Your next flight, one text away

Send Caddy your dates. It compares flights in your texts and helps you book

Today 9:41 AM

JFK to Chicago Oct 16 to 20, nonstop?

American has an 8:00 AM nonstop, $278 round trip. Want me to book it?

yes, book it

Less searching, more going

From “let’s go somewhere” to a flight that fits.

Say where and when

Your cities, your dates, and whatever matters: nonstop, after work, under $300.

Today 9:00 AM

JFK to ORD Oct 16 to 20, one adult, nonstop

here are your departing options:

Example top flights from JFK to ORD on October 16: American $278, United $296, Delta $312, and American $334, round trip for one adult

Pick from real options

Flights land in your thread as cards you can compare: times, stops, price. Reply with the one you like.

Today 9:05 AM

the 8am American works. what about the return?

these returns work with that departure:

Example return options from ORD to JFK on October 20, including American at 4:30 PM, $278 round trip

Book with a reply

Say book it. Caddy gets the itinerary ready, and you review the final price before anything is charged.

Today 9:10 AM

the 4:30 return, book it

On it. You’ll review the final price and details before you’re charged.

Where are we going?

Your next trip starts with a text

Need more info?

Find and book flights by text | Caddy