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Flight Deals

Cheap American Airlines Flight Deals to Key West

 
Here are some of the best deals found on KAYAK recently from American Airlines to Key West that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip American Airlines flight deals to Key West

Tue, Jan 5 - Sat, Jan 9
American Airlines Logo
9:05 am - 1:24 pmBOS  Boston Logan Intl-EYW Key West
4h 19mnonstop
American Airlines Logo
1:00 pm - 4:33 pmEYW  Key West-BOS Boston Logan Intl
3h 33mnonstop
$257American Airlines
Sat, Jan 30 - Tue, Feb 2
American Airlines Logo
9:00 am - 1:00 pmBOS  Boston Logan Intl-EYW Key West
4h 00mnonstop
American Airlines Logo
11:18 am - 5:05 pmEYW  Key West-BOS Boston Logan Intl
5h 47m1 stop Washington, D.C. Reagan-National
$267American Airlines
Sat, Aug 29 - Wed, Sep 2
American Airlines Logo
5:00 am - 1:05 pmBOS  Boston Logan Intl-EYW Key West
8h 05m1 stop Miami
American Airlines Logo
2:31 pm - 9:45 pmEYW  Key West-BOS Boston Logan Intl
7h 14m1 stop Philadelphia
$277American Airlines
Sun, Aug 23 - Wed, Aug 26
American Airlines Logo
7:07 am - 12:27 pmBOS  Boston Logan Intl-EYW Key West
5h 20m1 stop Charlotte Douglas
American Airlines Logo
1:50 pm - 8:06 pmEYW  Key West-BOS Boston Logan Intl
6h 16m1 stop Charlotte Douglas
$278American Airlines
Sat, Sep 19 - Wed, Sep 23
American Airlines Logo
10:20 am - 5:55 pmATL  Atlanta Hartsfield-Jackson-EYW Key West
7h 35m1 stop Charlotte Douglas
American Airlines Logo
3:30 pm - 11:00 pmEYW  Key West-ATL Atlanta Hartsfield-Jackson
7h 30m1 stop Charlotte Douglas
$279American Airlines
Thu, Dec 31 - Tue, Jan 5
American Airlines Logo
9:05 am - 1:24 pmBOS  Boston Logan Intl-EYW Key West
4h 19mnonstop
American Airlines Logo
1:55 pm - 5:37 pmEYW  Key West-BOS Boston Logan Intl
3h 42mnonstop
$282American Airlines
Sat, Jan 9 - Sat, Jan 30
American Airlines Logo
9:45 am - 6:01 pmBOS  Boston Logan Intl-EYW Key West
8h 16m1 stop Charlotte Douglas
American Airlines Logo
1:00 pm - 4:33 pmEYW  Key West-BOS Boston Logan Intl
3h 33mnonstop
$287American Airlines
Thu, Dec 31 - Tue, Jan 5
American Airlines Logo
9:26 am - 5:30 pmBOS  Boston Logan Intl-EYW Key West
8h 04m1 stop Washington, D.C. Reagan-National
American Airlines Logo
1:55 pm - 5:37 pmEYW  Key West-BOS Boston Logan Intl
3h 42mnonstop
$292American Airlines
Sun, Nov 15 - Fri, Nov 20
American Airlines Logo
8:00 am - 4:02 pmBOS  Boston Logan Intl-EYW Key West
8h 02m1 stop Charlotte Douglas
American Airlines Logo
2:29 pm - 9:43 pmEYW  Key West-BOS Boston Logan Intl
7h 14m1 stop New York LaGuardia
$297American Airlines
Thu, Dec 3 - Mon, Dec 7
American Airlines Logo
1:37 pm - 9:45 pmBOS  Boston Logan Intl-EYW Key West
8h 08m1 stop Charlotte Douglas
American Airlines Logo
8:04 pm - 12:55 amEYW  Key West-BOS Boston Logan Intl
4h 51m1 stop Miami
$302American Airlines
Useful Info

KAYAK's insights & trends for Key West flights with American Airlines

Get data-powered insights and trends into American Airlines flights to Key West to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly with American Airlines to Key West?

The cheapest month for American Airlines flights to Key West is January, where tickets cost $371 (return) on average. On the other hand, the most expensive months to fly this route on American Airlines are April and March, where the average cost of round-trip tickets is $524 and $523 respectively.

How far in advance should I book American Airlines flights to Key West?

For the absolute cheapest price on American Airlines, our data suggests you should book 5 weeks before departure.

What is the cheapest flight to Key West with American Airlines?

The cheapest airline ticket to Key West from the United States with American Airlines in the last 5 days was $139 one-way, and $257 round-trip on the route from Boston to Key West. The most popular route is from Boston to Key West and the cheapest ticket found on this route in the last 5 days was $257 return.

How many direct flights does American Airlines operate to Key West every week?

Each week there are around 104 direct flights from within the United States to Key West. The most common day for departures is Sunday, with 20% of flights taking off on this day.

What is the cheapest day to fly to Key West?

