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 - Thu, Jan 14
12:15 pm - 4:46 pmORD Chicago O'Hare Intl-EYW Key West
3h 31mnonstop
5:58 pm - 8:59 pmEYW Key West-ORD Chicago O'Hare Intl
4h 01mnonstop
$293American Airlines
Sat, Nov 14 - Wed, Nov 18
8:15 am - 4:27 pmORD Chicago O'Hare Intl-EYW Key West
7h 12m1 stop Miami
6:25 pm - 9:20 pmEYW Key West-ORD Chicago O'Hare Intl
3h 55mnonstop
$303American Airlines
Sat, Nov 14 - Tue, Nov 17
8:15 am - 4:27 pmORD Chicago O'Hare Intl-EYW Key West
7h 12m1 stop Miami
6:35 pm - 11:56 pmEYW Key West-ORD Chicago O'Hare Intl
6h 21m1 stop Miami
$313American Airlines
Wed, Jan 20 - Sat, Jan 23
6:00 am - 11:02 amCVG Cincinnati Cinci./N. Kentucky-EYW Key West
5h 02m1 stop Miami
8:06 pm - 12:39 amEYW Key West-CVG Cincinnati Cinci./N. Kentucky
4h 33m1 stop Miami
$315American Airlines
Mon, Mar 1 - Wed, Mar 31
7:00 am - 11:24 amORD Chicago O'Hare Intl-EYW Key West
3h 24mnonstop
6:15 pm - 9:10 pmEYW Key West-ORD Chicago O'Hare Intl
3h 55mnonstop
$326American Airlines
Tue, Jan 26 - Sun, Jan 31
1:00 pm - 5:28 pmORD Chicago O'Hare Intl-EYW Key West
3h 28mnonstop
7:50 pm - 1:05 amEYW Key West-ORD Chicago O'Hare Intl
6h 15m1 stop Miami
$336American Airlines
Tue, Dec 8 - Tue, Dec 15
3:15 pm - 6:27 pmDCA Washington, D.C. Reagan-National-EYW Key West
3h 12mnonstop
1:07 pm - 3:59 pmEYW Key West-DCA Washington, D.C. Reagan-National
2h 52mnonstop
$339American Airlines
Thu, Jan 21 - Sun, Jan 24
10:30 am - 7:20 pmORD Chicago O'Hare Intl-EYW Key West
7h 50m1 stop Miami
7:50 pm - 1:05 amEYW Key West-ORD Chicago O'Hare Intl
6h 15m1 stop Miami
$346American Airlines
Thu, Jan 21 - Sun, Jan 24
1:36 pm - 7:20 pmDCA Washington, D.C. Reagan-National-EYW Key West
5h 44m1 stop Miami
6:48 pm - 9:31 pmEYW Key West-DCA Washington, D.C. Reagan-National
2h 43mnonstop
$349American Airlines
Sat, Nov 14 - Wed, Nov 18
11:49 am - 4:15 pmORD Chicago O'Hare Intl-EYW Key West
3h 26mnonstop
6:25 pm - 9:20 pmEYW Key West-ORD Chicago O'Hare Intl
3h 55mnonstop
$353American Airlines
Recent one-way American Airlines flight deals to Key West
Wed, Nov 18
10:19 am - 6:25 pmBOS Boston Logan Intl-EYW Key West
8h 06m1 stop Washington, D.C. Reagan-National
$193American Airlines
Wed, Oct 21
11:23 am - 6:49 pmBOS Boston Logan Intl-EYW Key West
7h 26m1 stop Charlotte Douglas
$194American Airlines
Tue, Dec 8
3:15 pm - 6:27 pmDCA Washington, D.C. Reagan-National-EYW Key West
3h 12mnonstop
$204American Airlines
Sun, Dec 20
9:09 am - 1:28 pmBOS Boston Logan Intl-EYW Key West
4h 19mnonstop
$204American Airlines
Thu, Dec 3
10:27 am - 6:27 pmBOS Boston Logan Intl-EYW Key West
8h 00m1 stop Washington, D.C. Reagan-National
$209American Airlines
Tue, Dec 8
5:00 am - 9:44 amDCA Washington, D.C. Reagan-National-EYW Key West
4h 44m1 stop Miami
$214American Airlines
Sun, Jan 24
1:00 pm - 5:28 pmORD Chicago O'Hare Intl-EYW Key West
3h 28mnonstop
$214American Airlines
Fri, Nov 20
12:29 pm - 6:53 pmEWR Newark-EYW Key West
6h 24m1 stop Miami
$214American Airlines
Thu, Jan 7
11:00 am - 5:26 pmBOS Boston Logan Intl-EYW Key West
6h 26m1 stop Miami
$214American Airlines
Sun, Feb 14
10:11 am - 6:40 pmBOS Boston Logan Intl-EYW Key West
8h 29m1 stop Charlotte Douglas
