Flexible Schedules Jobs in Chicago, IL

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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.

Certified Pharmacy Technician, Micro-Fulfillment Center

Company: Walgreens

Location: Bolingbrook, IL

Posted Jan 22, 2025

The job involves performing data entry and patient registration, resolving third-party rejects, and handling high-volume customer inquiries. Responsibilities include using pharmacy systems, operating automated machinery, and maintaining a clean work area. The role requires an active technician license or certification within the first 90 days. Walgreens, part of Walgreens Boots Alliance, is an equal opportunity employer offering competitive pay and an omnichannel experience.

Manager, Program Management Office

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 22, 2025

McDonald's is implementing a new growth strategy, 'Accelerating the Arches', focusing on enhancing the customer experience through Delivery, Digital, and Drive-Thru services. The company is investing in technology innovation, including AI, IoT, and edge computing, to improve efficiency and customer satisfaction. The role involves managing and collaborating with support teams for security services, ensuring reliable and efficient operation. The Manager of Program Management Office (PMO) will lead complex, multifunctional projects using various development methods, managing project plans, changes, and performance. The ideal candidate should have 45 years of experience, including corporate and global project management with a Loyalty focus, and expertise in Technical Project Management tools and processes.

Pharmacy Technician

Company: CVS Health

Location: Mount Vernon, IL

Posted Jan 22, 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. They are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. The role involves completing basic inventory activities, delivering additional health care services, and adhering to all relevant laws and regulations.

Pharmacy Cashier

Company: Walgreens

Location: Chicago, IL

Posted Jan 22, 2025

The role involves delivering a distinctive and delightful customer experience, including greeting customers, offering assistance, resolving issues, and sharing best practices. The individual operates cash registers, processes transactions, and maintains store cleanliness and merchandise. They also handle pharmacy systems, ensure compliance with regulations, and construct store displays. Fluency in English and flexibility for various shifts are required. Prior retail experience is preferred.

PT Support Associate-1

Company: Tory Burch

Location: Rosemont, IL

Posted Jan 22, 2025

Tory Burch is an American luxury lifestyle brand, established in 2004, known for its casual elegance in ready-to-wear, handbags, footwear, accessories, jewelry, home, and beauty. The company empowers women, reflected in its collections and culture, and through the Tory Burch Foundation. It offers a supportive work environment, competitive pay, and benefits focusing on overall well-being. The role involves multi-tasking in a fast-paced retail environment, with opportunities for growth and learning. The company values adaptability, entrepreneurship, collaboration, and client focus.

Registered Nurse

Company: DaVita

Location: Rock Island, IL

Posted Jan 22, 2025

DaVita is seeking a Nurse to give life in an outpatient dialysis center. The role involves delivering care in an empathetic and compassionate way, building meaningful relationships with patients and their families, and working in a fast-paced environment. DaVita offers a competitive total rewards package, including a 401k match, healthcare coverage, and other benefits.

Manager Operations Excellence (Domain Automation)- Technology Engagement Led (BEL), Enterprise Products and Platforms (EPP)

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 22, 2025

McDonald's is accelerating its growth strategy, focusing on Delivery, Digital, and Drive-Thru. The company aims to leverage AI, robotics, and emerging tech to digitize the Golden Arches and enhance customer experience. The role in question is part of the Global Technology Enterprise Products & Platforms EPP Team, focusing on Operations Excellence Domain Automation Technology Engagement Lead (TEL). The TEL will work on product strategy, process optimization, requirement gathering, cross-functional collaboration, stakeholder communication, market analysis, metrics tracking, project closure, continuous improvement, and feedback. The ideal candidate should have 8+ years of experience in intelligent automation, a degree in business, computer science, engineering, or related discipline, and strong leadership, communication, and innovation skills.

Emerging Store Manager

Company: Walgreens

Location: West Dundee, IL

Posted Jan 22, 2025

The role involves supervising customer service associates and designated hitters, managing the front end of the store, and making recommendations for overall operations. The individual is responsible for supporting the Store Manager in achieving company deliverables, managing store team members, and ensuring proper merchandising, protection of store assets, and improving store sales and profitability. They lead and manage store team members, including recruitment, hiring, performance management, and discipline. The role also involves engaging customers and patients, resolving complaints, and improving customer service metrics. Operations management includes supervising store activities, collaborating with external partners, and managing cash, inventory, and bookkeeping. The individual is accountable for business performance management, people and performance management, and training & personal development. They communicate regularly with team members and assist in planning and communicating company strategy.

Retail Department Supervisor Part time

Company: The TJX Companies, Inc.

Location: Bloomington, IL

Posted Jan 22, 2025

TJ Maxx Store 0636 in Bloomington, IL is seeking a customer service-oriented individual to lead a team of associates. The role involves promoting an excellent customer experience, overseeing front-of-store operations, and ensuring a clean, organized store. The successful candidate will have strong communication skills, be able to multi-task, and have at least 1 year of retail experience and 6 months of leadership experience. Benefits include an associate discount, 401(k) contributions, and various discounts on insurance, cell phones, and pet care. The position offers a starting pay range of $16.00 to $16.50 per hour. TJ Maxx values diversity and encourages applicants to bring their unique perspectives to work.

Maintenance Utility Technician - Entry Level

Company: Kohl's

Location: Ottawa, IL

Posted Jan 22, 2025

The job posting is for a Utility Technician role at Kohl's, working Monday through Friday from 4p to 2a. The role involves maintaining and repairing equipment and machinery, monitoring and stocking as needed, completing daily cleaning checklists, performing diagnostics, troubleshooting, and operating power equipment. Additional responsibilities include assisting with repairs, preventative maintenance, and minor projects, as well as handling tasks like painting, changing light bulbs, and removing trash. The required skills include basic mechanical aptitude. Kohl's offers a range of benefits including work-life balance, health & wellness programs, savings & retirement benefits, insurance programs, and assistance for life events. The pay range is $18.05 - $23.45.

Target Security Specialist

Company: Target

Location: Chicago, IL

Posted Jan 22, 2025

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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