Skip to content

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
The cards we feature here are from partners who compensate us when you are approved through our site, and this may impact how or where these products appear. We don’t cover all available credit cards, but our analysis, reviews, and opinions are entirely from our editorial team. Terms apply to the offers listed on this page. Please view our advertising policy and product review methodology for more information.

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.

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.

Daily Newsletter
Reward your inbox with the TPG Daily newsletter
Join over 700,000 readers for breaking news, in-depth guides and exclusive deals from TPG’s experts
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:

Bottom line

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

Related reading:

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.

TPG featured card

Rewards rate
3XEarn 3X Miles on Delta purchases.
1XEarn 1X Miles on all other eligible purchases.
Intro offer
Open Intro bonus
Earn up to 125,000 Bonus Miles
Annual fee
$650
Regular APR
19.49%-28.49% Variable
Recommended credit
Open Credit score description
Excellent to Good

Pros

  • Delta SkyClub access when flying Delta
  • Annual companion ticket for travel on Delta (upon renewal)
  • Ability to earn MQDs through spending
  • Various statement credits for eligible purchases

Cons

  • Steep annual fee of $650
  • Other Delta cobranded cards offer superior earning categories
  • Earn 100,000 Bonus Miles after you spend $6,000 or more in purchases with your new Card within the first 6 months of Card Membership and an additional 25,000 bonus miles after you make an additional $3,000 in purchases on the Card within your first 6 months, starting from the date that your account is opened. Offer Ends 04/01/2026.
  • Delta SkyMiles® Reserve American Express Card Members receive 15 Visits per Medallion® Year to the Delta Sky Club® when flying Delta and can unlock an unlimited number of Visits after spending $75,000 in purchases on your Card in a calendar year. Plus, you’ll receive four One-Time Guest Passes each Medallion Year so you can share the experience with family and friends when traveling Delta together.
  • Enjoy complimentary access to The Centurion® Lounge in the U.S. and select international locations (as set forth on the Centurion Lounge Website), Sidecar by The Centurion® Lounge in the U.S. (see the Centurion Lounge Website for more information on Sidecar by The Centurion® Lounge availability), and Escape Lounges when flying on a Delta flight booked with the Delta SkyMiles® Reserve American Express Card. § To access Sidecar by The Centurion® Lounge, Card Members must arrive within 90 minutes of their departing flight (including layovers). To access The Centurion® Lounge, Card Members must arrive within 3 hours of their departing flight. Effective July 8, 2026, during a layover, Card Members must arrive within 5 hours of the connecting flight.
  • Receive $2,500 Medallion® Qualification Dollars with MQD Headstart each Medallion Qualification Year and earn $1 MQD for each $10 in purchases on your Delta SkyMiles® Reserve American Express Card with MQD Boost to get closer to Status next Medallion Year.
  • Enjoy a Companion Certificate on a Delta First, Delta Comfort, or Delta Main round-trip flight to select destinations each year after renewal of your Card. The Companion Certificate requires payment of government-imposed taxes and fees of between $22 and $250 (for itineraries with up to four flight segments). Baggage charges and other restrictions apply. Delta Basic experiences are not eligible for this benefit.
  • $240 Resy Credit: When you use your Delta SkyMiles® Reserve American Express Card for eligible purchases with U.S. Resy restaurants, you can earn up to $20 each month in statement credits. Enrollment required.
  • $120 Rideshare Credit: Earn up to $10 back in statement credits each month after you use your Delta SkyMiles® Reserve American Express Card to pay for U.S. rideshare purchases with select providers. Enrollment required.
  • Delta SkyMiles® Reserve American Express Card Members get 15% off when using miles to book Award Travel on Delta flights through delta.com and the Fly Delta app. Discount not applicable to partner-operated flights or to taxes and fees.
  • With your Delta SkyMiles® Reserve American Express Card, receive upgrade priority over others with the same Medallion tier, product and fare experience purchased, and Million Miler milestone when you fly with Delta.
  • Earn 3X Miles on Delta purchases and earn 1X Miles on all other eligible purchases.
  • No Foreign Transaction Fees. Enjoy international travel without additional fees on purchases made abroad.
  • $650 Annual Fee.
  • Apply with confidence. Know if you're approved for a Card with no impact to your credit score. If you're approved and you choose to accept this Card, your credit score may be impacted.
  • Terms Apply.
  • See Rates & Fees