Flexible Schedule Jobs in Chicago, IL

34,509 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: Decatur, IL

Posted Jan 24, 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, and maintaining chemical supplies. Competitive pay, bonuses, and extensive benefits are offered, including health, financial, and time-off benefits. The hourly wage range is $16.00 to $23.00.

Merchandise and Stocking Associate

Company: Walmart

Location: Evanston, IL

Posted Jan 24, 2025

Principal Partner Account Manager, Heartland Region

Company: Cloudflare

Location: Chicago, IL

Posted Jan 24, 2025

Cloudflare, a leading company in the Internet infrastructure sector, is seeking a seasoned partner sales professional for its Chicago office. The role involves building and managing a network of resellers and systems integrators to expand the company's sales reach. The ideal candidate should have extensive experience in software/SaaS/security sales and channel management, with a proven track record in developing a partner ecosystem. The position offers a competitive salary, incentive compensation, and equity participation. Cloudflare is known for its commitment to protecting the free and open Internet, offering initiatives like Project Galileo and 1.1.1.1, and is an equal opportunity employer.

STR MGMT/REPLENISHMENT MGR

Company: Kroger

Location: Chicago, IL

Posted Jan 24, 2025

Mariano's, now part of The Kroger Company, operates over 40 stores in the Chicago Metro area. They emphasize their commitment to food, people, and community, aiming to 'Feed the Human Spirit'. The company values its employees, offering comprehensive benefits including healthcare, flexible scheduling, emotional and financial support, discounts, tuition reimbursement, and growth opportunities. They encourage caring, purpose-driven individuals to apply.

Member Assist Cart Attendant

Company: Walmart

Location: Decatur, IL

Posted Jan 24, 2025

Sam's Club is seeking dedicated individuals to join their team as Member Assist - Cart Attendants. The role involves ensuring a positive shopping experience for members, from helping with purchases and loading vehicles to maintaining a clean and organized parking lot. Key responsibilities include thriving in fast-paced environments, prioritizing member satisfaction, and solving problems to ensure tasks are completed with excellence. The position offers competitive pay, performance-based bonuses, and a range of benefits including health, financial, and time-off benefits. Sam's Club also provides education benefits through Live Better U program.

Shift Supervisor Trainee

Company: CVS Health

Location: Rockford, IL

Posted Jan 24, 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 ensuring smooth store operations. The company emphasizes a human-centric approach to healthcare, focusing on personal, convenient, and affordable solutions. Successful completion of the training program leads to eligibility for Operations Supervisor or Shift Supervisor positions, which involve leading store staff, driving store execution, and building customer loyalty through excellent service. The role requires deductive reasoning, analytical skills, and computer skills, with a flexible schedule including early mornings, overnight, and weekend shifts. Benefits include medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and PTO.

Freezer, Cooler and Deli Stocker Associate

Company: Walmart

Location: Decatur, IL

Posted Jan 24, 2025

Sam's Club is seeking a freezer, cooler, and deli stocker. The role involves stocking shelves, maintaining cleanliness, ensuring product quality, and providing excellent customer service. The successful candidate will prioritize member satisfaction, be a problem solver, and adapt well to changes. Benefits include competitive pay, health benefits, 401(k), and various other perks. The hourly wage range is $16.00 to $23.00.

Maintenance Utility Technician - Entry Level

Company: Kohl's

Location: Ottawa, IL

Posted Jan 24, 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.

Pharmacy Technician

Company: CVS Health

Location: Chicago, IL

Posted Jan 24, 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.

Physical Therapist (PT) - Home Health

Company:

Location: Decatur, IL

Posted Jan 24, 2025

Enhabit Home Health & Hospice is a leading provider of home-based care, consistently ranked as one of the best places to work. They prioritize employee development, offering ongoing professional training, cutting-edge technology, and competitive benefits. These include 30 days PDO, continuing education, scholarship programs, a matching 401(k), comprehensive insurance, flexible spending accounts, and more. Physical Therapists at Enhabit examine and treat patients with physical impairments, aiming to improve mobility and function. They work under physician orders and supervision, with specialty programs like Balance and Fall Prevention, Spine Safety, and Total Hip/Knee Replacement Programs.

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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