Track flight prices, price a trip in your points, and book the hotel without leaving Google. Plus the skill 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’s free, it lives inside regular Google Search under AI Mode, and most people still haven’t tried it.
This is the shift I keep pointing at, AI going from "help me research this" to "help me get this done." Google rolled these out on August 27, 2026. Here’s exactly what to say for 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 the latest prices from more than 300 partner airlines and travel sites. Say "track these flight prices for me," and Google emails you if prices change for that destination and those dates.
The move most people miss is asking for flexible dates first, then tracking the cheapest combination. Lock your alert to one fixed pair of dates and you might be watching a price that was never going to be the good one.
Price tracking works in more than 180 countries and territories, though not in the EEA. When you’re ready to buy, you finish on the airline’s site or your preferred booking site.
This used to mean logging into a rewards portal and clicking through an award calendar. Now you just ask, like "How many American Airlines miles would it take me to fly from Atlanta to Miami?"
Supported at launch were Alaska Airlines and Hawaiian Airlines, American Airlines, Choice Hotels, Hilton and Wyndham. Google said Accor, Flying Blue, Hyatt, LATAM and Lufthansa Group would follow, so ask about your program and see if it shows up. To actually redeem, you follow a link to the airline or hotel site.
Ask for the cash price in the same breath. Those two numbers are what the skill further down needs.
Tell it your dates, budget, neighborhood and the amenities you care about, and it builds a visual list with guest reviews to compare. Pick one, choose "Continue on Google" in the booking options, pick a room type and pay with Google Pay.
Booking partners include Booking.com, Choice, Expedia, Hilton, Hotels.com, IHG, Marriott, Priceline, Trip.com and Wyndham. It started rolling out in the US in English, so if you don’t see it yet, that’s why.
Read This Before You Tap Book
Google isn’t the merchant. The hotel or booking platform is, so the cancellation policy, refunds and any resort fee are theirs. Check the cancellation terms and the total with taxes and fees before you confirm, and screenshot the confirmation.
Vague questions get you a vague list. Fill in the brackets and paste these into AI Mode one at a time.
With the points price and cash price side by side, you can do what frequent flyers do. Work out what each point is worth in this booking, then compare it to what that point is normally worth.
A $520 flight that costs 25,000 miles plus $11.20 in fees works out to about 2 cents a mile. NerdWallet values American miles at about 1.7 cents in 2026, so that’s a good redemption. The same math on a Hilton night, where points are worth about 0.4 cents, usually lands the other way. (NerdWallet 2026 valuations)
Paste your numbers into this skill and it runs the math for you.
Paste it as a prompt in ChatGPT or Claude, or save it as a Claude Skill so it kicks in whenever you paste travel options.
Google is strongest at the transaction. It finds the fare, watches the price, checks the points and books the room. It isn’t 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 to handle the flight booking end to end, here’s 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.