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Top Travel Companies in Chicago, IL (80)

Perk
Artificial Intelligence • Fintech • Greentech • Sales • Software • Travel • Hospitality
11 Offices
1,800 Employees
86 Benefits Hiring Now
Perk: the intelligent platform powering real work.

Perk (formerly TravelPerk) is the intelligent platform for travel and spend management. Built to tackle the time-consuming, manual work that gets in the way of real work, our tools automate everything from travel bookings to expenses, invoice processing, and more. By eliminating this shadow work that wastes hours, erodes morale, and saps innovation, we’re on a mission to power real...

Perk

Perk's Top Stability & Growth Strengths

Strong Revenue Growth: Reported metrics show annualized revenue crossing the $300M mark with multi‑year momentum and booking volume at multi‑billion scale. This trajectory signals sustained top‑line expansion through 2025–2026.

Investor Backing & Capital Strength: Fresh equity at a multi‑billion valuation alongside a sizable private credit facility and prior financing provides ample runway for product and market expansion. These transactions are corroborated by independent industry coverage.

Profitability: EBITDA break‑even by the end of 2024 indicates improving unit economics. Subsequent communications highlight margin improvement supported by an AI‑native platform.

Expedia Group
AdTech • eCommerce • Information Technology • Software • Travel • Generative AI
66 Offices
16,000 Employees
69 Benefits Hiring Now
Helping travelers explore the world. One journey at a time.

Expedia Group, Inc. is the global travel marketplace with one purpose: to help travelers explore the world, one journey at a time. Expedia Group™ connects travelers, partners, and advertisers through its trusted brands, leading technology, and rich first-party data, delivering predictive, personalized experiences that shape the future of travel. Expedia Group’s ecosystem includes three flagship consumer brands – Expedia®, Hotels.com®, and...

Expedia Group

Expedia Group's Top Stability & Growth Strengths

Strong Revenue Growth: Recent quarters delivered double-digit year-over-year gains in revenue (Q1 +15%, Q2 +14%), and management raised the 2026 outlook to about 9–10% revenue growth after results exceeded guidance. This builds on 2025’s double-digit Q4 growth and an 8% full‑year revenue increase.

Diversified Revenue Streams: Strength across consumer brands, sustained expansion in B2B, and contributions from the EG Advertising business are cited as key growth engines. This spread across channels and monetization types supports continued momentum.

Strategic Partnerships: Ongoing expansion in B2B partnerships and the unification of B2B and supply leadership aim to tighten execution, with new distribution wins such as Allegiant and a pending CarTrawler acquisition reinforcing partner-led growth. These moves broaden reach and deepen platform integration.

Engine
Artificial Intelligence • Fintech • Software • Travel
4 Offices
1,000 Employees
40 Benefits Hiring Now
Engine is the AI-native platform for intelligent travel.

Engine is the all-in-one travel and spend management platform trusted by 38K+ businesses and groups representing 1.8M+ travelers. We're the retailer and the rails of business travel, one of the fastest-growing companies in travel tech, built on a decade of proprietary technology, supply, and pricing no one else can replicate. Other travel and AI companies run on our infrastructure to...

Engine

Engine's Top Stability & Growth Strengths

Strong Revenue Growth: Revenue is described as growing roughly 70% year over year alongside multiple periods of triple‑digit booking increases and expanding platform usage. Profitability is cited alongside this rapid top‑line trajectory.

Investor Backing & Capital Strength: The company secured a $140 million Series C led by Permira, lifting its valuation to $2.1 billion. This round coincided with a reported profitable profile and continued expansion, underscoring capital strength during scaling.

Product Line Growth: The platform broadened from hotel-focused bookings to a one‑stop travel and spend offering, adding flights, car rentals, group travel features, and the Engine X corporate card/expense tools. Strategic moves such as the Options Travel acquisition further expand booking and management capabilities.

Airbnb
Real Estate • Travel • PropTech
22 Offices
14,622 Employees
38 Benefits Hiring Now

Airbnb is a community based on connection and belonging—a community that was born in 2008 when two hosts welcomed three guests to their San Francisco home, and has since grown to 4 million hosts who have welcomed over 800 million guest arrivals to about 100,000 cities in almost every country and region across the globe. Hosts on Airbnb are everyday...

Airbnb

Airbnb's Top Stability & Growth Strengths

Strong Revenue Growth: Recent results show full-year 2025 revenue rose to about $12.2B with Q4 2025 revenue up roughly 12% alongside GBV growth of about 12% for the year and about 16% in Q4. Management’s 2026 outlook calls for at least low double‑digit revenue growth with Q1 2026 guided to approximately 14–16%.

Strong Market Position & Advantage: The company is characterized as a category leader in dedicated short‑term rentals, with brand strength and scale evidenced by hundreds of millions of Nights & Experiences and expanding GBV. Commentary notes Airbnb remains the largest dedicated home‑sharing marketplace even as leadership is contested on broader OTA metrics.

Market Expansion: Late‑2025 momentum was highlighted in Brazil and Japan, with India among the fastest‑growing origin markets and expansion markets growing faster than core. Geographic breadth helped deliver the fastest quarterly GBV growth in over two years exiting 2025.

Rent Like A Champion
Consumer Web • Travel
Chicago
12 Employees

Rent Like a Champion provides college football fans across the country with high quality, affordable housing during football weekends. In smaller towns with prominent football teams, there is a massive shortage of lodging during game weekends. Our homeowners have hosted tens of thousands of guests in over 20 towns nationwide.

