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Flight Deals

Cheap American Airlines Flight Deals to Key West

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip American Airlines flight deals to Key West

Wed, Dec 9 - Mon, Dec 14
American Airlines Logo
11:35 am - 5:19 pmTPA  Tampa-EYW Key West
5h 44m1 stop Miami
American Airlines Logo
8:00 pm - 12:12 amEYW  Key West-TPA Tampa
4h 12m1 stop Miami
$306American Airlines
Thu, Feb 18 - Tue, Feb 23
American Airlines Logo
11:41 am - 3:38 pmTPA  Tampa-EYW Key West
3h 57m1 stop Miami
American Airlines Logo
8:02 pm - 11:37 pmEYW  Key West-TPA Tampa
3h 35m1 stop Miami
$311American Airlines
Wed, Feb 24 - Sat, Feb 27
American Airlines Logo
6:00 am - 9:25 amTPA  Tampa-EYW Key West
3h 25m1 stop Miami
American Airlines Logo
8:02 pm - 12:36 amEYW  Key West-TPA Tampa
4h 34m1 stop Miami
$328American Airlines
Wed, Dec 9 - Wed, Dec 16
American Airlines Logo
10:49 am - 6:27 pmPIT  Pittsburgh-EYW Key West
7h 38m1 stop Washington, D.C. Reagan-National
American Airlines Logo
10:14 am - 4:59 pmEYW  Key West-PIT Pittsburgh
6h 45m1 stop Miami
$339American Airlines
Wed, Dec 9 - Tue, Dec 15
American Airlines Logo
8:02 am - 1:56 pmPIT  Pittsburgh-EYW Key West
5h 54m1 stop Philadelphia
American Airlines Logo
6:35 pm - 11:02 pmEYW  Key West-PIT Pittsburgh
4h 27m1 stop Miami
$349American Airlines
Fri, Dec 11 - Mon, Dec 14
American Airlines Logo
11:35 am - 4:16 pmTPA  Tampa-EYW Key West
4h 41m1 stop Miami
American Airlines Logo
8:00 pm - 12:12 amEYW  Key West-TPA Tampa
4h 12m1 stop Miami
$351American Airlines
Sat, Nov 28 - Sat, Dec 5
American Airlines Logo
8:00 am - 10:55 amTPA  Tampa-EYW Key West
2h 55m1 stop Miami
American Airlines Logo
7:57 pm - 12:11 amEYW  Key West-TPA Tampa
4h 14m1 stop Miami
$355American Airlines
Sat, Jan 16 - Wed, Jan 20
American Airlines Logo
9:00 am - 5:54 pmORD  Chicago O'Hare Intl-EYW Key West
7h 54m1 stop Charlotte Douglas
American Airlines Logo
1:52 pm - 7:24 pmEYW  Key West-ORD Chicago O'Hare Intl
6h 32m1 stop Charlotte Douglas
$361American Airlines
Fri, Dec 11 - Mon, Dec 14
American Airlines Logo
11:35 am - 4:16 pmTPA  Tampa-EYW Key West
4h 41m1 stop Miami
American Airlines Logo
8:00 pm - 12:12 amEYW  Key West-TPA Tampa
4h 12m1 stop Miami
$361American Airlines
Thu, Jan 7 - Sun, Jan 10
American Airlines Logo
8:25 am - 5:26 pmORD  Chicago O'Hare Intl-EYW Key West
8h 01m1 stop Miami
American Airlines Logo
7:50 pm - 1:05 amEYW  Key West-ORD Chicago O'Hare Intl
6h 15m1 stop Miami
$366American 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 $397 (return) on average. On the other hand, the most expensive months to fly this route on American Airlines are November and March, where the average cost of round-trip tickets is $540 and $536 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 4 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 $147 one-way, and $361 round-trip on the route from Chicago O'Hare Intl Airport to Key West. The most popular route is from Tampa to Key West and the cheapest ticket found on this route in the last 5 days was $306 return.

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

Each week there are around 103 direct flights from within the United States to Key West. The most common day for departures is Sunday, with 18% 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 $461. On the other hand, the most expensive day to fly is Sunday, where prices are $599 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 afternoon, when flights cost $471 on average.

Good to know

Low season

August

Cheapest flight

$147

Average price round-trip

$557

Good deal one-way

$395
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Chicago O'Hare Airport 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, Delta, Breeze Airways, Breeze Airways and Allegiant Air.

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

    On average, American Airlines flights to Key West cost $436 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 Washington, D.C. Reagan-National Airport and cost $288.
  • 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

7.0
Good10,000 verified ratings
7.9Crew
7.4Boarding
6.4Food
7.2Comfort
6.8Entertainment
Traveler rating:
Sort by:
F
6.0 Okay
Snacks are bad, services is ok
S
4.0 Mediocre
There was a 4 hour delay, some of which was attributed to ATC weather but started with maintenance and then later also log books. Though the flight went far beyond the scheduled time, there were no accommodations such as additional meal options or anything else.
A
8.0 Very good
Very good
G
2.0 Poor
My flight left Honolulu EIGHT hours late due to lack of flight crew. This was the second time in 2026. The first class staff were excellent ... personable and friendly. The food was okay ...
A
8.0 Very good
The food in first class has taken a big downturn
I
6.0 Okay
Delay for 1 hour due to maintenance issue and late boarding
A
10.0 Wonderful
The information and the direction is very good
T
2.0 Poor
Had issues (application error) selecting my seat before checking in. Return Flight was delayed over 2 hours. Sat on the tarmac for 20 mins after landing Overall, not good of an experience compared to the times I have flown AA. Not sure I’m coming back.
M
2.0 Poor
Im reviewing a flight that hasn’t even taken off because it’s been delayed for almost 5 hours. Amazing. Great time. No vouchers. Nothing. Thanks.
N
4.0 Mediocre
No inflight snack service was a let down
Read more about American Airlines

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