San Juan
in $170s-$190s RT
Great news, amigos! The travel gods saw us listening to Bad Bunny all summer and decided to bless us with the cheapest Puerto Rico fares we've ever seen.
If you're into great music, great beaches, and generally having a swell time in the Caribbean, this is the deal for you. But if you're into being bored and spending too much money, maybe give this one a pass.
Besides, this is a great excuse to practice your Spanish! Lesson one: ¿Dónde está la fiesta? :-)
P.S. Hurricane season in Puerto Rico runs into November. Plenty of people still visit during that time, but you might want to get travel insurance or choose some of the winter dates just to be safe.
Taking off ✈️
Tip Published: Aug 06, 2025
To:
- San Juan (SJU)
From:
- Houston (IAH) - $175
- San Diego (SAN) - $195
- San Jose (SJC) - $183
How to Book
This is a Premium deal for Jack's Flight Club members only. For step by step instructions on how to book it you'll need to login or upgrade to Premium membership.