Book it from Chicago to San Juan with flights as low as $148*

Love at first flight.

JetBlue combines award-winning service and comfort with everyday low fares. The core JetBlue experience gives you the most legroom in coach, free high-speed Wi-Fi for every traveler (and on every plane!), free live TV and movies at every seat, free brand-name snacks and drinks—and it’s all included in the fare.

When you book direct on jetblue.com or the JetBlue app, you’re guaranteed to get our best fares. Plus, it’s easier to manage your booking if your travel plans change (we’ve got your back when the unexpected happens). Whether you’re just looking for a cheap flight or a vacation package that bundles flights with hotel, cruise, car &/or activities, booking directly with us gives you deals and discounts you won’t find anywhere else, more flexibility, and you’ll earn bonus TrueBlue points toward future award travel, as well as tiles toward valuable Perks You Pick®.

You can use TrueBlue points to book on jetblue.com or the JetBlue app. And if you’re short on points (or cash), you can also use your TrueBlue points (as few as 500 points!) toward a Cash + Points booking. It’s like getting a discount.

*Fares shown reflect recent availability (collected within 24 hours), subject to change at any time. Fares are one-way and reflect lowest available fare (which may be Main Base). Fares do not include baggage fees or optional services and additional restrictions apply.