American Airlines flights to Key West from $189*

Popular flights to Key West on American Airlines

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*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Visit Key West, Florida

Looking for flight deals to Key West, Florida? American Airlines supports your travel plans with service from cities like Miami, Charlotte, Dallas-Fort Worth and Philadelphia. Whether you're coming for a long weekend of sunshine or a laid-back retreat to the Conch Republic, our flight options give you plenty of flexibility. Browse popular flights to Key West and plan your next island escape with American.

Find deals on flights to Key West

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Philadelphia (PHL)to

Key West (EYW)
05/23/26 - 05/27/26

Round trip

Economy

from
$330Fare subject to changes
Updated: 18 hours ago

Dallas (DFW)to

Key West (EYW)
09/26/25 - 09/30/25

Round trip

Economy

from
$388Fare subject to changes
Updated: 48 minutes ago

Chicago (ORD)to

Key West (EYW)
09/01/25 - 09/06/25

Round trip

Economy

from
$322Fare subject to changes
Updated: 18 hours ago

Charlotte (CLT)to

Key West (EYW)
10/14/25 - 10/21/25

Round trip

Economy

from
$425Fare subject to changes
Updated: 16 minutes ago

Washington, D.C. (DCA)to

Key West (EYW)
09/03/25 - 09/10/25

Round trip

Economy

from
$259Fare subject to changes
Updated: 26 minutes ago

Los Angeles (LAX)to

Key West (EYW)
08/30/25 - 09/06/25

Round trip

Economy

from
$250Fare subject to changes
Updated: 8 hours ago

*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Tips for finding cheap flights to Key West

Keep these tips in mind to make the most of planning your trip to Key West.

  • Book early: Booking 1 to 3 months ahead can help secure lower fares, especially during peak seasons.
  • Be flexible with dates: Midweek flights typically offer better value than weekend travel.
  • Travel off-peak: Visit in early fall or late spring when demand drops and deals may improve.

Upgrade your flight with Main Cabin Extra

Make your trip more comfortable with Main Cabin Extra. Enjoy benefits like:

  • Extra legroom: More space with seats at the front of the Main Cabin or in exit rows.
  • Early boarding: Preferred Group 5 boarding allows easier access to overhead bins.
  • Complimentary drinks: Enjoy beer, wine and spirits on flights with full beverage service.

Discover how Main Cabin Extra can enhance your trip.

American Airlines flights to Key West from **Flights.FromLowestPrice***

Which airport in Key West does American Airlines fly to?

American flights arrive at Key West International Airport (EYW), located just 2 miles from the historic downtown district. The airport offers close access to hotels, beaches and more.

Getting from Key West International Airport to downtown Key West

Transportation from EYW to the heart of Key West offers several flexible options.

  • Public transportation: City buses provide low-cost routes connecting the airport to major hotels and attractions.
  • Taxis / rideshares: Taxis and rideshare vehicles are available right outside baggage claim.
  • Hotel shuttles: Many hotels and resorts offer shuttle services. Check directly with yours to confirm availability.
  • Rental cars: Car rental counters are located in the terminal and nearby pickup areas.

Check out EYW Airport's official website for more transportation details.

Discover Key West

Best time to visit Key West

With a tropical climate and breezy coastal vibe, Key West welcomes visitors year-round. Here's what to expect in each season.

  • Spring (March – May): With often ideal temperatures and sunny skies, spring lends itself to beach days and boat tours.
  • Fall (September – November): Quieter streets, cooler evenings and great seafood festivals define the season.

Keep in mind:

  • Summer (June – August): Expect heat and humidity, but also fewer crowds and potential for more hotel discounts. Ocean breezes and shaded patios keep things comfortable.
  • Winter (December – February): Peak season in the Keys means a lot of sunshine, plenty of events and higher demand, so make sure you book early for more options.

Top things to see and do in Key West

Key West blends island relaxation with cultural richness. Whether you're a first-timer or a frequent visitor, you'll always find plenty to explore.

  • Duval Street: The island's main thoroughfare, it's lined with bars, galleries, local shops and historic charm.
  • Ernest Hemingway Home and Museum: Tour the legendary writer's former residence and meet its famous six-toed cats.
  • Mallory Square: A nightly tradition for sunsets, street performers and ocean views
  • Southernmost Point: Snap a photo at this iconic landmark just 90 miles from Cuba.
  • Fort Zachary Taylor Historic State Park: Enjoy snorkeling, beach access and Civil War history in one scenic spot.
  • Key West Butterfly and Nature Conservatory: Walk through a glass-enclosed habitat filled with colorful butterflies and exotic birds.

Booking your trip to Key West with American Airlines

Whether you're here for beaches, cocktails or a sightseeing, you'll soak up Key West's coastal vibes with plenty to explore. Your Key West trip starts when you board with American.