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Radar · Online Travel in Illinois

Best Online Travel Companies in Illinois, United States

The 57 best Online Travel companies in Illinois, United States in 2026, ranked by funding and momentum. Funding, investors, founders, valuation, tech stack and live signals. Top: Orbitz.

57companies tracked
$839.7Mdisclosed funding
0unicorns
20have raised

Ranked: Best Online Travel companies in Illinois

#CompanyDisclosed fundingLast roundStageEmployeesFounderTech stackPatents & IP focusRecent signals
1AdventureFinder
Online platform for booking adventure activities
——Deadpooled—Barney Harford
ex-CEO
———
2AmTrav
Provider of a platform for managing business travel arrangements and bookings
——Acquired169—HubSpot CMS HubEnvoyBootstrap+27——
3Avail
Peer-to-peer car rental platform
——Unfunded133————
4Axus Travel App
Travel itinerary platform for professionals, enhancing collaboration and efficiency
——Acquired281—Google MapsW3.CSSBootstrap+13——
5BookingDirection
Add-on for hotel websites to increase sales and revenue
——Deadpooled3Eran Savir
Co-Founder & CEO
———
6CheapTickets
Travel services booking portal
——Acquired1,051Michael George Hartley
Co-founder
Apple iCloud MailTypeScriptGraphQL+19——
7Clarcity
Integrated travel and expense management solution for businesses of all sizes
——Funding Raised9Nate Klein
Founder & President
———
8CorpTrav
Travel management solution for the business travelers
——Acquired3Bonnie Lorefice
Founder & Chairman
———

Top 12 Online Travel companies in Illinois

#1
Series A · Chicago, Illinois · founded 2020 · 42 employees
$5Mraised
▾

Online platform that provides travel recommendations from local experts. Travelers can build a wishlist of places they want to go, create trips, add places to them, collaborate with friends, make bookings & more.

Funding rounds
  • Jan 2024Series A$1.3M
  • Apr 2022Series A$3.5M
Founders & team
Coabi KastanCOO + Co-FounderJan SealeCEO+ Co-Founder
Investors
Hyde Park Venture Partners, HPA, Slojo Investments, VitalizeVC
#2
Series B · Chicago, Illinois · founded 2012 · 41 employees
$55Mraised
▾

Online e-commerce platform for fishing lures and tackle. The platform provides users with fishing products. Users can choose the plan from the platform and receive it on a subscription basis. It offers a mixture of full retail package hard baits and sample packages of terminal tackle and soft plastics.

Funding rounds
  • Dec 2022Series B$9.3M
  • Aug 2022Series B$2.7M
  • Apr 2021Series B$38M
  • Dec 2020Series A$4.9M
Investors
Valor Equity Partners
Tech stack
Amazon SesAmazon Web ServicesApple PayAwinBuilder.IoCaddy
#3
Series C · Ohio, Illinois · founded 2012 · 82 employees
$164.2Mraised
▾

App-based rental RV sharing P2P marketplace. RV owners list their RV making it available for renters to find the perfect RV for their next vacation. With RVShare, owners keep the profit they earn & are in complete control of who can rent when it's available & what rates are being charged. Renters use RVShare to find the perfect RV for their next vacation.

Funding rounds
  • Oct 2020Series C$100M
  • May 2020Series B$14.2M
  • Feb 2018Series B$50M
Investors
Tritium Partners, KKR
Tech stack
Amazon AdvertisingAmazon S3Amazon Web ServicesAmazon WebstoreApolloApple Icloud Mail
#4
Acquired · Chicago, Illinois · founded 2014 · 80 employees
$56Mraised
▾

Online marketplace of fishing products. Travelers can discover & buy products via the platform & can make an online payment.

Funding rounds
  • Apr 2021Series B$38M
  • Dec 2020Series B$6M
  • Oct 2017Series A$3.5M
Founders & team
Pavel SokolovskyCEO
Investors
True Ventures, TechNexus, Listen VC, Guild Capital, Starting Line, Washing Pond Ventures
Tech stack
Amazon SesAmazon Web ServicesBuilder.IoCloudflareDropboxMailchimp
#5
Acquired · Chicago, Illinois · founded 1999 · 600 employees
$500Mraised
▾

Orbitz.com is a part of Orbitz Worldwide which operates other online travel sites: ebookers, CheapTickets and HotelClub. Orbitz lets users book online flight tickets, hotels, cars, activities, and cruises. It also offers Orbitz credits points which can be redeemed by frequent flyers. In Dec. 2003 the company went pubic and in Sept. 2004, it was acquired by Cendant Corporation for $1.25 billion, which rolled Oribitz into its online travel segment, named Travelport. Cedant then sold Travelport to private equity firm Blackstone Group in June 2006. Blackstone and Travelport spun off Orbitz to the public market in July 2007. In February 2015, Expedia announced that it would acquire Orbitz for $1.2 billion in cash.

