Flexible Schedule Jobs in Chicago, IL

34,512 open positions · Updated daily

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.

Maintenance Custodian Associate

Company: Walmart

Location: Quincy, IL

Posted Jan 23, 2025

Sam's Club is seeking a Maintenance Associate to ensure a clean, safe, and positive environment for members and associates. The role involves maintaining parking lots, clean restrooms, and floors, adapting to fast-paced environments, and prioritizing member satisfaction. The job also includes conducting safety sweeps, cleaning all areas of the facility, and ensuring a safe and clean environment by performing maintenance as necessary. Competitive pay, performance-based bonuses, and various benefits are offered, including health, financial, and paid time off benefits. The hourly wage range is $16.00 to $23.00.

PPC Specialist

Company: NinjaHoldings

Location: Chicago, IL

Posted Jan 23, 2025

NinjaHoldings, founded in 2017, is seeking a skilled PPC Specialist to join their dynamic team. The role involves developing, implementing, and optimizing paid advertising strategies across various digital platforms. The ideal candidate should have 3+ years of hands-on experience in PPC campaigns, preferably within the financial services sector. They should possess expertise in platforms like Google Ads, Microsoft Ads, and Facebook Ads Manager, along with strong analytical skills and a deep understanding of CRO principles. The company offers a competitive salary, flexible remote work, and a dynamic startup culture.

Maintenance Custodian Associate

Company: Walmart

Location: Elgin, IL

Posted Jan 23, 2025

Sam's Club is seeking a Maintenance Associate to ensure a clean, safe, and positive environment for members and associates. The role involves maintaining parking lots, clean restrooms, and floors, adapting to fast-paced environments, and prioritizing member satisfaction. The job also includes conducting safety sweeps, cleaning all areas of the facility, and ensuring a safe and clean environment by performing maintenance tasks. Competitive pay, performance-based bonuses, and various benefits are offered, including health, financial, and paid time off benefits. The hourly wage range is $17.00 to $24.00.

Member Frontline Cashier

Company: Walmart

Location: Evergreen Park, IL

Posted Jan 23, 2025

Patient Access Rep

Company: Addison Group

Location: Chicago, IL

Posted Jan 23, 2025

The job posting is for a Patient Access Representative in Chicago, IL, working Monday-Friday from 4 PM to 12 AM. The role involves obtaining insurance verification, authorization, and precertification for physician and hospital services. Responsibilities also include pre-registering and registering patients, entering demographic data, scheduling appointments, and providing high volume patient customer service in a fast-paced environment. The pay range is $16-$18.

Meat Cutter and Wrapper

Company: Walmart

Location: Hickory Hills, IL

Posted Jan 23, 2025

Merchandise and Stocking Associate

Company: Walmart

Location: Addison, IL

Posted Jan 23, 2025

The job description outlines a merchandising & stocking associate role at Sam's Club. The role involves working on your feet, keeping the store neat and organized, and assisting members with their shopping needs. Key responsibilities include moving inventory, unloading trucks, stocking shelves, and maintaining a clean, member-ready area. The position requires thriving in fast-paced environments, prioritizing member satisfaction, and being comfortable with change. The role offers competitive pay, performance-based bonuses, and a range of benefits including health, financial, and time-off benefits. The hourly wage range is $17.00 to $24.00, with potential for premiums based on specific circumstances.

Manager, Information Technology

Company: Caterpillar

Location: Peoria, IL

Posted Jan 23, 2025

Caterpillar Inc. is seeking a Manager of Information Technology to lead a global team of project managers, team leads, architects, and IT analysts. The role involves managing various Center of Expertise (COE) teams, including Robotic Process Automation (RPA), Power Platform, Business Process Automation (BPA), Process Discovery and Mining (PDM), and offshore resources. The candidate will work closely with business units, Group CIO organizations, and other IT organizations to implement business objectives and promote best practices. Key responsibilities include direct management of a global team, planning and managing multiyear budgets, maximizing the value of existing tooling and technology, and leading the enterprise-level low-code/no-code tooling technology vision. The ideal candidate will have a Bachelor's degree in computer science, information systems, or a related field, extensive IT experience, and strong leadership and management skills. Caterpillar offers a total rewards package, including medical, dental, vision, 401K, and potential annual bonuses.

Maintenance Custodian Associate

Company: Walmart

Location: Joliet, IL

Posted Jan 23, 2025

Member Frontline Cashier

Company: Walmart

Location: Addison, IL

Posted Jan 23, 2025

Sam's Club is seeking friendly, multi-tasking individuals to join their team as Member Frontline Cashier Associates. These associates play a crucial role in member satisfaction by greeting, assisting with purchases, maintaining a clean area, and providing exceptional customer service. The job involves fast-paced environments, especially during peak times, and requires standing for long periods. Rewards include competitive pay, performance-based bonuses, and comprehensive benefits such as health, financial, and paid time off benefits. The position also offers opportunities for career growth and education through the Live Better U program.

Digital Tech Support Analyst

Company: Caterpillar

Location: Peoria, IL

Posted Jan 23, 2025

Caterpillar Inc. is seeking a Telematics Product Expert for its digital and technology arm, Cat Digital. The role involves providing worldwide support for the Cat Digital portfolio, managing cases for a seamless customer experience, and serving as a primary point of contact for Tier 1 support. The ideal candidate should have a college degree, technical certification, or equivalent experience, along with at least 2 years of experience in infrastructure system administration or equivalent support work. Strong understanding of telematics systems, engine control panels, and experience with tools like Salesforce and ServiceNow are required. The position offers a competitive salary range of $87,480 - $131,280, along with comprehensive benefits and opportunities for career development. The role can be based out of either the Chicago or Peoria IL offices with a flexible hybrid work environment, and travel up to 10% may be required.

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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