This post contains references to products from one or more of our advertisers. We may receive compensation when you click on links to those products. For an explanation of our Advertising Policy, visit this page.

Want to see the latest flight deals as soon as they’re published? Follow The Points Guy on Facebook and Twitter, and subscribe to text message alerts from our deals feed, @tpg_alerts.

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.

Puerto Rico is rebuilding nicely, so can book one of these super-cheap fares to the re-establishing Caribbean island. Because Puerto Rico is a US territory, you won’t need your passport for this getaway if you are a US citizen. These discounted rates are available from several dozen US cities and are widely available through the end of the year. The lowest fares are available on budget airlines, but even full-service carriers are offering significant savings on their usual prices for these itineraries. Southwest, which doesn’t share its prices on Google Flights, is matching the sale from many cities, with rates starting from $98 one-way.

Airline: Frontier, Spirit, American, Delta, Southwest, United
Cost: $98+ round-trip
Dates: August 2018 to February 2019
Booking Link: OrbitzExpedia or directly with the airline
Pay With: The American Express Platinum Card (5x on airfare), Chase Sapphire Reserve, American Express® Gold Card, Citi Prestige (3x on airfare plus excellent trip delay insurance) or Chase Sapphire Preferred (2x on travel)

Miami (MIA) to San Juan, Puerto Rico (SJU) in August for $97 nonstop round-trip on Frontier:

Fort Lauderdale (FLL) to San Juan, Puerto Rico (SJU) in August for $136 nonstop round-trip on Spirit:

Atlanta (ATL) to San Juan, Puerto Rico (SJU) in November for $169 nonstop round-trip on Frontier:

Tampa (TPA) to San Juan, Puerto Rico (SJU) in November for $197 round-trip on Southwest:


New York (JFK) to San Juan, Puerto Rico (SJU) in September for $209 round-trip on Delta in regular economy:

Seattle (SEA) to San Juan, Puerto Rico (SJU) in October for $224 round-trip on American in regular economy:

Baltimore (BWI) to San Juan, Puerto Rico (SJU) in December for $236 round-trip on Delta in regular economy:

Albuquerque (ABQ) to San Juan, Puerto Rico (SJU) in February for $266 round-trip on United in regular economy:

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 Reserve, American Express® Gold Card or Citi Prestige (3x on airfare) or the Chase Sapphire Preferred Card (2x on all travel purchases). Check out this post for more on maximizing airfare purchases.

Featured photo by Marc Pagani/Getty Images.

The Business Platinum® Card from American Express

Aside from the 75,000 points welcome bonus, Amex recently made huge improvements to the Business Platinum Card, including the fact that you will now earn 50% more points on purchases of $5,000 or more, earn 5x on flights and eligible hotels at and cardholders will receive a $200 airline fee credit each year.

Apply Now
More Things to Know
  • Welcome Offer: Earn up to 75,000 Membership Rewards® points.
  • Earn 50,000 Membership Rewards® points after you spend $10,000 and an extra 25,000 points after you spend an additional $10,000 all on qualifying purchases within your first 3 months of Card Membership.
  • Get 5X Membership Rewards® points on flights and prepaid hotels on
  • Get 50% more Membership Rewards® points. That's 1.5 points per dollar, on each eligible purchase of $5,000 or more. You can get up to 1 million additional points per year.
  • 35% Airline Bonus: Use Membership Rewards® Pay with Points for all or part of a flight with your selected qualifying airline, and you can get 35% of the points back, up to 500,000 bonus points per calendar year.
  • Enroll to get up to $200 in statement credits annually by getting up to $100 semi-annually for U.S. purchases with Dell. Terms apply.
  • Get one year of Platinum Global Access from WeWork. With this membership, you can access 300+ premium, inspiring workspaces in 75+ cities. To get this exclusive offer, enroll between 2/15/2019 and 12/31/2019.
  • Terms Apply
  • See Rates & Fees
Intro APR on Purchases
Regular APR
Annual Fee
Balance Transfer Fee
See Terms
Recommended Credit
Excellent Credit
Terms and restrictions apply. See rates & fees.

Editorial Disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airlines or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

Disclaimer: The responses below are not provided or commissioned by the bank advertiser. Responses have not been reviewed, approved or otherwise endorsed by the bank advertiser. It is not the bank advertiser’s responsibility to ensure all posts and/or questions are answered.