Track flight prices, price a trip in your points, and book the hotel without leaving Google. Plus the prompt that tells you whether to pay cash or burn the miles.
Google Search can now watch flight prices for you, tell you what a flight or hotel costs in your points, and take you all the way through booking a room. It is free, it is sitting inside regular Google Search under AI Mode, and almost nobody is using it yet.
This is the shift I keep pointing at. AI going from "help me research this" to "help me actually get this done." Google rolled these out on August 27. Below is exactly what to say to get each one, and the one calculation that decides whether points are worth using at all.
Describe the trip in plain English and AI Mode pulls live pricing from more than 300 airlines and travel sites. Then you say "track these flight prices for me," confirm it, and Google emails you when the price moves for those exact dates and that exact route.
The move most people miss: ask for flexible dates first, then track the cheapest combination. Locking your alert to one fixed pair of dates is how you end up watching a price that was never going to be the good one. Price tracking works in more than 180 countries.
This is the one that used to mean logging into a rewards portal and clicking through an award calendar. Now you just ask. "How many American Airlines miles would it take me to fly from Atlanta to Miami?" and it returns the current award pricing.
Live at launch: Alaska Airlines and Hawaiian, American Airlines, Choice Hotels, Hilton, and Wyndham. Accor, Flying Blue, Hyatt, LATAM, and Lufthansa's Miles & More are coming. It works for hotels too, and it is available globally.
Ask for the cash price in the same breath. Those two numbers together are what feeds the prompt further down.
Tell it your dates, your budget, your neighborhood, and the amenities you actually care about, and it builds a visual list with guest reviews so you can compare. When you pick one, you hit "Continue on Google" and finish the reservation with Google Pay.
Booking partners include Marriott, Hilton, IHG, Wyndham, Choice, Expedia, Booking.com, Hotels.com, Priceline, and Trip.com. Hotel booking started rolling out in the US in English and is reaching more people over the coming weeks, so if you do not see it yet, that is why.
Read this before you tap book
Google is not the merchant. The hotel or the booking platform is, which means the cancellation policy, the refund, and any resort fee are theirs, not Google's. Ask for the full cancellation terms and the total with taxes and fees before you confirm, and screenshot the confirmation.
Vague questions get you a vague list. These are written the way AI Mode responds to best. Fill in the brackets and paste one at a time.
Now that Google hands you the points price and the cash price side by side, you can do the thing frequent flyers do and most people never learn. You work out what each point is worth in this specific booking, then compare it to what that point is normally worth.
A $420 flight that costs 25,000 miles plus $11.20 in fees is 1.64 cents a point. American miles are worth roughly 1.4 cents, so that is a good redemption. The same math on a Hilton night is usually the opposite answer. Paste your numbers into this and it runs it for you.
Works as a pasted prompt in ChatGPT or Claude, or save it as a Claude Skill so it triggers itself every time you paste travel options.
Google is strongest at the transaction. Finding the fare, watching the price, checking the award chart, closing the room. It is not the thing that builds you a day-by-day itinerary with real restaurants and travel times that make sense.
For that half, use my Travel Planner skill, which plans the whole vacation in about five minutes. And if you want AI handling the booking end to end rather than you clicking through it, here is the flight-booking skill that saves your travel rules once so you never re-explain them.
Stack them and the whole thing takes an evening instead of a weekend.