Chat search for flights, hotels, and a day-by-day plan.
Freemium
Best for A single chat that covers fares, hotels, and an itinerary.
Trip planners · Flights · Stays · Budget · Family · BusinessListed October 12, 2026
A free hotel search that puts member cash rates next to points.
FreeChecked November 12, 2026
Best for Comparing a member cash rate with a points rate, then booking the stay with the hotel.
Gondola, at gondola.ai, searches hotel rates and points. On November 12, 2026 the homepage says AI finds the best rate, triple stacks points, and saves money after you book. It says Gondola searches member rates for every hotel chain at once. A line says it saves travelers $413 a year when prices drop on refundable hotel, car, and flight reservations, and that a cheaper rate is rebooked with 100% of the savings kept, for free. Another line says 16% back on every hotel booked, and up to 30%+ back with the right status and credit card. The FAQ says Gondola is completely free, with no added fees or hidden costs. A second answer says a booking is direct with the hotel, so hotel points, status nights, and credit card points still apply, stacked with 3-7% Gondola Cash back, which that answer calls an average of 16% back. A later answer says Gondola Cash is $1 toward the next hotel booking and that cash bookings earn 3% Gondola Cash back. The page also asks how Gondola makes money. That answer was not in the text we could read. AutoSave, on the FAQ, reprices Marriott, Hyatt, or IHG stays after a card is linked on the Trips page, and it repeats the $413 a year average. Connecting email is described as a scan of confirmation messages from verified providers. That answer says the average traveler discovers over $3000 in unused points. The homepage MCP section says supported hotel and rental car options go to Gondola checkout, and that flight results remain discovery-only. The MCP page the same day names Marriott, Hilton, Hyatt, IHG, and Accor, and its tool list includes book_flight after the traveler confirms the quote. The FAQ says Gondola is in the iOS App Store and on Google Play. This check did not open those store listings, and it did not book a room.
The FAQ on November 12, 2026 says Gondola is completely free, with no added fees or hidden costs. You still pay the hotel. Gondola Cash is described as credit toward a later booking, not a subscription. The page asks how Gondola makes money and does not show that answer in the text we read.
Chat search for flights, hotels, and a day-by-day plan.
Freemium
Best for A single chat that covers fares, hotels, and an itinerary.
Trip planners · Flights · Stays · Budget · Family · BusinessListed October 12, 2026
Flight, hotel, and car search you can also ask in plain language.
Free
Best for Comparing live flights, hotels, and cars, then saving a search for a push alert.
Flights · Stays · BudgetListed May 14, 2026
Fare and hotel predictions, with paid extras you should read.
Freemium
Best for Travelers who want a book-or-wait signal and will read the add-on screen.
Flights · Stays · BudgetListed July 6, 2026