Tremendous

An angel investor's take on life and business

Ever wonder whether you’re really getting the best deal on a flight? Google Flights AI is here to help.

Google Flights AI lets you describe the trip you want to take in natural language. Then, Google finds an itinerary to match. 

This morning, I used Google Flights AI to plan three different trips. It made a few mistakes, but overall it made trip planning a lot easier.

Let’s see what this thing can do! 

Round #1: Take Me to the Motherland!

I’ve wanted to visit Italy for years. I want to see Rome or Naples. I also want to see Popoli, the tiny town in Abruzzo that the Santoras come from.

Can Google Flights AI help? 

It’s confusing that you put your home airport in one box and the rest of your query in another. Google needs to make it all one box.

However, Google Flights did find some great deals. Newark to Naples for less than $400 is the cheapest I’ve seen. When I looked on the old Google Flights, I couldn’t find anything cheaper.

I’m giving this round an A-.

Round #2: A Wisconsin Summer

Every summer, I go visit friends and family in Wisconsin, where I grew up. Can Google find me a deal? 

I told Google to only show me direct flights. Google found me an itinerary for $209, which is as cheap as you’ll see. I’m flying out of Newark non-stop, just the way I wanted. 

I’m giving this round an A! 

Round #3: Escaping Frozen Jersey

When I went out with my coffee this morning, the cold air hit me like a wall. Can Google find me the perfect beach vacation?

I told Google to find me something as soon as possible, but most of its results were for several weeks from now. So, the results weren’t very useful.

I’m giving this round a C. 

Wrap-Up

Google Flights AI performed well in my testing, earning a B overall. 

For the most part, Google did a great job of finding cheap tickets. But it didn’t always understand my instructions. 

Google Flights AI seems to find deals as good or better than traditional Google Flights. There’s no longer any reason to click through the old school calendar. 

The next time I book a trip, I’ll definitely use the AI tools to help find a great deal!

Have you tried Google Flights AI? 

There will be no blog on Monday for Martin Luther King Day. See you Tuesday!

More on tech:

Grok Companions — Elon’s AI Girlfriend?

Gemini Beats Grok and GPT 5.2 In a Head-to-Head Test

MiniMax: China’s $7 Billion AI Model Flops in Testing

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