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.

Shift Supervisor Trainee

Company: CVS Health

Location: Godfrey, IL

Posted Jan 23, 2025

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Evergreen Park, IL

Posted Jan 23, 2025

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Addison, IL

Posted Jan 23, 2025

The job involves developing and supporting membership by providing information on benefits, promoting products, processing memberships, and meeting sales goals. Safety of the facility is maintained by following safety standards and procedures. Member orders are fulfilled by reviewing, pulling items, scanning, wrapping, and palletizing them. Work assignments are completed by collaborating with team members and adapting to change. Member service is provided by acknowledging needs, assisting with purchasing decisions, and promoting company products. Competitive pay, bonuses, and various benefits are offered, including health, financial, and time-off benefits. The hourly wage range is $18.00 to $25.00, with potential premiums based on specific circumstances.

Pharmacy Technician

Company: CVS Health

Location: Rockton, IL

Posted Jan 23, 2025

Commercial Loan Servicing Representative

Company: Wells Fargo

Location: Hoffman Estates, IL

Posted Jan 23, 2025

Wells Fargo is hiring for a Commercial Loan Servicing Representative role in the Commercial Banking Operations Division. The successful candidate will support internal and external customers with loan servicing needs, monitor loan systems, resolve customer issues, and process complex transactions. They will act as the primary loan servicing contact for construction monitoring and disbursements, and monitor collateral and prepare payoff letters. The role requires 2+ years of Commercial Loan Servicing experience, or equivalent. Desired qualifications include commercial auto experience, AIMS system knowledge, and expertise in evaluating workflows and mitigating operational risks. The job involves a hybrid schedule, working at least 3 days a week in the office.

Pharmacy Technician

Company: CVS Health

Location: Ottawa, IL

Posted Jan 23, 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.

Maintenance Utility Technician - Entry Level

Company: Kohl's

Location: Ottawa, IL

Posted Jan 23, 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.

Staff Pharmacist

Company: CVS Health

Location: Marion, IL

Posted Jan 23, 2025

Store Manager in Training

Company: CVS Health

Location: Decatur, IL

Posted Jan 23, 2025

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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