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Key West deal alert: Fly south from Houston, NYC and Washington D.C. from $193 roundtrip

Feb. 24, 2024
5 min read
Beautiful sunrise on Key West, Florida, USA
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Key West is one of the most beautiful places in the U.S., full of fun bars, and loaded with character. Whether you want to relax on the beach, go fishing or simply enjoy bar-hopping up and down Duval Street, this latest deal alert will help you save big money on a trip down south.

This sale is mainly for travel from March through May, a great time of year to visit the town that inspired famed author Ernest Hemingway for books like "For Whom the Bell Tolls" and "To Have and Have Not." It includes a few key departure cities like Houston, New York City and Washington D.C. These are economy fares, so checking bags will cost extra on United. American's basic economy tickets do include a free carry-on. You can upgrade to economy class on United for $30-$35 each way.

Deal basics

Airline: American (Oneworld), United (Star Alliance)

Routes: Round-trip from Chicago (ORD), Dallas (DFW), Houston (IAH and HOU), and Washington D.C. (DCA) to Key West International Airport (EYW)

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

Travel dates: This sale is mainly for flights from March through May 2024. There is some availability out of Houston from July through September 2024.

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 for all the Premium deals, plus premium economy, business-class and first-class alerts.

Key West Duval Street
Duval Street in Key West. ROMRODINKA/GETTY IMAGES

Sample flights

You can fly out of New York City's John F. Kennedy International Airport (JFK) to Key West International Airport (EYW) in April for just $194 roundtrip, a discount of almost 50% from typical prices. This is American's basic economy tier, which gets you a free carry-on but no seat selection.

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Screenshot courtesy: Google Flights

The same reduced rate can be found for this same route in May. Be aware that fares we found out of NYC involved layovers each way, including some that are 45 minutes or less.

Screenshot courtesy: Google Flights

You can kick your summer vacation off early with a great fare we found at the end of May out of New York City. You can fly American out of Kennedy Airport to Key West for just $196 roundtrip. This flight has a layover in Miami each way, but this is a monster discount for this route.

Screenshot courtesy: Google Flights

We found lots of discounted flights from the nation's capital. For example, American has roundtrip tickets from Ronald Reagan National Airport (DCA) to the Keys for only $193 -- and it's a nonstop flight.

Screenshot courtesy: Google Flights

If you live in Houston, you can save big money on a Memorial Day weekend getaway to the Keys. You can book a roundtrip economy ticket on American for only $258, which is a huge discount off normal prices for this route.

Screenshot courtesy: Google Flights

How cheap is that price for a ticket on one of the most popular travel weekends? This cheap:

Screenshot courtesy: Google Flights

Maximize your purchase

When you book this deal or any flights, be sure to use a credit card that earns bonus points on airfare purchases, such as:

  • Chase Sapphire Preferred Card (see rates and fees): 2 points per dollar spent on travel
  • American Express® Gold Card: 3 points per dollar spent on airfare when booked directly with the airline or through amextravel.com
  • The Platinum Card® from American Express: 5 points per dollar spent on airfare when booked directly with the airline or through American Express Travel® (on up to $500,000 of these purchases per calendar year, then 1 point per dollar)
  • Chase Sapphire Reserve® (see rates and fees): 8 points per dollar on all Chase Travel℠ purchases and 4 points per dollar on flights booked directly through the airline
  • Citi Strata Premier® Card (see rates and fees): 3 points per dollar spent on air travel

Bottom line

As always, remember the golden rule for getting the best possible fare price: Be flexible with your travel plans.

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Featured image by ROMRODINKA/GETTY IMAGES
Editorial disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airline or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.