, savings & retirement benefits, insurance programs, and support for life events.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment, Food and Beverage, Style (T0957)

Company: Target

Location: Villa Park, IL

Posted Jan 22, 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 $16.50 - $24.75 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.

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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