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.

Customer AI engineer

Company: WRITER

Location: Chicago, IL

Posted Sep 23, 2025

Prompt chain design: Collaborate with the team to design, develop, and evaluate prompt chains for specific content creation tasks.

Roofing Laborer

Company: Clark Roofing Company

Location: Broadview, IL

Posted Sep 22, 2025

Valid driver’s license with a clean driving record. You will be responsible for completing service calls, reports, and ensuring high-quality, efficient work.

Entry-Level Sales Associate (Private & Cargo Aviation)

Company: City Staffing

Location: Chicago, IL

Posted Sep 17, 2025

Months 6–12: Pass internal certification and begin independent sales. Support your mentor’s sales desk while training. B2B sales: 3 years (Preferred).

Customer Experience Manager

Company: Flexco

Location: Downers Grove, IL

Posted Sep 18, 2025

Minimum of 8 years of experience in customer experience, customer success, or a related field. Meeting with and/or surveying distributors to assess customer…

Graphic Designer

Company: Colliers

Location: Chicago, IL

Posted Sep 18, 2025

Bachelor’s Degree in a relevant field. 4+ years of graphic design experience. Your role at Colliers will be strategic, conceptual, and executional—leveraging…

Electronic Discovery Data Analyst

Company: Cook County Sheriff’s Office

Location: Chicago, IL

Posted Sep 24, 2025

Possession of a bachelor’s or higher degree, from an accredited college or university, in Computer Programming, Information Technology or a closely related…

Water and Fire Restoration/Mitigation: Project Manager

Company: Servpro of Morton Grove/ East Niles

Location: Niles, IL

Posted Sep 24, 2025

Water/Fire Restoration Project Management will consist of managing production jobs from the front end to billing, inclusive of communication with the homeowner…

CNC Machinist III, 1st shift

Company: Regal Rexnord

Location: Downers Grove, IL

Posted Sep 19, 2025

Person’, which includes U.S. citizens, U.S. nationals, U.S. permanent residents, individuals granted asylum in the United States, and refugees in the United…

Security Officers - Full Time - $22.15/hr

Company: Sunstates Security

Location: Northlake, IL

Posted Sep 22, 2025

Maintain a daily audit of all equipment to include cameras, keys, phones, and other necessary tools required to complete Securities day-to-day.

Kindergarten Teacher

Company: Acero Charter Schools, Inc.

Location: Chicago, IL

Posted Sep 23, 2025

Possess valid Illinois K-2 self-contained endorsement or equivalent (required). Collaborate with instructional leaders to develop and execute a Professional…

Ace Hardware Home Services - Senior Accountant

Company: Ace Hardware Corporation

Location: Oak Brook, IL

Posted Sep 20, 2025

This will require the Senior Accountant II to prepare analysis, interpret the results of the analysis, present findings and recommendations to management, and…

Bilingual CSR Mobile Sales Multiple Positions and Locations!

Company: PeopleShare

Location: Chicago, IL

Posted Sep 18, 2025

PeopleShare provides equal opportunities to all employees and applicants for employment without regard to race, religion, color, age, sex, national origin,…

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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