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.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T0895)

Company: Target

Location: Bourbonnais, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $15.50 USD. The role involves providing exceptional guest service, promoting Target's benefits and services, and maintaining a clean work area. The job requires strong communication skills, a welcoming attitude, and the ability to work in a fast-paced environment. Target values teamwork, guest satisfaction, and continuous learning.

Fund Finance Controller - Private Debt/Real Estate Debt

Company: Deutsche Bank

Location: Chicago, IL

Posted Jan 23, 2025

DWS Group is seeking a Fund Finance Controller for its Private Debt/Real Estate Debt business in New York or Chicago. The role involves overseeing outsourced fund administration, ensuring accurate financial statements, and liaising with third-party service providers. Responsibilities also include managing the review process for real estate vehicles, providing guidance on complex transactions, and collaborating with various RREEF teams. The ideal candidate will have 6-8 years of accounting experience, preferably with direct lending funds, and a CPA designation. DWS offers competitive benefits, including a matched 401K, health and life insurance, parental leave, and a hybrid working model.

RETAIL SALES ASSOCIATE

Company:

Location: Oak Lawn, IL

Posted Jan 23, 2025

Ashley HomeStore is currently hiring Retail Sales Associates. The role involves selling furniture, mattresses, and home decor through excellent customer service. No prior sales experience is necessary, but it's a plus. Top writers can earn over $100,000. The compensation is based on written sales commission with a guaranteed hourly wage, potentially earning up to $100,000 or more. Benefits include generous paid time off, medical, dental, vision, and retirement benefits, and employee purchase discounts. Key responsibilities include assisting customers, demonstrating closing skills, and maintaining a clean working environment. Required skills include basic computer skills, strong communication, and organizational skills. Minimum 6 months of verifiable sales experience is preferred, and bilingual skills are a plus.

Management & Sales Training Program

Company:

Location: Champaign, IL

Posted Jan 23, 2025

The Sherwin-Williams Management & Sales Training Program is an 18-24 month entry-level position designed to prepare individuals for a Store Management role. The program includes 6-8 weeks of intensive training, followed by a typical 44-hour workweek. Participants will collaborate with store management, oversee a million-dollar business, and learn all aspects of operations, sales, and customer service. Successful completion leads to an Assistant Store Manager position. The program offers leadership development, professional networking opportunities, and a clear career trajectory. Benefits include health coverage, retirement plans, and flexible time off. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Food and Beverage , Starbucks, Deli, Bakery (T0533)

Company: Target

Location: Rock Island, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is seeking a Food & Beverage Expert. The role involves delivering an exceptional guest experience, maintaining food safety standards, and executing Food & Beverage processes. Previous food or grocery experience is preferred but not required. The position offers opportunities for skill development and career growth. Target values teamwork, guest service, and a fun, energetic work environment.

RETAIL SALES ASSOCIATE

Company:

Location: Rockford, IL

Posted Jan 23, 2025

Ashley HomeStore is currently hiring Retail Sales Associates. The role involves selling furniture, mattresses, and home decor through excellent customer service. No prior sales experience is necessary, but it's a plus. Top writers can earn over $100,000. The compensation is based on written sales commission with a guaranteed hourly wage, potentially earning up to $100,000 or more. Benefits include generous paid time off, medical, dental, vision, and retirement benefits, and employee purchase discounts. Key responsibilities include assisting customers, demonstrating closing skills, and maintaining a clean working environment. Required skills include basic computer skills, strong communication, and organizational skills.

Multi Site Security Officer

Company:

Location: Joliet, IL

Posted Jan 23, 2025

Securitas is hiring a Multi Site Security Officer in Joliet, IL, offering a comprehensive benefits package, weekly pay, and opportunities for career growth. The role involves monitoring and patrolling various client sites, enforcing regulations, and providing customer service. Ideal candidates should have at least 2 years of security experience, strong customer service skills, and be available to work any shift, including weekends and holidays. Securitas values Integrity, Vigilance, and Helpfulness, and offers a range of benefits including insurance, paid time off, and a referral program.

On-Demand: Guest Advocate (Cashier), General Merchandise, Fulfillment, Food and Beverage, Style (T0880)

Company: Target

Location: Schaumburg, IL

Posted Jan 23, 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 $16.75 - $25.15 per hour. Regular attendance is necessary, with a requirement to work at least one shift every 4 weeks. The role involves advocating for guest experience, providing excellent service, and engaging with guests. No two days are the same, with responsibilities including greeting guests, solving concerns, and promoting Target's services and benefits. The job requires strong communication skills, a welcoming attitude, and the ability to work in a fast-paced environment.

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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