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.

Machine Learning Engineer II

Company: Grainger

Location: Lake Forest, IL

Posted Jan 23, 2025

Specialty Sales (Style, Tech, Beauty) (T1888)

Company: Target

Location: Rosemont, IL

Posted Jan 23, 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.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T0868)

Company: Target

Location: Crestwood, IL

Posted Jan 23, 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, bagging, and maintaining a clean work area. Target values teamwork, communication, and a positive attitude. No two days are the same, with responsibilities ranging from assisting guests to managing returns and utilizing technology.

Risk Adjustment Program Manager

Company: CVS Health

Location: Chicago, IL

Posted Jan 23, 2025

CVS Health is seeking a Program Manager for their Risk Adjustment Retrospective Program, covering ACA, Medicare, MMP, and DSNP lines of business. The role involves provider/vendor/network outreach, production management, and reporting. The ideal candidate should have 5-7 years of work experience, strong analytical skills, and the ability to work in a fast-paced environment. Preferred qualifications include risk adjustment program experience within Medicare and a Bachelor's Degree. The pay range is $54,300.00 - $145,860.00, with additional benefits such as medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and more.

Salesforce Support Software Engineer

Company: Grainger

Location: Lake Forest, IL

Posted Jan 23, 2025

Grainger, a leading industrial distributor, is seeking a Software Engineer to join their team. The role involves the full systems life cycle, from designing to supporting application software and systems. The engineer will collaborate with various teams, provide business analysis, and ensure continuous improvement. Key responsibilities include end user support, troubleshooting, and implementing third-party integrations. The ideal candidate should have process-driven analysis skills, facilitation skills, and experience with Agile/Lean methodology. Grainger offers comprehensive benefits, including health insurance, 401(k) contributions, and tuition reimbursement.

Specialty Sales (Style, Tech, Beauty) (T1951)

Company: Target

Location: Decatur, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is offering a Style Consultant position with a starting hourly rate of $15.50 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.

Guest Advocate (Cashier), General Merchandise, Inbound (Stocking) (T3349)

Company: Target

Location: Chicago, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is hiring for a Small Format Team Member role. The position involves providing exceptional guest service, managing store operations, and ensuring product availability. Responsibilities include greeting guests, assisting with purchases, maintaining store presentation, and executing inventory tasks. The role requires a welcoming attitude, ability to work in a fast-paced environment, and physical capabilities like lifting and climbing. Target offers comprehensive benefits and opportunities for career growth.

Staff Engineer - Android

Company: CVS Health

Location: Buffalo Grove, IL

Posted Jan 23, 2025

CVS Health is seeking a Staff Engineer - Android to work on the customer-facing Flagship CVS app. The role involves advancing architecture and mobile product, partnering with cross-functional teams, and mentoring team members. The ideal candidate should have 7+ years of software development experience, with at least 7+ years in designing/developing Android mobile applications. They should be a subject matter expert in software engineering best practices and the Health and e-Commerce domain. Responsibilities include developing Android code, improving CI/CD infrastructure, collaborating on solutions to reduce cost and time to market, and providing technical guidance to fellow engineers.

Guest Advocate (Cashier or Front of Store Attendant/Cart Attendant) (T0928)

Company: Target

Location: Niles, IL

Posted Jan 23, 2025

Target, a Fortune 50 company, is offering a Guest Advocate role with a starting hourly rate of $17.00 USD. The role involves providing exceptional guest service, engaging with guests, and promoting Target's services and benefits. The job requires strong communication skills, a welcoming attitude, and the ability to handle multiple tasks in a fast-paced environment. Target values teamwork, guest satisfaction, and continuous learning.

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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