Funding rounds
  • Mar 2013Conventional Debt$500M
Investors
Bregal Sagemount, TCV
Tech stack
AkamaiAkamai Bot ManagerAmazon SesAmazon Web ServicesApolloApple Icloud Mail
#6
Acquired · Chicago, Illinois · founded 2015 · 135 employees
$19.2Mraised
▾

Remote year is a one year subscription program where there will be a $2,000 fee on the 1st of every month of Remote Year in addition to a $3,000 down payment to reserve a spot, this includes all commute and accommodation costs for a period of 1 year. The participants can work remotely if they get a job on their own.

Funding rounds
  • Sep 2019Series A$7M
  • Oct 2016Series A$12M
  • May 2015Seed$175K
Investors
Lightbank, Highland Capital Partners, Flybridge Capital Partners, Listen VC, Service Provider Capital, Hyde Park Venture Partners
Tech stack
Amazon AlbAmazon Web ServicesAnt DesignBootstrapContentfulCore-Js
#7
Series A · Chicago, Illinois · founded 2009 · 26 employees
$7.1Mraised
▾

VacayHome Connect is the provider of a distribution and marketing platform for vacation rentals. Its features include channel management, digital marketing, content management and optimization, membership, and loyalty distribution, and more. It can also be integrated with existing CMS and PMS. Its clients include Canyon Services, Vacation Rental Pros, HomeAway, and others.

LinkedIn Pulse recent public activity · Jul 2026
Audience: 1k LinkedIn followers — 4.6% of this cohort's audience
Funding rounds
  • Jun 2016Series A$685K
  • Aug 2015Series A$4.1M
  • Nov 2014Series A$2.3M
  • Oct 2014Series A$4.1M
Founders & team
Sunil AluvilaPresident & CEO
Tech stack
Amazon Web ServicesCore-JsDocusignElementorElementor Header & Footer BuilderGoogle Analytics
#8
Acquired · Chicago, Illinois · founded 2006 · 2 employees
$11.7Mraised
▾

Local travel guides for planning trips to global destinations. This platform provides recommendations for exploring popular travel destinations worldwide. It offers local insights on the best things to do, hotels, restaurants, and attractions. Users can plan trips to various locations across North America, Europe, South America, the Caribbean, Oceania, Central America, Asia, and Africa. The service aims to provide a local perspective for travelers seeking authentic experiences. It is a resource for individuals looking to explore and discover new places with insider knowledge. The platform supports travel planning by offering curated information and recommendations.

Funding rounds
  • Feb 2011Venture Debt—
  • Dec 2010Series C$3.5M
  • Aug 2010Series B$200K
  • Jun 2008Series B$8M
Founders & team
Josh SteinitzFounder & CEO
Investors
MMV Financial, Draper, Austin Ventures, Draper Richards, Lehman Brothers, KPG Ventures
Tech stack
ClickyGodaddyGoogle AnalyticsGoogle Hosted LibrariesGoogle WorkspaceJquery
#9
Seed · Chicago, Illinois · founded 2022 · 6 employees
$199.9Kraised
▾

App-based community platform for travelers. Users can create itineraries through the platform by communicating with other users. App is available for both Android and iOS devices.

Funding rounds
  • May 2022Seed$199.9K
Founders & team
Dani HristevaCo-FounderErica SchmidtCo-FounderStephen EddyCo-Founder & CEO
Tech stack
Apache Http ServerGoogle AnalyticsGoogle Font ApiGoogle Tag ManagerGoogle WorkspaceJquery
#10
Acquired · Chicago, Illinois · founded 2012 · 28 employees
$10.3Mraised
▾

Rocketmiles buys miles from airlines which it then links to stays with its partner hotels. Customers earn an average of 7,000 miles per booking. It basically focuses on delivering hand picked hotels at the same price as other aggregators. The company buys its hotel rooms at a lower rate and resells them at a higher price, earning revenue to purchase miles for its customers.

