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Top Travel Companies in Chicago, IL (120)

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...

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Expedia Group

Expedia Group's Top Stability & Growth Strengths

Strong Revenue Growth: Revenue increased 8% in 2025 and accelerated to 14% year over year in Q2 2026, with management raising full‑year revenue guidance to $16.05–$16.22 billion. Gross bookings also rose 8% in 2025 and 12% in Q2 2026, indicating expanding underlying travel activity.

Profitability: Operating income grew 42% in 2025 and surged 65% in Q2 2026, while GAAP net income jumped 166% in that quarter. Adjusted EBITDA rose 19% in 2025 and 23% in Q2 2026, suggesting improved operating leverage alongside growth.

Diversified Revenue Streams: Both distribution channels are contributing, with Q2 2026 B2B gross bookings up 21% (B2B revenue up 23%) and B2C gross bookings up 8%. Lodging remained a key driver as lodging gross bookings rose 11% and booked room nights increased 6% in Q2 2026.

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...

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Perk

Perk's Top Stability & Growth Strengths

Strong Revenue Growth: Revenue is rising at a reported 48% in 2025, with annualized revenue surpassing $300 million and nearing $400 million by August 2026. These figures indicate rapid scaling at a substantial revenue base.

Product Line Growth: The platform has expanded beyond business travel into expenses, invoices, corporate spending, and events, reinforced by the Yokoy acquisition. This broader offering increases opportunities to sell additional services to existing customers.

Market Expansion: Geographic reach is widening, including the U.S. launch of Perk Spend and growth initiatives that made the U.S. account for about 30% of global new business. Additional international moves, such as new offices, support continued growth outside the core markets.

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 AI-native platform for intelligent travel. For a decade, Engine has built the proprietary technology and supply behind modern business travel, serving 40,000 customers and 2 million travelers, along with leading travel and AI companies that build on Engine's infrastructure. One system powers business travel, group travel, human agents, and AI agents. Engine was named TravelTech’s Reservation Platform of...

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Engine

Engine's Top Stability & Growth Strengths

Strong Revenue Growth: Revenue is described as growing sharply year over year in 2024, with profitability reported at that time. This provides evidence of commercial momentum beyond user or customer counts.

Investor Backing & Capital Strength: Capital resources are reinforced by a sizable Series C led by a major investor at an increased valuation relative to 2021. This level of funding signals capacity to invest in scaling operations and product.

Market Expansion: Expansion includes the addition of flights and rental cars, acquisitions aimed at managed corporate travel, and a 2026 technology partnership with Navan. These moves broaden distribution and customer reach beyond the original hotel-booking focus.

People Inc.
AdTech • Consumer Web • Digital Media • eCommerce • Marketing Tech
7 Offices
3,500 Employees
44 Benefits Hiring Now
People Inc. is America’s largest digital and print publisher.

People Inc. is America’s largest digital and print publisher. Our 40+ iconic and fast-growing brands harness the best intent-driven content, the fastest sites, and the fewest ads to help nearly 200 million people every month, including 95 percent of US women, make decisions, take action, and find inspiration. People Inc. brands include PEOPLE, Better Homes & Gardens, Verywell, FOOD &...

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People Inc.

People Inc.'s Top Stability & Growth Strengths

Strong Revenue Growth: Digital revenue increased again in Q2 2026 and has risen for an extended multi‑quarter streak, with segment margins also expanding. Digital operating income and adjusted EBITDA both advanced, indicating momentum beyond the top line.

Diversified Revenue Streams: Licensing and performance marketing expanded meaningfully while digital advertising was roughly flat, showing growth is not reliant on a single channel. Non‑session‑based revenue benefited from distribution and content partnerships such as Apple News+ and OpenAI.

Healthy Cash Flow: Operating cash flow and free cash flow improved in the first half of 2026. This signals better cash generation alongside digital expansion.

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...

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Mayflower Cruises & Tours
Bluegreen Vacations
Travel • Hospitality
26 Offices
4,064 Employees

Bluegreen Vacations develops and sells the Bluegreen Vacation Club, a multi-site vacation-ownership program. Through a points-based platform, members access a collection of locally inspired resorts across more than 40 destinations in the United States and Caribbean, with accommodations ranging from rustic yurts to luxury homes. The company aims to help owners create personalized, quality vacation experiences for themselves and their...

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Bluegreen Vacations
Hyatt Place Cleveland/Westlake/Crocker Park
26 Offices

Hyatt Place Cleveland/Westlake/Crocker Park is a 110-room hotel integrated within the Crocker Park lifestyle development in Westlake, Ohio. It offers modern guestrooms with separate spaces to sleep, work, and play, along with amenities such as a fitness center and indoor pool. The hotel provides guests with direct access to over 100 retail shops and numerous dining options within the premier...

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Hyatt Place Cleveland/Westlake/Crocker Park
Journera
Big Data • Travel
Chicago
28 Employees
17 Benefits

Journera is a travel technology company developing the first Experience Management Platform for the travel industry. Through its Global Experience Record (GXR), which takes a 360° view of the traveler’s journey, the Journera platform is helping travel providers and application developers unify the travel experience across a customer's entire trip.

