Flexible Schedules Jobs in Chicago, IL

27,634 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.

Maintenance Utility Technician - Entry Level

Company: Kohl's

Location: Ottawa, IL

Posted Jan 21, 2025

A Utility Technician role is available at Kohl's, promoting workplace efficiency and profitability through maintenance, inspection, and repair of facilities, equipment, and machinery. The job involves various tasks such as equipment maintenance, diagnostics, and troubleshooting, with opportunities for growth and development.

Pharmacy Technician

Company: CVS Health

Location: Mattoon, IL

Posted Jan 21, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by a single purpose: 'Bringing our heart to every moment of your health.' The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. Technicians are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. They must comply with all relevant laws and regulations, and complete necessary training and certification requirements.

Cook

Company: Sodexo

Location: Chicago, IL

Posted Jan 21, 2025

Target Security Specialist

Company: Target

Location: Bloomington, IL

Posted Jan 21, 2025

Pharmacy Technician

Company: CVS Health

Location: Springfield, IL

Posted Jan 21, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by a single purpose: 'Bringing our heart to every moment of your health.' The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. Technicians are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. They must complete a rigorous training program and satisfy all registration, licensing, and certification requirements.

STORE LEADER

Company: Kroger

Location: Park Ridge, IL

Posted Jan 21, 2025

The job description involves leading store teams to meet customer expectations for various aspects including cleanliness, freshness, and safety. The role encompasses managing day-to-day operations, training associates, and driving sales and profit results. Key responsibilities include planning and executing merchandising and operational initiatives, achieving sales and profit targets, and ensuring compliance with laws and regulations. The ideal candidate should have a high school diploma or equivalent, 3+ years of relevant experience, and successful completion of a leadership program. Benefits include comprehensive healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and opportunities for growth.

Director of Executive Experiences

Company: ServiceNow

Location: Chicago, IL / Remote

Posted Jan 21, 2025

Environmental Services Attendant

Company: Sodexo

Location: Edwardsville, IL

Posted Jan 21, 2025

Sodexo is seeking an Environmental Services Attendant for the Philips 66 Wood River Refinery. The role involves providing high-quality cleaning services, maintaining a safe and healthy environment, and potentially driving a golf cart or other vehicles. No prior experience is required, and Sodexo offers a flexible work environment, ongoing training, and a comprehensive benefits package including paid time off, medical, dental, vision, tuition reimbursement, and more. Sodexo values diversity and inclusion, fostering an environment where all employees are respected and valued.

Retail Sales Associate

Company: Staples

Location: Naperville, IL

Posted Jan 21, 2025

Staples is hiring Sales Associates immediately, offering competitive compensation based on qualifications and experience. The role involves providing exceptional customer service, helping customers find products, handling returns, and collaborating in a team-oriented retail culture. Benefits include flexible part-time hours, generous paid time off, weekly pay, career growth opportunities, associate discounts, and more. Essential skills include flexibility, customer engagement, teamwork, and physical ability to lift up to 50 pounds. Preferred but not required: retail experience.

Pharmacy Technician

Company: CVS Health

Location: Edwardsville, IL

Posted Jan 21, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by the purpose of 'Bringing our heart to every moment of your health'. The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. Technicians are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. They must comply with all relevant laws and regulations, and complete necessary training and certification requirements.

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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