Based on KAYAK data, the cheapest day to fly to Key West is Tuesday where tickets can be as cheap as $478. On the other hand, the most expensive day to fly is Sunday, where prices are $593 on average.

What is the cheapest time of day to fly to Key West with American Airlines?

The cheapest time of day to fly to Key West with American Airlines is generally in the evening, when flights cost $467 on average.

Good to know

Low season

August

Cheapest flight

$139

Average price round-trip

$481

Good deal one-way

$317
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Boston to Key West
(avg. price over the last 2 weeks)
or less

When to book flights with American Airlines to Key West

Average price per month
Flight prices as travel date approaches

FAQs for flying to Key West with American Airlines

  • Which other airlines fly to Key West?

    Along with American Airlines, you can also fly to Key West with Delta, Allegiant Air, United Airlines, Breeze Airways, Delta, Allegiant Air and United Airlines.

  • How much is a flight to Key West with American Airlines?

    On average, American Airlines flights to Key West cost $340 one-way.

  • Which airport do American Airlines flights to Key West fly into?

    You’ll fly into Key West when flying to Key West with American Airlines.

  • Are there any other airlines in oneworld that fly to Key West?

    Unfortunately, there are no other airlines in oneworld that fly to Key West.

Top tips for your flights to Key West with American Airlines

  • The cheapest flight to Key West with American Airlines found on KAYAK in the last 2 weeks departed from Miami and cost $243.
  • If you’re intending to fly with American Airlines, book your flight to Key West at least 1 week before departure to ensure a below-average price.
  • High season for flights to Key West with American Airlines is February and prices are highest at this time. The cheapest month to fly is August.

American Airlines customer reviews

7.1
Good10,000 verified ratings
6.8Entertainment
6.4Food
7.2Comfort
7.5Boarding
7.9Crew
Traveler rating:
Sort by:
P
2.0 Poor
Couldn't make the flight because connecting flight was canceled.
P
2.0 Poor
The flight could have actually taken place. Canceled flight and no option to rebook that day.
L
2.0 Poor
Boarding 1 hour late.
A
2.0 Poor
Missed connection from delays and times changing multiple times and then involuntarily booked on another airline next day
A
10.0 Wonderful
Although there was an unfortunate delay, everything with the boarding and departure process went smoothly.
A
8.0 Very good
Overall good, but it would be better more movies and tv shows options
J
10.0 Wonderful
Smooth flight, on time, got to DFW early, crew was great, I was on row 11 so lots of room. Snacks were OK. We were pleased.
R
2.0 Poor
Flying on this airline is nothing short of a full blown circus clown show. It is so mismanaged it should not be in business as there is no way it can be safe as badly as it is managed. It is 100% about money and customers be damned. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡
R
2.0 Poor
Flying on this airline is nothing short of a full blown circus clown show. It is so mismanaged it should not be in business as there is no way it can be safe as badly as it is managed. It is 100% about money and customers be damned. On a recent return from my mother’s funeral, my only available choice from IND to PWM was American, which I hesitantly booked as I rarely fly them for many of the following reasons and never will again. I was booked IND-PHL-PWM totaling about six hours. The flight was cancelled due to NE weather. They rebooked me on a two stop flight IND-DFW (Yes DALLAS)-PHL-PWM, still all on the same day. After arriving in DFW, they continually delayed the DFW-PHL flight due to maintenance issues on the arriving flight. Finally it was delayed to the point that my PHL-PWM connection was no longer possible. They then rebooked me thru LGA with the short flight the NEXT DAY to PWM and offered to put me up for the night in NYC (or so I assumed). The flight DFW-LGA was then delayed so much that I asked to be put in an earlier flight with a lessor delay. Throughout this day chats with their AI assistant were useless as were subsequent chats supposedly with a real person(?). Only one customer service agent in DFW was actually helpful and appeared to care. Upon arrival at LGA post midnight, they issued me car and hotel vouchers in Trenton NEW JERSEY at a very old Howard Johnsons ONE HALF HOUR from LGA. The hotel was an $85, 1.5 rated hotel in a very sketchy area of NJ that I would have never voluntarily booked. As I prepared to catch the car back to LGA the next morning I received a text that my flight was cancelled. TWICE IN TWO DAYS. I went to LGA hoping to have AA book me on an earlier Delta flight. The full service line was at least 200 people deep, so I tried to reach a real person agent by phone. After 1/2 hours on hold I gave up and waited for my later LGA-PWM flight. It actually started boarding on-time, but only shortly after announced a maintenance hold. We were told it was nothing serious, just an adjustment to the Captains seat. Only one update was given while we waited 1.5+ hours for a “SEAT ADJUSTMENT”. During that time at least three others flights in my area announced that they were overbooked and were taking volunteers before bumping people. Another flight to ORD announced a gate change and less than five minutes after announced that they were really not changing and announced for everyone to return to that gate. Can’t forget to mention that on all of these planes the WiFi only worked on two.🤡🤡
A
8.0 Very good
My wife has a scooter and they where supposed to send from departure to destination and had it go to connecting flight,not good.Nobody has knowledge of the scooters or the battery's.
Read more about American Airlines

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