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Airfare deals are typically only available on limited dates. We recommend you use Google Flights to find dates to fly, then book through an online travel agency such as Orbitz or Expedia, which allows you to cancel flights without penalty by 11pm Eastern Time within one day of booking. However, if you’re using The Platinum Card® from American Express, you’ll need to book directly with the airline or through the Amex Travel portal to get 5x MR points. Remember: Fares may disappear quickly, so book right away and take advantage of Orbitz or Expedia’s courtesy cancellation if you’re unable to get the time away from work or family

Escape the winter cold for some endless shorelines with these deals to Puerto Rico. You can fly from Atlanta (ATL), Boston (BOS), Chicago (ORD), Fort Lauderdale (FLL), Pittsburgh (PIT), Philadelphia (PHL), Miami (MIA), Tampa (TPA), New York (JFK/LGA), Orlando (MCO) and Washington D.C. (DCA) to San Juan (SJU) from $177 round-trip on full-service carriers.

Once you’re booked, check out Get Your Guide’s list of best activities in Puerto Rico to maximize your time while on vacation. While you’re on the island considering staying at points hotels such as the San Juan Marriott Resort & Stellaris Casino, InterContinental San Juan and the AC Hotel San Juan Condado.

To search, head to Google Flights and enter your origin and destination cities. Scroll through the calendar function to find dates and prices that work for you. Then, click through to the airline or online travel agency (OTA) to book the deal.

Airlines: JetBlue, American Airlines, Delta
Cost: $177+ round-trip
Travel Dates: December 2018 – May 2019
Pay With: The Platinum Card® from American Express (5x on airfare booked directly with the airline), Citi Premier CardChase Sapphire ReserveAmerican Express® Gold CardCiti Prestige (5x on airfare plus excellent trip delay insurance) or Chase Sapphire Preferred Card (2x on travel)

Here are a few examples of what you can book:

Fort Lauderdale (FLL) to San Juan (SJU) for $177 round-trip on JetBlue:

Miami (MIA) to San Juan (SJU) for $183 round-trip on American Airlines:

Tampa (TPA) to San Juan (SJU) for $227 round-trip on JetBlue:

New York (JFK) to San Juan (SJU) for $245 round-trip on Delta:

Orlando (MCO) to San Juan (SJU) for $247 round-trip on JetBlue:

Boston (BOS) to San Juan (SJU) for $254 round-trip on Delta:

Washington D.C. (DCA) to San Juan (SJU) for $257 round-trip on JetBlue:

Maximize Your Purchase

Don’t forget to use a credit card that earns additional points on airfare purchases, such as The Platinum Card® from American Express (5x on flights booked directly with airlines or American Express Travel), Chase Sapphire ReserveAmerican Express® Gold Card, Citi Premier, Citi Prestige (5x on airfare) or the Chase Sapphire Preferred Card (2x on all travel purchases). Check out this post for more on maximizing airfare purchases.

Featured image via Getty Images.

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Chase Sapphire Preferred® Card



CARD HIGHLIGHTS: 2X points on all travel and dining, points transferrable to over a dozen travel partners

*Bonus value is an estimated value calculated by TPG and not the card issuer. View our latest valuations here.

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More Things to Know
  • Earn 60,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $750 toward travel when you redeem through Chase Ultimate Rewards®
  • 2X points on travel and dining at restaurants worldwide & 1 point per dollar spent on all other purchases.
  • No foreign transaction fees
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Regular APR
17.99% - 24.99% Variable
Annual Fee
Balance Transfer Fee
Either $5 or 5% of the amount of each transfer, whichever is greater.
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