Rent Like A Champion
Triphaven
Travel
Chicago

Triphaven is an app for discovering and saving travel ideas.

Triphaven
Meetball
Mobile • Travel
Chicago

Meetball helps you navigate a crowd and find your friends. We allow you to easily share your current location with friends you already know and trust - the people in your phone's address book. They find you by simply following our compass arrow, which shows distance and heading to your location.

Meetball
Frontier Airlines
Aerospace • Travel
10 Offices
4,789 Employees
20 Benefits

Frontier Airlines (NASDAQ: ULCC) is committed to “Low Fares Done Right.” Headquartered in Denver, Colorado, the company operates 120 A320 family aircraft and has the largest A320neo family fleet in the U.S. The use of these aircraft, Frontier’s seating configuration, weight-saving tactics and baggage process have all contributed to Frontier’s continued ability to be the most fuel-efficient of all major...

Frontier Airlines
The BusBank
Transportation • Travel
Chicago
22 Employees

The BusBank is a group and event transportation service. We are "The Easy Way to Charter a Bus - Anywhere in North America." We make it easy to get exactly the right bus, at the right price,  in the right place. We are a transportation and event service specializing in the bus charter  We also handle bus quality, logistics and seasonal...

The BusBank
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Mayflower Cruises & Tours
Transportation • Travel
Lisle
104 Employees

Mayflower Cruises & Tours, LLC, is a division of the Scenic Group, located in Lisle, IL. Celebrating 40 years of business in 2019, Mayflower’s mission is to create Life Enriching Experiences and give travelers the trip of a life-time at each and every destination. Since 1979, the team at Mayflower has been providing individual and group guided cruise and tour...

Mayflower Cruises & Tours
Beyond
Cloud • Machine Learning • Real Estate • Software • Travel
2 Offices
190 Employees
32 Benefits
Beyond provides short-term rental managers and owners the tools they need to get, grow, and keep revenue.

Beyond is the #1 Revenue Management Platform for short-term rental owners and managers to get, grow, and keep revenue. Our easy-to-use platform includes a dynamic, demand-driven pricing tool with extensive market data that pairs with OTA distribution and a best-in-class booking engine. But we are so much more than that. We are innovators. We are a leader in the short-term rental...

Beyond
Travel Mindset
Digital Media • Social Media • Travel
Chicago
10 Employees

Travel Mindset is the leading influencer marketing agency dedicated to the travel lifestyle space. Launched in 2013, we bring over 20 years of marketing and publishing expertise to the Influencer Marketing industry. We’ve built hundreds of campaigns to date, utilizing our talented staff and award-winning bloggers and Instagrammers, so we aren’t jus

Travel Mindset
BCV, A RateGain Company
Agency • Digital Media • Marketing Tech • Social Media • Travel
4 Offices
150 Employees
27 Benefits
Hospitality's Preferred Social Media Partner - Transforming Digital Relationships into powerful ROI

We are hospitality's preferred social media partner powered by industry-leading tech, expert strategy, and award-winning creative. Our talented team works with clients to build strong and effective social media campaigns.

BCV, A RateGain Company
VacayHome Connect, LLC
Chicago

VacayHome Connect, the leading full-service distribution solution for the vacation rental industry, delivers property managers of both homes and resorts increased bookings across a variety of global travel sites like HomeAway, VRBO and Booking.com, as well as a network of exclusive membership and loyalty channels and branded websites.

VacayHome Connect, LLC
TravelZap
Travel
Chicago

TravelZap is a group vacation service provider, specializing in unprecedented combination of savings, service, and efficiency for the leisure group travel industry.

TravelZap
Jet Set Performance
Social Media • Travel
Chicago

Jet Set Performance is a first-class service that specializes in connecting fitness and travel enthusiasts with comprehensive packages to premier destinations coast to coast with Olympic Gold Medalists and prestigious hosts along with a site to purchase all the gear needed for the experience.

Jet Set Performance
OpenAirplane
Transportation • Travel
Chicago
4 Employees

We're make renting an airplane as easy as renting a car. OpenAirplane makes it easy to find, book, fly, and pay for aircraft rental online or with a mobile device.

OpenAirplane
BCD Travel
Travel
21 Offices
15,000 Employees
33 Benefits
Working at BCD means connecting, collaborating and celebrating.

BCD Travel helps companies make the most of what they spend on travel. We give travelers innovative tools that keep them safe and productive, and help them make good choices on the road. We partner with travel and procurement leaders to simplify the complexities of business travel, drive savings and satisfaction, and move whole companies toward their goals. And YOU...

BCD Travel
312Go
Mobile • Travel
Chicago

312Go™ uses the latest geo-tracking technology to trigger audio bytes about the people, buildings, and events that make Chicago unique. Whether out for a run or bike ride, walking the dog, or simply heading home from work, you’ll be able to explore the fabric of our great city in a whole new way.312Go is an iPhone app that utilizes geo-tracking...

312Go
TravelinWheels
Consumer Web • Travel
Schaumburg
1 Employees

TravelinWheels solves the problem people with disabilities have when they travel; a lack of information that they need in order to travel confidently.  People with disabilities make up a growing 15% of the world population and spend nearly $3 trillion a year, but they have a difficult time finding the information they need to navigate the world without stress.  TravelinWheels looks...

TravelinWheels

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