LinkedIn Pulse recent public activity · Jul 2026
Audience: 11k LinkedIn followers — 35.2% of this cohort's audience
Activity: 4 partnerships (incl. China Airlines) announced in 12 mo
Funding rounds
  • Dec 2013Series A$8.3M
  • Apr 2013Seed$2M
Investors
August Capital, Link Ventures, Atlas Venture, Chicago Ventures, Peterson Ventures, Gabriel Investments
Tech stack
Amazon CloudfrontAmazon Web ServicesBuilder.IoCart FunctionalityCloudflareCloudflare Bot Management
#11
Series A · Deerfield, Illinois · founded 2011 · 6 employees
$5.2Mraised
▾

Trippy is an online social platform to raise/answer Q&A related to travel. Their aim is to simplify & improve the traveling plans through friend-sourcing. The platform ties with user's social networks like Facebook & discovers which of the contacts have visited the desired destination. It lets users suggest which hotels or destinations would be a good fit. It provides a solution to the problem of untrustworthy & irrelevant travel content.

Funding rounds
  • Apr 2014Series A$3.5M
  • Nov 2011Seed$1.8M
Founders & team
J.R. JohnsonFounder & CEO
Investors
Sequoia Capital, SV Angel, True Ventures, Sequoia Capital China, Headline
Tech stack
Amazon Ec2Amazon Web ServicesApache Http ServerAws Certificate ManagerBootstrapClicky
#12
Acqui-Hired · Chicago, Illinois · founded 2007 · 10 employees
$1.8Mraised
▾

Where I've Been is a social networking application that marked its users' travel history on a color-coded map. The site collected user-generated content such as photos, videos and reviews. It is a personalized and interactive world map that lets users share their travels.

Funding rounds
  • Apr 2010Seed$750K
  • Angel$1M
Founders & team
Michael Dalesandroex-CEO
Investors
Lightbank

Funding & investor landscape

$839.7Mtotal disclosed funding
19companies funded
41disclosed rounds
0rounds last 90 days
Most active investors
Chicago Ventures2 rounds
Hyde Park Venture Partners2 rounds
Lightbank2 rounds
Listen VC2 rounds
True Ventures2 rounds
Accomplice1 rounds
Atlas Venture1 rounds
August Capital1 rounds
Austin Ventures1 rounds
BAM Ventures1 rounds

Notable founders

Coabi Kastan
COO + Co-Founder · Out Of Office
Jan Seale
CEO+ Co-Founder · Out Of Office
Pavel Sokolovsky
CEO · Catch
Sunil Aluvila
President & CEO · VacayHome Connect
Josh Steinitz
Founder & CEO · NileGuide
Dani Hristeva
Co-Founder · Foresyte
Erica Schmidt
Co-Founder · Foresyte
J.R. Johnson
Founder & CEO · Trippy
Michael Dalesandro
ex-CEO · Where I've Been
Christopher Brusznicki
Co-Founder & CEO · Vaystays
Wes Smithe
Co-Founder & VP · Vaystays
Rod Rakic
Co-Founder · OpenAirplane
Prism market signals · United States · country-scoped Prism corpus, 15,821,128 docs

Market landscape — 10 sub-themes by coverage

Share of Online Travel coverage by sub-theme.

Regulatory-risk over time rising

Funding & growth over time

funding rising · growth rising

Common questions

How many Online Travel companies are there in Illinois, United States?
Radar tracks 57 indexable Online Travel companies headquartered in Illinois, United States that meet our profile-completeness bar.
What is the total funding raised by Online Travel companies in Illinois, United States?
The Online Travel companies in Illinois, United States on this list have raised a combined $839.7M in disclosed equity funding across 19 funded companies.
Which is the highest-funded Online Travel company in Illinois, United States?
Orbitz is the highest-funded Online Travel company in Illinois, United States, with $500M in disclosed equity funding.
How many Online Travel companies in Illinois, United States are funded?
19 of the 57 Online Travel companies in Illinois, United States on this list have disclosed at least one equity funding round.
How many Online Travel unicorns are there in Illinois, United States?
None of the Online Travel companies in Illinois, United States on this list currently has a disclosed valuation of $1B or more.
Who are the top investors in Illinois, United States Online Travel companies?
The most active investors in Illinois, United States Online Travel companies on this list include Chicago Ventures, Hyde Park Venture Partners, Lightbank, Listen VC, True Ventures.
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