Flexible Schedules Jobs in Chicago, IL

27,635 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.

Retail Print Sales Supervisor

Company: Staples

Location: Ottawa, IL

Posted Jan 13, 2025

The job posting is for a Print Supervisor position at Staples in Ottawa, IL. The role involves directing a team to provide print solutions for customers, driving sales and customer satisfaction, and collaborating in a team-oriented retail culture. The position offers full-time hours, benefits, and a bonus plan.

Solar Sales Representative

Company: Sunrun

Location: Riverwoods, IL

Posted Jan 13, 2025

Sunrun, America's leading home solar and battery provider, is seeking a Solar Sales Specialist. The role involves engaging with potential customers, educating them on solar benefits, and guiding them through the sales process. This position offers uncapped commissions, comprehensive training, and significant career growth opportunities. Sunrun emphasizes a commitment to diversity, inclusion, and belonging, fostering an environment where employees can thrive. The role requires managing a territory, participating in training, lead generation, customer engagement, sales presentations, follow-up, and performance tracking. Qualifications include being 18 or older, having a high school diploma, a valid driver's license, and prior sales experience is preferred. The role offers flexible hours, unlimited earning potential, and various benefits including health insurance, wellbeing program, and retirement savings plan.

Pharmacy Technician

Company: CVS Health

Location: Champaign, IL

Posted Jan 13, 2025

CVS Health emphasizes a heart-centric approach to healthcare, aiming to deliver personalized, convenient, and affordable services. The company's purpose is to bring heart to every moment of health, supported by their Heart At Work Behaviors™. Pharmacy Technicians play a crucial role in achieving this, ensuring smooth pharmacy operations, accurate prescription fulfillment, and exceptional patient experiences. They contribute to a safe, inclusive culture and are required to complete a training program and meet state-specific licensing and certification requirements.

Shift Supervisor Trainee

Company: CVS Health

Location: Marion, IL

Posted Jan 13, 2025

CVS Health emphasizes a heart-centric approach to healthcare, aiming to deliver personal, convenient, and affordable services. The Shift Supervisor Trainee role prepares employees for higher-level supervisory roles, focusing on management, customer service, and key business aspects. Successful trainees can be promoted to Operations Supervisor or Shift Supervisor positions, crucial for store execution, performance, and customer loyalty. The role requires deductive reasoning, communication skills, and flexibility, offering a pay range of $16.00 - $23.00. CVS Health provides comprehensive benefits and well-being programs to its employees.

Fulfillment Operations Team Leader

Company: Target

Location: Deerfield, IL

Posted Jan 13, 2025

Target is offering a competitive pay range of $23.25 - $39.50 per hour, with pay determined by factors like labor markets, education, experience, and certifications. The company provides comprehensive benefits including health insurance, 401(k), employee discount, and various leave options. The role of a Fulfillment Operations Team Leader involves leading a team, managing workload, ensuring accuracy and efficiency in fulfillment processes, and supporting sales growth. Target values a fun and energetic work environment, prioritizing guest service and team leadership. Previous retail experience is preferred but not required.

General Merchandise Team Leader

Company: Target

Location: Palatine, IL

Posted Jan 13, 2025

Target offers a wide range of benefits and competitive pay for its team members. The company values its employees and invests in their well-being, providing comprehensive health benefits, 401(k), employee discounts, and paid time off. Target is a leading retailer with a purpose of helping all families discover the joy of everyday life and caring for its communities.

Shift Supervisor Trainee

Company: CVS Health

Location: Quincy, IL

Posted Jan 13, 2025

CVS Health is offering a Shift Supervisor Trainee position, an entry-level role designed to prepare employees for higher-level supervisory roles. The role involves working effectively with store management and crews, supervising activities, and communicating information. The trainee will also learn about key business aspects and CVS/pharmacy culture. Upon successful completion, they can be considered for Operations Supervisor or Shift Supervisor positions. These roles involve leading store staff, ensuring smooth operations, and maintaining excellent customer service. The job requires deductive reasoning, analytical skills, computer skills, and advanced communication. The pay range is $16.00 - $23.00, with additional benefits including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and more.

Vehicle Condition Assessor

Company: CarMax

Location: Naperville, IL

Posted Jan 13, 2025

The Vehicle Condition Assessor (VCA) position at CarMax involves delivering exceptional customer service by accurately collecting, recording, and communicating information about customer appraisals. The role includes conducting vehicle condition assessments, optioning vehicles, imaging Retail and Wholesale vehicles, completing vehicle secures, and assisting with customer transfers and lot merchandising. The VCA may also perform wholesale auction responsibilities. The job requires multi-tasking in a fast-paced environment, effective communication, and the ability to work in various weather conditions. The hourly rate is $18.70 - $29.90, and full-time associates are entitled to benefits including sick time, vacation time, and holidays.

Cook

Company: Sodexo

Location: Itasca, IL

Posted Jan 13, 2025

Sodexo is seeking a full-time Cook with varying shifts, offering a pay range of $18 to $20 per hour. The role involves preparing and serving nutritious dishes, reducing food waste, and providing excellent customer service. Successful candidates should be team-oriented, adaptable, reliable, and committed to maintaining a healthy/safe working environment. Sodexo provides a flexible work environment, ongoing training, and a comprehensive benefits package including paid time off, medical, dental, vision, tuition reimbursement, and more. The company values diversity and inclusion, fostering an environment where all employees are respected and valued.

Retail Merchandise Associate- Part Time

Company: The TJX Companies, Inc.

Location: Quincy, IL

Posted Jan 13, 2025

TJ Maxx Store 1023 in Quincy, IL is seeking a customer-focused individual to contribute to the growth of their career. The role involves delivering excellent customer service, maintaining a clean store environment, and adhering to operational standards. The company offers a dynamic work environment with opportunities for growth and a comprehensive benefits package. TJ Maxx values diversity and encourages applicants to bring their unique perspectives to work.

Education Consultant I - Chicago, IL

Company: Fidelity Investments

Location: Chicago, IL

Posted Jan 13, 2025

Fidelity Investments is seeking an Education Consultant in Greater Chicago, IL. The role involves delivering live education workshops on financial wellness and planning topics. Key responsibilities include conducting on-site and virtual workshops, partnering with business partners, and applying technology for communication. The ideal candidate should have a Bachelor's degree, 3+ years of financial services experience, Series 7 and 66 licenses, and customer-facing experience. Fidelity offers a flexible work environment, comprehensive benefits, and opportunities for career growth.

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.

Related Pages