Update: Some offers mentioned below are no longer available. View the current offers here.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.Right now, we’re seeing cheap flights on Delta and American Airlines to the Caribbean from several US cities in basic economy. Starting at just $178 round-trip, you can fly from New York, Atlanta, Charlotte and Miami to St. Maarten, Bermuda and Jamaica. Depending on the route, you can fly from December 2018 to March 2019.Keep in mind that these discounted fares are in basic economy, meaning added fees and restrictions in return for the attractive price. However, it’s possible to defeat many of basic economy’s negative aspects by having elite status or a co-branded airline credit card.To search for these flights, head to Google Flights and enter your origin and destination cities. Once you’ve found a date compatible with your schedule, book directly through Delta or American.Airline: Delta/AmericanRoutes: CLT/JFK/ATL/MIA to SXM/BDA/MBJCost: $178+ round-trip in basic economyDates: December 2018 - March 2019Booking Link: Orbitz, Expedia or directly with DeltaPay With: The American Express Platinum Card (5x on airfare), Chase Sapphire Reserve, Citi Prestige (5x on airfare plus excellent trip delay insurance) or Chase Sapphire Preferred Card (2x on travel)Charlotte (CLT) to St. Maarten (SXM) for $178 round-trip in basic economy:Charlotte (CLT) to Bermuda (BDA) for $230 round-trip in basic economy:Miami (MIA) to Bermuda (BDA) for $230 round-trip in basic economy:Sign up for our daily newsletterEmail addressSign upI would like to subscribe to The Points Guy newsletters and special email promotions. The Points Guy will not share or sell your email. See privacy policy.Atlanta (ATL) to Jamaica (MBJ) for $240 round-trip in basic economy:Maximize Your PurchaseDon’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, or 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.
