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.

Community Health Worker - Must live in Marion or Wayne County, IL

Company: CVS Health

Location: McHenry, IL

Posted Jan 22, 2025

CVS Health is seeking Community Health Care Workers (CHW) to serve as a bridge between members and healthcare providers. The role involves conducting home visits, educating healthcare professionals, building positive relationships, assisting with care plan implementation, and teaching disease self-management. The ideal candidate should have 3-5 years of community experience, reliable transportation, and the ability to travel up to 70%. The pay range is $18.50 - $38.82, with additional benefits including medical, dental, vision, 401(k), and life insurance.

Truck Driver - Hiker/Vehicle Transporter/CDL - Part Time

Company: Penske Motor Group

Location: Romeoville, IL

Posted Jan 22, 2025

Penske Truck Leasing is hiring for a Hiker (Vehicle Transporter/Truck Driver) position. The role involves delivering and returning vehicles to Penske locations and customers, primarily moving box trucks up to 26' and potentially tractors and trailers with a CDL Class A license. This is a part-time, casual, on-call job offering supplemental income, requiring 0 to 25 hours weekly. Key responsibilities include following safety procedures, checking vehicle conditions, collecting payments, and reporting issues. Qualifications include 2 years of driving experience, a clean DMV record, and a CDL Class B license; a Class A license is preferred. The job requires good vision, frequent movement, and the ability to lift up to 50lbs. Penske offers equal opportunity employment with competitive pay for Class A ($19.00/hour) and Class B ($18.00/hour) licenses.

Aerospace Defense Presales Solution Consultant

Company: Siemens Digital Industries Software

Location: Chicago, IL / Remote

Posted Jan 22, 2025

Siemens Software is seeking a Solution Consultant with expertise in Teamcenter PLM tools, BOM and Change Management, and 5+ years of experience in the PLM space. The role involves engaging with customers to gather requirements, architecting solutions, and leading pursuit teams to deliver compelling customer experiences. The ideal candidate should have excellent communication skills, organizational abilities, and the capacity to work remotely with occasional travel. Siemens offers competitive compensation, benefits, and a flexible work environment.

Venipuncture Wellness Worker- North Central Region

Company: Labcorp

Location: Rockford, IL

Posted Jan 22, 2025

Labcorp, a leading provider of biometric testing services, is hiring medical professionals for event testing roles. These roles involve biometric screenings, COVID-19 testing, and temperature checks. Successful candidates will receive comprehensive training, use a scheduling system for event assignments, and provide excellent customer service. Qualifications include medical credentials, venipuncture experience, and knowledge of HIPAA and OSHA. Benefits include medical, dental, vision, and 401(k) plans. The job requires lifting up to 15 pounds and passing a background check and drug test.

Fulfillment Operations Team Leader

Company: Target

Location: Bolingbrook, IL

Posted Jan 22, 2025

Target offers competitive wages ranging from $23.50 to $39.95 per hour, with variations based on factors like position, labor market, education, experience, and certifications. The company invests in its team members by providing comprehensive benefits including health insurance, 401(k), employee discount, and paid time off. Target emphasizes its commitment to employees' well-being and growth, with opportunities for Fulfillment Operations Team Leaders to develop skills in guest service, retail operations, and team leadership. The role involves leading a team to execute best practices, prioritize guest service, and drive fulfillment goals.

Operations Supervisor - Overnight

Company: Kohl's

Location: Ottawa, IL

Posted Jan 22, 2025

The role of a Supervisor, Distribution Center, involves managing daily merchandise processing through the Fulfillment Network. Key responsibilities include overseeing several departments, maintaining accuracy standards, collaborating with business partners, ensuring dynamic staffing, and managing staff to meet productivity and cost goals. The ideal candidate should have prior experience managing teams in a distribution warehouse, strong interpersonal skills, and knowledge of automated distribution systems. Preferred skills include experience with Operations and Operational Support Systems, automated MHE, and SQL. Kohl's offers a comprehensive benefits package.

(USA) Backroom Associate - Sam's Club

Company: Walmart

Location: Tinley Park, IL

Posted Jan 22, 2025

Pharmacy Technician

Company: CVS Health

Location: Champaign, IL

Posted Jan 22, 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. 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.

Line Cook

Company: Cinemark

Location: Oak Park, IL

Posted Jan 22, 2025

Cinemark is offering a Line Cook position with epic opportunities for career growth in the food industry. The role involves preparing quality food in a fast-paced environment, ensuring timely service, and maintaining cleanliness. Ideal candidates are energetic, outgoing, and quality-driven, with a desire to pursue culinary career paths. Benefits include employee discount, 401(k) matching, growth opportunities, education assistance, health benefits, parental leave, and paid time off.

GROCERY/LEAD CLERK

Company: Kroger

Location: Crystal Lake, IL

Posted Jan 22, 2025

This job description outlines responsibilities for a customer service role at Mariano's, a grocery store chain in the Chicago Metro area. The role involves creating a positive customer experience, maintaining a clean and safe environment, assisting in sales and profit goals, and demonstrating the company's core values. Key responsibilities include promoting trust and respect, gaining product knowledge, offering samples, maintaining product freshness, and adhering to food safety regulations. The ideal candidate should be 18 or older, able to handle stress, have effective communication skills, and basic math knowledge. Retail experience and a second language are desired but not required. Mariano's, part of the Kroger family, offers comprehensive benefits including healthcare, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

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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