Flexible Schedule Jobs in Chicago, IL

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

(USA) Lead Technician, Facility Services, Exterior Services

Company: Walmart

Location: Mattoon, IL

Posted Jan 22, 2025

Walmart is seeking a Lead Technician for Facility Services, Exterior Services. The role involves leading a team of technicians, ensuring exceptional service delivery, and maintaining exterior spaces. Required qualifications include 2+ years of commercial landscaping experience, leadership skills, and a valid driver's license. Preferred qualifications include an associate's degree in horticulture, Spanish proficiency, and relevant certifications. Walmart offers competitive pay, benefits, and education opportunities.

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.

Truck Driver - OTR Regional - SPRING VALLEY, IL

Company: Walmart

Location: Ottawa, IL

Posted Jan 22, 2025

Walmart offers a variety of Class A driving jobs across the nation with a private fleet continuously expanding. Their regional Class A driving jobs are available in over 80 locations, providing security in time off every week. Drivers can earn up to $110,000 in their first year. Benefits include quarterly safety bonuses, annual pay increases, no touch freight deliveries, immediate medical benefit options, dental, vision, pharmacy, and additional life insurance benefit options, 401K retirement plan, and Stock Purchase Program options. Up to 21 days of PTO are provided. Walmart values stability, growth, and pride in their drivers, offering career opportunities within their Supply Chain. Minimum qualifications include a Class A CDL with Hazmat endorsement, 30 months of previous CDL-A experience in the last 48 months, and a safe driving record.

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.

Cashier

Company: Kroger

Location: Southport, IL

Posted Jan 22, 2025

The job description outlines responsibilities for a Cashier/Checker role, emphasizing the importance of creating a positive customer experience, maintaining a clean and safe environment, and adhering to company values. Key tasks include processing transactions efficiently, handling various tenders, controlling loss, reporting discrepancies, and ensuring compliance with food safety regulations. The role also involves reinforcing safety programs, practicing preventive maintenance, and providing excellent customer service. The company, a large grocer with over 2,800 stores, offers comprehensive benefits including healthcare coverage, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and opportunities for growth.

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.

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.

Target Security Specialist

Company: Target

Location: Chicago, IL

Posted Jan 22, 2025

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T1402)

Company: Target

Location: Aurora, IL

Posted Jan 22, 2025

Target offers a Guest Advocate role with a starting hourly rate of $16.00 USD per hour and a pay range of $16.00 USD - $24.00 USD per hour. The role focuses on providing exceptional guest service, engaging with guests, and promoting Target's offerings. Key responsibilities include communicating with guests, resolving concerns, and ensuring a welcoming and efficient shopping experience. Target values a fun, energetic work environment and seeks team members with strong communication skills, a helpful attitude, and the ability to multitask in a fast-paced setting.

Frequently Asked Questions

What are typical salary ranges for Flexible Schedule roles by seniority?
Entry‑level positions pay $60k–$80k annually. Mid‑level engineers and data scientists earn $80k–$120k. Senior roles, including lead architects and senior product managers, range $120k–$180k, while executive‑level talent can command $180k–$250k with bonuses and equity.
What skills and certifications are required for a Flexible Schedule tech career?
Remote collaboration tools (Zoom, Slack) and version control (Git) are essentials. Technical stacks vary: developers need proficiency in JavaScript/TypeScript, Python, or Go; DevOps engineers should master AWS, Terraform, and Kubernetes; data scientists must be fluent in Python, R, SQL, and machine‑learning libraries. Certifications like AWS Certified Solutions Architect, Certified ScrumMaster, or Google Cloud Professional Data Engineer boost credibility.
Is remote work a standard option for Flexible Schedule listings?
Yes—most Flexible Schedule roles are fully remote or offer a hybrid model. Companies provide cloud‑based development environments, VPN access, and asynchronous communication protocols, allowing you to work from any location while staying connected to distributed teams.
What career progression paths exist within Flexible Schedule roles?
Start as a junior engineer or analyst, then advance to senior, team lead, or principal engineer. Product managers move from associate to senior PM, then to director or VP of Product. Technical architects can transition to solutions architect or head of engineering, often with increased ownership of strategy and mentoring.
What industry trends are shaping Flexible Schedule job opportunities?
Hybrid work models are becoming standard, driven by AI‑powered scheduling tools that manage availability across time zones. Remote‑first startups and Fortune 500 firms alike offer flexible hours to attract global talent, boosting demand for digital nomads and professionals seeking work‑life balance.

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