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Journera
Options Away
eCommerce • Travel
Chicago
14 Employees

Find your perfect airfare and hold the best price while you decide if you want to purchase the ticket. Airline options are a cheap and convenient way to buy yourself some time while you finalize your travel plans. Lock in your flights at www.optionsaway.com. Now relax and keep your options open!

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Options Away
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BOUNTE, INC
eCommerce • On-Demand • Transportation • Travel
Lake Forest
5 Employees
5 Benefits

There’s no easy, automated way for hotels and other big public venues to reunite the millions of lost items every year with their owners. It’s a huge time-consuming problem. BOUNTE is an intelligent lost and found platform that modernizes the lost and found operations for them, including shipping.

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BOUNTE, INC
Crain Communications
6 Offices
3,987 Employees
24 Benefits

Across 24 brands and 10 offices worldwide, Crain employees share a passion and purpose to deliver exceptional news products. Crain understands that our employees are our most valuable resource. That’s why we are committed to investing in top talent and providing the tools and resources they need to excel, not only in their projects, but in their career. We promote collaboration,...

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Crain Communications
TRYTN
eCommerce • Events • Software • Travel
Chicago
12 Employees
19 Benefits

TRYTN is an online booking and central reservation management system for tour and activity companies. Businesses increase their direct sales while reducing costs by utilizing TRYTN's state of the art booking system, subsidized web development and customized marketing services.

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TRYTN
theWit Chicago
Events • Real Estate • Travel • Hospitality

theWit Chicago is a luxury lifestyle hotel and Hilton property located in the heart of downtown Chicago's Loop and Theater District. Known for its vibrant energy and contemporary design, it offers stylish accommodations and elevated guest experiences. The hotel features multiple dynamic dining venues, including a rooftop lounge and upscale restaurant, and is operated by the unique Chicago-based hospitality management...

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theWit Chicago
Hyatt
Other • Travel • Hospitality
26 Offices
37,000 Employees
38 Benefits
Hyatt is a leading global hospitality company offering 20 premier brands.

Hyatt, headquartered in Chicago, is a leading global hospitality company offering 20 premier brands. As of March 31, 2021, Hyatt's portfolio included more than 1,000 hotel, all-inclusive, and wellness resort properties in 68 countries across six continents. Hyatt's purpose to care for people so they can be their best informs its business decisions and growth strategy and is intended to...

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Hyatt

Hyatt's Top Stability & Growth Strengths

Strong Revenue Growth: Financial results indicate year-over-year gains in RevPAR and increased gross fees, supported by core business performance, base management fee growth, and new hotel openings. Feedback suggests this fee-driven momentum underpins ongoing expansion.

Market Expansion: Development activity is accelerating with a larger pipeline of signed rooms, more franchise deals, and construction starts, including emphasis on scaling select-service and upper-midscale brands into new submarkets. International initiatives, such as a growth push in India, reinforce geographic expansion.

Strong Hiring & Retention: Hiring appears active and broad, with thousands of openings across functions and regions and continued early-career investment through RiseHY. Structured development, leadership pipelines, and internal mobility support the talent engine across global properties.

RoomIt by CWT

RoomIt by CWT helps business travelers find the right room, right now. Our intelligent app serves up hotels rooms based on travelers preferences and behaviors making it easy to find a hotel with the price and amenities travelers crave. Plus, you can track your spending and locate travelers in an emergency - a must-have for fast-growing businesses.

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RoomIt by CWT
Mazza Travels
Enterprise Web • Travel
Chicago
5 Employees

Is website created to help travelers connect with each other and to assist in their search for activities within the city in which they are living or traveling – with focus on low cost and free events.

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Mazza Travels
Revely
Travel
Chicago
2 Employees

Expertly crafted trip plans designed just for you! Logistics, thoughtful recommendations and immersive experiences woven into one power-packed resource to plan & enhance your next trip.

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Revely
Simon & Schuster, LLC
Digital Media • News + Entertainment
8 Offices
2,500 Employees

Simon & Schuster is a global consumer publishing company and major book publisher. It publishes more than 2,000 new titles annually across printed and digital formats, offering works that educate, entertain, and inspire readers of all ages. Its business includes numerous publishing groups and imprints, as well as audiobook publishing, including audio editions, original productions, and titles from both its...

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Simon & Schuster, LLC
David C Cook
Digital Media • Edtech • Music • Social Impact
5 Offices
31 Benefits

David C Cook is a nonprofit Christian publisher that provides Christ-centered resources, curriculum, books, and music to equip the Church for making and teaching disciples.

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David C Cook
IRP Trucks, IFTA, FMSCA, ICC, UCR Illinois IRP Agency
Automotive • Logistics • Transportation • Travel
Villa Park
10 Employees
1 Benefits
Illinois Oversize Permits with Single Trip Permits at IRP Trucks

Illinois Oversize Permits at IRP Trucks Get Illinois Single Trip or Annual Trip Permits by DOT State for Truck customer service Online Phone Number 630-847-0241, email, cost, Passwords and login Restrictions and requirements at IRP Trucks. Our experienced transportation permit specialists understand the size, height, and weight necessities for obtaining oversize load permits in all 50 U.S. states and Canadian...

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IRP Trucks, IFTA, FMSCA, ICC, UCR Illinois IRP Agency

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