Caribbean deal alert: Fly to Puerto Rico for as low as $282 round-trip

Summer is fast approaching, but savvy travelers know to think a season or two ahead when planning their vacations. That’s why we’re putting a new fare sale to Puerto Rico on your radar. Winter flights to the popular island are available now at significant discounts.

You can book flights to the capital city of San Juan or the northwestern surfing town of Aguadilla for less than $300 round-trip. The travel window is from May to November 2024 and early 2025 — a period when much of the U.S. will be longing for warm weather. The deal’s departure cities include Charlotte, Denver and Seattle.

Know that this deal involves flights with layovers and is for basic economy tickets. Basic economy tickets on American Airlines and Delta Air Lines come with free carry-on bags, which makes this sale very attractive to light packers. For JetBlue and United Airlines flights, only one smaller item is generally permitted on board, so expect to pay $35 to $45 each way if you want to check luggage.

How to book: Browse Google Flights, then book directly with the airline

Travel dates: May through November 2024; between January and March 2025

This deal was originally sent out by Going. Sign up for Going to get up to 90% off select flights via its Premium membership, which users can try for free for 14 days and then $69 per year. You can also upgrade to the Elite tier for $199 per year to access all the Premium deals, plus premium economy, business-class and first-class alerts.

Related: The best hotels in Puerto Rico — find your stay on the Island of Enchantment

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The big discounts to Aguadilla are limited to flights out of Charlotte, but we found a few good itineraries in the fall. For example, this October round-trip United ticket from Charlotte Douglas International Airport (CLT) to Aguadilla’s Rafael Hernández Airport (BQN) costs just $323. Remember, United basic economy tickets do not provide a free carry-on bag.

You can find the same price for this route in February when the weather is perfect for surfing at Aguadilla’s famed Crash Boat beach. Again, it’s a United ticket, so you’ll have to pay for a bag.

We found round-trip tickets from Seattle to San Juan in the fall for less than $300. Some have two stops each way, but there were quite a few options with much more reasonable travel schedules. For example, this late October United itinerary from Seattle-Tacoma International Airport (SEA) to San Juan’s Luis Muñoz Marín International Airport (SJU) is only $282; it has just one layover each way.

American has good availability from Seattle to San Juan at the same price in January. That’s an even bigger savings when you consider that you get a free carry-on bag.

As for JetBlue, the carrier has flights from Denver to Puerto Rico for just $352 round-trip. You can fly from Denver International Airport (DEN) to SJU in October and November at that price.

According to Google Flights data, that’s a significant discount from normal prices. But remember, JetBlue’s Blue Basic fares don’t allow for a free carry-on bag, so you’ll need to budget a little more for a checked bag.

We’ll end where we started: in the Carolinas. We didn’t see many great deals from Charlotte to San Juan in the fall and winter, but we did spot a few bargains at the start of summer. This June JetBlue itinerary out of Charlotte is only $326 round-trip.