Holidays Jobs in Chicago, IL

20,422 open positions · Updated daily

Looking for Holidays jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Holidays position in the Chicago, IL area.

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Oak Park, 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 adhering to 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 members, assisting with purchasing decisions, and resolving issues. The role requires respect for individuals, integrity, customer service, striving for excellence, and acting with humility. Competitive pay, performance-based bonuses, and various benefits are offered, including health, financial, and time-off benefits.

Analyst,Underwriter

Company: CVS Health

Location: Chicago, IL

Posted Jan 23, 2025

CVS Health is seeking an underwriter with 1-3 years of experience in underwriting/accounting concepts, pricing methodologies, and funding arrangements. The role involves accurate analysis and risk assessment for new business group Medicare Advantage opportunities, applying underwriting guidelines, and assisting sales personnel. The company offers a competitive pay range, comprehensive benefits including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and PTO. The position is open until 01/24/2025.

Inventory Associate

Company: CarMax

Location: Northbrook, IL

Posted Jan 23, 2025

CarMax is offering a career opportunity in the auto industry as an Inventory Associate. The role involves learning the business from the ground up, focusing on customer experience, and maintaining vehicle inventory. The position requires a high level of motivation, a valid driver's license, and good communication skills. CarMax is known for its innovative approach in the auto industry, being the nation's largest used car retailer with over 200 locations. The company offers a range of benefits including paid vacation, medical and retirement plans, and car purchase discounts. The hourly rate for this position is between $16.80 - $26.80.

Shift Supervisor Trainee

Company: CVS Health

Location: Chicago, IL

Posted Jan 23, 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. Upon successful completion of the training, trainees can be considered for Operations Supervisor or Shift Supervisor positions. The role requires deductive reasoning, analytical skills, and computer skills, with a flexible schedule including early mornings, overnight, and weekend shifts. The company offers a comprehensive benefits package, including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and a CVS store discount.

Supervisor, Packaging/Labeling

Company: Thermo Fisher Scientific

Location: Mount Prospect, IL

Posted Jan 23, 2025

The job posting is for a Supervisor position in the Clinical Trials Division (CTD) of Thermo Fisher. The role involves leading 20-40 employees in a clinical pharmaceutical manufacturing/packaging environment, ensuring adherence to Good Manufacturing Practices (GMP) and safety standards. Key responsibilities include daily scheduling, performance management, and driving continuous improvement. The ideal candidate should have a Bachelor's degree, 2-3 years of supervisory experience, and strong leadership, communication, and problem-solving skills. Preferred qualifications include clinical packaging experience, Lean or Six Sigma certification, and supervisory experience with teams of over 10 employees. Thermo Fisher offers competitive compensation, benefits, and opportunities for career growth.

Shift Supervisor Trainee

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 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 trainees can be considered for Operations Supervisor or Shift Supervisor positions, which involve leading store staff, maintaining customer loyalty through excellent service, and handling all customer relations issues. The role requires deductive reasoning, analytical skills, computer skills, and advanced communication abilities. The pay range is $16.00 - $24.00, and the company offers comprehensive benefits including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and PTO.

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Joliet, IL

Posted Jan 23, 2025

Senior Analytics Engineer

Company: CVS Health

Location: Northbrook, IL

Posted Jan 23, 2025

Auction Services Associate - Part Time

Company: CarMax

Location: Aurora, IL

Posted Jan 23, 2025

The Auction Services Associate at CarMax's Chicago Auction Center in Montgomery, Illinois, is responsible for maintaining inventory, vehicle preparation, receiving, scanning, reconciliation, and quality control. They ensure zone maintenance, security, and a clean work environment. The role involves multitasking in a fast-paced setting, participating in auction support, and delivering vehicles from off-site vendors. The associate also assists in training new staff, adheres to standardized work processes, and provides exceptional customer service. The job requires lifting up to 50 lbs, flexible work hours, and the ability to work in various conditions. CarMax offers competitive pay and benefits, including training, and is an Equal Opportunity Employer.

Frequently Asked Questions

What are the typical salary ranges for Holiday roles by seniority?
Entry‑level Holiday positions start around $30k–$45k annually. Mid‑level roles, such as Inventory Analysts or Marketing Specialists, earn $45k–$70k. Senior positions—Retail Operations Managers or E‑commerce Platforms Administrators—can command $70k–$100k+ depending on experience and region.
What skills and certifications are required for Holiday positions?
Key skills include proficiency in POS and ERP software (e.g., SAP Retail, Oracle Retail), data analytics tools (Tableau, Power BI), and digital marketing platforms (Shopify, Adobe Commerce). Certifications such as Certified Holiday Operations Professional (CHOP), SAP Certified Application Associate – Retail, Salesforce Certified Administrator, and Google Analytics Individual Qualification are highly valued.
Is remote work available in the Holiday category?
Yes. Many Holiday roles, especially in e‑commerce platform administration, marketing strategy, and inventory analytics, support remote or hybrid work setups. Companies provide cloud‑based dashboards, virtual collaboration tools (Slack, Teams), and flexible scheduling to accommodate holiday peak periods.
What career progression paths exist within Holiday roles?
Professionals can advance from junior analyst or associate roles to senior analyst, then to managerial positions such as Operations Manager or Marketing Director. Additional growth opportunities include moving into cross‑functional strategy, data science for demand forecasting, or leading multinational holiday‑season initiatives.
What industry trends are shaping the Holiday job market?
The Holiday sector is increasingly driven by AI‑powered inventory forecasting, personalized gift recommendation engines, and sustainability in packaging. E‑commerce growth, especially on mobile platforms, fuels demand for digital marketing specialists. Companies also prioritize real‑time customer experience management, making roles in omnichannel retail and customer data platforms more critical.

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