Holidays Jobs in Chicago, IL

20,421 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.

CDL A Flatbed Truck Driver - Home Weekly

Company: AWL Transport Inc. dba TLX

Location: Chicago, IL

Posted Sep 02, 2025

2 Years Verifiable Driving Experience w/ Steel coil & heavy haul experience. Must be 22 Years of Age. OUR FLATBED TRUCK DRIVERS EARN UP TO $80,000 PER YEAR –…

Software Engineer I

Company: SpotOn Transact

Location: Chicago, IL

Posted Sep 03, 2025

This role involves active participation in building and optimizing both front-end and back-end systems, collaborating on software delivery processes, managing…

Retail Sales Associate (Electronics Repair)

Company: Asurion

Location: La Grange, IL

Posted Sep 02, 2025

Provide technical expertise, troubleshoot, and repair customer electronic devices. Through interactions with customers, our experts demonstrate integrity in…

Plumber

Company: John Baethke and Son Plumbing

Location: Chicago, IL

Posted Sep 03, 2025

A valid driver's license and insurable record. $5 an hour into a 401k - invested in your future - employer-funded, no matching required!

CDL A Transportation Driver - Home Daily

Company: Dayton Freight

Location: Des Plaines, IL

Posted Sep 03, 2025

At least 18 months of commercial driving experience. Perform pre and post trip inspections on tractor/trailer. Maintain cleanliness of company vehicle.

Medical Contact Center Agent (Bilingual English/Spanish)

Company: The Chicago Lighthouse

Location: Chicago, IL

Posted Sep 03, 2025

STATEMENT OF PURPOSE: The Medical Contact Center Agent will be responsible for outbound and inbound calls, voicemails, and emails to/from insurance plan members…

Service Plumber

Company: R.Difoggio and Sam Plumbing and Sewer Co.

Location: Chicago Ridge, IL

Posted Sep 02, 2025

Diagnose, repair, and maintain various plumbing systems, fixtures, and equipment for residential and commercial clients.

Precision CNC Machinist

Company: Janler

Location: Chicago, IL

Posted Sep 03, 2025

Mastercam programming or 5-axis experience, a plus - we will train! Clean, air-conditioned work environment in a modern 20,000 sq. ft. facility.

Lead HVAC Technician

Company: Aerotek

Location: Oak Park, IL

Posted Sep 01, 2025

Valid driver’s license and vehicle for site transport. Proficient with HVAC specialty tools, including sheet metal break, gauges, manometer, hand tools, pipe…

Executive Kitchen Manager

Company: Cooper's Hawk Winery & Restaurants

Location: Oak Park, IL

Posted Sep 03, 2025

Preferred certifications include ServSafe and state/local licensing requirements. Ensure strong collaboration between kitchen and front-of-house operations.

Staff Software Engineer

Company: Grainger

Location: Chicago, IL

Posted Sep 03, 2025

Proven experience collaborating across teams to develop and implement software engineering best practices. Providing the right product at the right price is…

Controller (5+ yrs exp req; up to $140k; Easy Access/Onsite Parking)

Company: #twiceasnice Recruiting

Location: Chicago, IL

Posted Sep 03, 2025

Comply with federal, state, and local legal requirements on needed actions. Maximize return and limit risk on cash by minimizing bank balances and making…

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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