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.

Truck Driver - OTR Class A

Company: Penske Motor Group

Location: Joliet, IL

Posted Jan 13, 2025

Penske Logistics is seeking full-time Class A CDL Truck Drivers with an average annual salary of $100,000. The role involves regional travel, multi-stop deliveries of parts and supplies to automotive dealerships, and unloading trailers using manual equipment. Drivers will work at various locations, away from home for 2-3 weeks per assignment. Penske offers late-model, well-maintained trucks, comprehensive benefits including paid vacation, health care, retirement benefits, and a driver referral bonus program. The company emphasizes excellent customer service, safety, and career growth opportunities.

Client Director - Life Sciences - MN/CHI

Company: ServiceNow

Location: Chicago, IL / Remote

Posted Jan 13, 2025

ServiceNow, a global market leader in AI-enhanced technology, is seeking a strategic leader to manage executive relationships with its largest existing accounts. The role involves providing strategic leadership, managing all executive relationships, overseeing worldwide account development, and achieving financial targets. The ideal candidate should have 7+ years of client management experience, 2+ years in a Client Director role, and a proven track record in IT Service Management, HR, Security Operations, Customer Service, and IT Operations Management. The position offers a competitive base pay, equity, variable/incentive compensation, and benefits.

Solar Sales Representative

Company: Sunrun

Location: Riverwoods, IL

Posted Jan 13, 2025

Sunrun, America's leading home solar and battery provider, is seeking a Solar Sales Specialist. The role involves engaging with potential customers, educating them on solar benefits, and guiding them through the sales process. This position offers uncapped commissions, comprehensive training, and significant career growth opportunities. Sunrun emphasizes a commitment to diversity, inclusion, and belonging, fostering an environment where employees can thrive. The role requires managing a territory, participating in training, lead generation, customer engagement, sales presentations, follow-up, and performance tracking. Qualifications include being 18 or older, having a high school diploma, a valid driver's license, and prior sales experience is preferred. The role offers flexible hours, unlimited earning potential, and various benefits including health insurance, wellbeing program, and retirement savings plan.

Community Health Worker - Must live in Kendall, Grundy or LaSalle Counties, IL

Company: CVS Health

Location: Springfield, IL

Posted Jan 13, 2025

CVS Health is seeking Community Health Care Workers (CHW) to serve in Kendall, Grundy or LaSalle Counties, IL. The role involves conducting home visits with Aetna members with chronic conditions, reinforcing care plans, and improving access to care. CHWs will also educate healthcare professionals on social determinants of health, build positive relationships with diverse stakeholders, and assist with care plan implementation and member education. The position requires 3-5 years of community experience, reliable transportation, and the ability to travel up to 70%. Preferred qualifications include clinical services experience, bilingual skills, and familiarity with local resource networks.

Shift Supervisor Trainee

Company: CVS Health

Location: Marion, IL

Posted Jan 13, 2025

CVS Health emphasizes a heart-centric approach to healthcare, aiming to deliver personal, convenient, and affordable services. The Shift Supervisor Trainee role prepares employees for higher-level supervisory roles, focusing on management, customer service, and key business aspects. Successful trainees can be promoted to Operations Supervisor or Shift Supervisor positions, crucial for store execution, performance, and customer loyalty. The role requires deductive reasoning, communication skills, and flexibility, offering a pay range of $16.00 - $23.00. CVS Health provides comprehensive benefits and well-being programs to its employees.

Fulfillment Operations Team Leader

Company: Target

Location: Deerfield, IL

Posted Jan 13, 2025

Target is offering a competitive pay range of $23.25 - $39.50 per hour, with pay determined by factors like labor markets, education, experience, and certifications. The company provides comprehensive benefits including health insurance, 401(k), employee discount, and various leave options. The role of a Fulfillment Operations Team Leader involves leading a team, managing workload, ensuring accuracy and efficiency in fulfillment processes, and supporting sales growth. Target values a fun and energetic work environment, prioritizing guest service and team leadership. Previous retail experience is preferred but not required.

Vehicle Condition Assessor

Company: CarMax

Location: Naperville, IL

Posted Jan 13, 2025

The Vehicle Condition Assessor (VCA) position at CarMax involves delivering exceptional customer service by accurately collecting, recording, and communicating information about customer appraisals. The role includes conducting vehicle condition assessments, optioning vehicles, imaging Retail and Wholesale vehicles, completing vehicle secures, and assisting with customer transfers and lot merchandising. The VCA may also perform wholesale auction responsibilities. The job requires multi-tasking in a fast-paced environment, effective communication, and the ability to work in various weather conditions. The hourly rate is $18.70 - $29.90, and full-time associates are entitled to benefits including sick time, vacation time, and holidays.

Cook

Company: Sodexo

Location: Itasca, IL

Posted Jan 13, 2025

Sodexo is seeking a full-time Cook with varying shifts, offering a pay range of $18 to $20 per hour. The role involves preparing and serving nutritious dishes, reducing food waste, and providing excellent customer service. Successful candidates should be team-oriented, adaptable, reliable, and committed to maintaining a healthy/safe working environment. Sodexo provides a flexible work environment, ongoing training, and a comprehensive benefits package including paid time off, medical, dental, vision, tuition reimbursement, and more. The company values diversity and inclusion, fostering an environment where all employees are respected and valued.

Truck Driver - CDL Class A

Company: Penske Motor Group

Location: Romeoville, IL

Posted Jan 13, 2025

Penske is offering a full-time Class A CDL Truck Driver position with an average annual salary of $85,000. Drivers will operate late model Penske trucks, delivering bread products to customers with a 5-day work week, Saturdays off, and driver referral bonus program up to $5000 per referral. Benefits include paid vacation, excellent health care, retirement benefits, safety incentive program, and more. Penske is a stable, nationwide company known for its best equipment, great management, and fantastic safety record.

Merchandise Coordinator

Company: The TJX Companies, Inc.

Location: Peoria, IL

Posted Jan 13, 2025

Marshalls, a retail store, is seeking a team player with 1 year of retail experience and 6 months of leadership experience. The role involves executing receiving and merchandising standards, ensuring a positive customer experience, and training associates. The company offers a flexible schedule, competitive pay, and comprehensive benefits including discounts, 401(k), health insurance, and more. Marshalls emphasizes a culture of honesty, integrity, and continuous change, encouraging employees to 'Discover Different' every day.

Retail Merchandise Associate- Part Time

Company: The TJX Companies, Inc.

Location: Quincy, IL

Posted Jan 13, 2025

TJ Maxx Store 1023 in Quincy, IL is seeking a customer-focused individual to contribute to the growth of their career. The role involves delivering excellent customer service, maintaining a clean store environment, and adhering to operational standards. The company offers a dynamic work environment with opportunities for growth and a comprehensive benefits package. TJ Maxx values diversity and encourages applicants to bring their unique perspectives to work.

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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