Holidays Jobs in Chicago, IL

Positions 20,422 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.

Executive Chef

Company: Sodexo Live! (Salary)

Location: Chicago, IL

Posted Aug 01, 2025

The Executive Chef will train and manage culinary personnel and supervise/coordinate all related culinary activities; estimate food consumption and requisition…

CDL A Midwest Drivers Only Reset at Home

Company: MNS1 EXPRESS INC

Location: Chicago, IL

Posted Aug 01, 2025

Must have at least 2 years of commercial driving experience. Must have at least 2 years of commercial driving experience. 2500-3000 Miles Per Week.

Special Education Teacher

Company: Helping Hand

Location: Countryside, IL

Posted Aug 01, 2025

You'll lead instruction, develop IEPs, mentor support staff, and create a safe, inclusive, and enriching environment for students ages 3-22 with intellectual…

CDL A Regional Flatbed Truck Driver

Company: DriverSource, Inc

Location: Oak Park, IL

Posted Aug 01, 2025

Mileage, Per Diem, and Detention Pay. Routes Running to Nebraska and Iowa. 3 Days Out Minimum - Leaving on Sun/Mon. Drivers Required to Strap and Tarp Loads.

CDL A Company Truck Driver Regional

Company: Go-To Transport, Inc

Location: Chicago, IL

Posted Aug 01, 2025

Must have CDL A license. Clean driving record , no more than 1 accident in last 12 months, no more than 3 in the last 36 months. $10,000 life insurance policy.

Commercial HVAC Technician

Company: Thermaster Mechanical

Location: Lombard, IL

Posted Aug 01, 2025

Our work is primarily made up of service calls, preventative maintenance and occasional projects, for industrial and commercial clients at shipping,…

Licensed Construction Plumber

Company: The Contractor Consultants

Location: Chicago, IL

Posted Aug 01, 2025

Reliable transportation and a valid driver's license. This is a hands-on, field-based role that demands strong technical knowledge, excellent troubleshooting…

Senior Construction Project Manager

Company: Engtal

Location: Chicago, IL

Posted Aug 01, 2025

Bachelor's degree in Construction Management, Civil Engineering, or a related field preferred. 5+ years of Project Manager experience from a general contractor.

Senior Graphic Designer

Company: JLL

Location: Chicago, IL

Posted Jul 31, 2025

Apply professional graphic design principles and develop innovative ideas to support business development. Provide design advice and guidance to deal teams;…

Special Education Teacher

Company: Global Psychological

Location: Chicago, IL

Posted Aug 01, 2025

Evaluate academic proficiency and determine appropriate academic curriculum for students based on assessment data, age, strengths, and special needs.

CDL A Flatbed Truck Driver - Home Weekly

Company: AWL Transport Inc. dba TLX

Location: Chicago, IL

Posted Aug 01, 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 –…

Kindergarten Apprentice

Company: Acero Charter Schools, Inc.

Location: Chicago, IL

Posted Aug 01, 2025

Possess valid Illinois Paraprofessional Educator License (PARA) or equivalent (required). Clearly and accurately communicate with administration, colleagues,…

Frequently Asked Questions

What are typical salary ranges by seniority for holiday tech roles?
Junior positions such as entry‑level software engineers or marketing associates usually command $55,000–$70,000 annually. Mid‑level roles—product managers, senior developers, or data analysts—earn between $70,000 and $100,000. Senior specialists, like lead architects, senior PMs, or head of design, typically receive $100,000–$140,000, with bonuses and equity options common in high‑growth travel tech firms.
What skills and certifications are most valuable?
Core technical stacks include Node.js, React, Python, and AWS or Azure cloud services. Integration experts often hold Amadeus or Sabre API certifications. Product managers benefit from Agile and Scrum Master training, while data analysts may hold Google Data Analytics or Tableau certifications. For travel‑specific roles, knowledge of GDS (Global Distribution System) and OTA (Online Travel Agency) ecosystems is a plus.
Is remote work available for holiday tech jobs?
Yes—many companies in the holiday sector offer fully remote or hybrid models. For example, booking engine teams in Europe and North America work from home, while customer‑experience hubs often require occasional on‑site presence in major city offices. Remote roles are common for software engineers, data scientists, and digital marketers.
What career progression paths exist in holiday tech?
A typical path starts with junior engineer or associate roles, progressing to senior engineer or lead developer. Product managers can move from associate PM to senior PM, then to product director or VP. UX designers may rise from junior designer to senior design lead, and eventually to Head of Design. Data analysts often advance to data science leads or Chief Data Officer positions.
What are the current industry trends shaping holiday tech?
AI‑driven personalization, contactless check‑in, and blockchain‑based loyalty programs dominate the wave. Sustainability is driving eco‑friendly booking platforms that offset carbon footprints. Real‑time itinerary optimization using big data, and immersive VR previews of destinations, are also rapidly expanding.

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