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.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment (T3272)

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Target offers an On-Demand role with flexible scheduling, allowing employees to work as much or as little as they like. The pay range is $17.25 - $25.90 USD per hour. Regular attendance is required, with shifts to be picked up via the myTime mobile app. The role involves providing exceptional guest service, maintaining store appearance, and handling various tasks such as cashiering, stocking, and price accuracy. Target values team members' growth and offers training. Essential skills include focus in a fast-paced environment, communication, and physical capabilities like lifting up to 44 pounds.

Specialty Sales (Style, Tech, Beauty) (T2860)

Company: Target

Location: Lake Bluff, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is offering a Style Consultant position with a starting hourly rate of $16.75 USD. The role involves providing excellent guest service, maintaining product availability, and creating an inviting shopping environment. Key responsibilities include greeting guests, understanding their needs, replenishing the sales floor, and executing visual merchandising. The position requires strong interest in apparel, effective communication, and the ability to work in a fast-paced environment. Target values teamwork, guest satisfaction, and offers comprehensive benefits.

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage ) (T2799)

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is seeking a General Merchandise Expert. The role involves creating a welcoming experience for guests, ensuring product availability, accurate pricing, and presentation. Responsibilities include executing daily workload, managing inbound, outbound, replenishment, inventory accuracy, and presentation processes. The ideal candidate should possess a welcoming attitude, communication skills, attention to detail, and ability to work in a fast-paced environment. Target offers training and competitive benefits.

Energy Sales Retail Associate

Company: Sunrun

Location: Peoria, IL

Posted Jan 24, 2025

Occupancy Specialist II (Jackson Park Terrace)

Company: WinnCompanies

Location: Chicago, IL

Posted Jan 24, 2025

WinnCompanies is seeking a detail-oriented Occupancy Specialist II for their Jackson Park Terrace property in Chicago, IL. The role involves assisting with tenant recertifications, processing forms, conducting interviews, and ensuring compliance with regulatory agencies. The position offers a pay range of $2163 to $2404 per hour based on experience and a full-time schedule. Requirements include a high school diploma, relevant work experience, computer skills, and excellent communication abilities. Preferred qualifications include a degree, Tax Credit Specialist Certification, and SHCM certification. Benefits include generous time off, 401k options, comprehensive medical plans, and tuition reimbursement. WinnCompanies is a nationally recognized leader in apartment community management and development, offering a job that is rewarding, challenging, and conducive to professional growth.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T2035)

Company: Target

Location: Tinley Park, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $16.75 USD. The position involves providing exceptional guest service, engaging with guests, and promoting Target's services and benefits. The role is dynamic, involving tasks like scanning items, handling returns, and maintaining a clean work area. Target values team members' growth and offers training. Essential skills include effective communication, a welcoming attitude, attention to detail, and the ability to work in a fast-paced environment.

Pharmacy Intern - Grad

Company: CVS Health

Location: Rock Island, IL

Posted Jan 24, 2025

Lockbox Processor - Mailroom

Company: PNC

Location: Itasca, IL

Posted Jan 24, 2025

Pharmacy Intern - Grad

Company: CVS Health

Location: Joliet, IL

Posted Jan 24, 2025

Fusion Sales Athlete (Seasonal)

Company: Sunrun

Location: Chicago, IL

Posted Jan 24, 2025

Pharmacy Technician

Company: CVS Health

Location: DeKalb, IL

Posted Jan 24, 2025

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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