KAYAK

KAYAK

Search hundreds of travel sites at once.

259 followers

KAYAK, part of Booking Holdings (NASDAQ: BKNG), is the world's leading travel search engine. With billions of queries across our platforms, we help people find their perfect flight, stay, rental car and vacation package.
This is the 6th launch from KAYAK. View more
KAYAK.ai Beta

KAYAK.ai Beta

Plan your next trip and comparison shop — conversationally
KAYAK.ai Beta was ranked #5 of the day for April 30th, 2025
KAYAK.ai is our innovative AI search platform, powered by OpenAI, that transforms travel planning. It’s a test lab for tech enthusiasts, curating tailored flight and hotel options—whether you’re seeking a budget weekend in London, or beachfront Miami stays.
KAYAK.ai Beta gallery image
KAYAK.ai Beta gallery image
KAYAK.ai Beta gallery image
KAYAK.ai Beta gallery image
KAYAK.ai Beta gallery image
Free
Launch Team / Built With

What do you think? …

Matthias Keller

Today, KAYAK is officially rolling out KAYAK.ai where real-time travel information meets conversational search. Unlike other AI platforms, KAYAK.ai delivers the most up to date, comprehensive travel pricing from 400+ providers in a chat-first format that travelers can trust.


Built combining OpenAI’s technology with KAYAK’s intelligence, the site will serve as the company’s innovation lab for analyzing how travelers engage with KAYAK tools, data and insights conversationally. As KAYAK.com’s tech savvy sibling, it will cater to AI enthusiasts and those drawn to advanced technology. What works best on KAYAK.ai will graduate to KAYAK.com.


Below are a few recommended prompts to get you started:

  • “Which weekend in October has the cheapest flights from Boston to London?”

  • “When should I fly to Chicago for a 4 day trip?”

  • “I’m looking for flight options from NYC to London from July 3 to July 8”

  • I am looking for a hotel in New York with free breakfast. Checking in July 3 and checking out July 8”

@kellermatth Perfrect idea but how do you balance the flexibility of open-ended chat with the structured nature of travel data (like fare classes, room types, filters)? It feels like a tricky UX challenge 🤔

Matthias Keller

@hamza_afzal_butt Thank you for your feedback. It's definitely a challenge but at the same time it opens up a number of great opportunities such as prompting for very specific results or searching for a flight and a hotel in the same prompt.

Mark Heynen

@kellermatth Very cool. How did you decide on the suggested queries? It seems for a new user modality those are quite important and need to return some solid results.

Its exciting to think of the voice possibilities here.

Pranay Bansal
Launching soon!

Congratulations on the launch!

KAYAK's chat-first approach is a very good differentiator in terms of a more intuitive and personalized user exp. compared to forms (I hate those). I am curious about how you ensure the pricing data stays up to the minute accurate across so many providers?


Also, imagine if "real-time travel info" was "real time-travel info"

Matthias Keller

@pranay12 We pull in pricing directly from our travel providers API’s. We know price accuracy is critical for anyone booking travel and given how quickly prices change - this is always something we are investing time in at KAYAK – so kayak.ai has a strong foundation here with being built on kayak.com search technology.

James Cooper

Being able to chat your way through travel plans makes everything so much easier and less stressful. Big congrats on the launch!