$229American Airlines
Recent last minute American Airlines flight deals to Key West
Sun, Oct 11 - Fri, Nov 6
6:00 am - 1:30 pmLGA New York LaGuardia-EYW Key West
7h 30m1 stop Washington, D.C. Reagan-National
2:25 pm - 5:48 pmEYW Key West-LGA New York LaGuardia
3h 23mnonstop
$439American Airlines
Sun, Oct 11 - Fri, Nov 6
7:00 am - 1:03 pmLGA New York LaGuardia-EYW Key West
6h 03m1 stop Miami
1:17 pm - 6:29 pmEYW Key West-LGA New York LaGuardia
5h 12m1 stop Charlotte Douglas
$449American Airlines
Sat, Oct 10 - Sat, Oct 17
11:08 am - 7:33 pmBOS Boston Logan Intl-EYW Key West
8h 25m1 stop Miami
2:02 pm - 9:46 pmEYW Key West-BOS Boston Logan Intl
7h 44m1 stop Washington, D.C. Reagan-National
$458American Airlines
Mon, Oct 12 - Mon, Oct 19
6:00 am - 12:08 pmEWR Newark-EYW Key West
6h 08m1 stop Charlotte Douglas
8:03 pm - 12:53 amEYW Key West-EWR Newark
4h 50m1 stop Miami
$459American Airlines
Sat, Oct 10 - Sat, Oct 17
11:21 am - 6:49 pmBOS Boston Logan Intl-EYW Key West
7h 28m2 stops Philadelphia Charlotte Douglas
8:03 pm - 12:59 amEYW Key West-BOS Boston Logan Intl
4h 56m1 stop Miami
$463American Airlines
Sat, Oct 10 - Sat, Oct 17
5:05 am - 1:03 pmORD Chicago O'Hare Intl-EYW Key West
6h 58m1 stop Miami
7:19 pm - 12:08 amEYW Key West-ORD Chicago O'Hare Intl
5h 49m1 stop Charlotte Douglas
$475American Airlines
Sat, Oct 10 - Tue, Oct 13
12:20 pm - 7:33 pmEWR Newark-EYW Key West
7h 13m1 stop Miami
8:03 pm - 12:53 amEYW Key West-EWR Newark
4h 50m1 stop Miami
$477American Airlines
Sat, Oct 10 - Tue, Oct 13
12:59 pm - 7:33 pmLGA New York LaGuardia-EYW Key West
6h 34m1 stop Miami
10:24 am - 5:23 pmEYW Key West-LGA New York LaGuardia
6h 59m1 stop Miami
$477American Airlines
Sat, Oct 10 - Thu, Oct 15
9:59 am - 1:13 pmDCA Washington, D.C. Reagan-National-EYW Key West
3h 14mnonstop
2:00 pm - 4:57 pmEYW Key West-DCA Washington, D.C. Reagan-National
2h 57mnonstop
$490American Airlines
Sat, Oct 10 - Thu, Oct 15
6:00 am - 11:49 amEWR Newark-EYW Key West
5h 49m1 stop Charlotte Douglas
5:28 pm - 10:57 pmEYW Key West-EWR Newark
5h 29m1 stop Miami
$493American Airlines
Recent direct American Airlines flight deals to Key West
Tue, Jan 5 - Thu, Jan 14
12:15 pm - 4:46 pmORD Chicago O'Hare Intl-EYW Key West
3h 31mnonstop
5:58 pm - 8:59 pmEYW Key West-ORD Chicago O'Hare Intl
4h 01mnonstop
$293American Airlines
Mon, Mar 1 - Wed, Mar 31
7:00 am - 11:24 amORD Chicago O'Hare Intl-EYW Key West
3h 24mnonstop
6:15 pm - 9:10 pmEYW Key West-ORD Chicago O'Hare Intl
3h 55mnonstop
$326American Airlines
Tue, Dec 8 - Tue, Dec 15
3:15 pm - 6:27 pmDCA Washington, D.C. Reagan-National-EYW Key West
3h 12mnonstop
1:07 pm - 3:59 pmEYW Key West-DCA Washington, D.C. Reagan-National
2h 52mnonstop
$339American Airlines
Sat, Nov 14 - Tue, Nov 17
11:49 am - 4:15 pmORD Chicago O'Hare Intl-EYW Key West
3h 26mnonstop
6:35 pm - 9:30 pmEYW Key West-ORD Chicago O'Hare Intl
3h 55mnonstop
$353American Airlines
Mon, Dec 14 - Sat, Dec 19
7:35 am - 12:07 pmORD Chicago O'Hare Intl-EYW Key West
3h 32mnonstop
5:31 pm - 8:24 pmEYW Key West-ORD Chicago O'Hare Intl
3h 53mnonstop
$356American Airlines
Thu, Dec 17 - Sun, Dec 20
7:20 am - 11:51 amORD Chicago O'Hare Intl-EYW Key West
3h 31mnonstop
5:16 pm - 8:09 pmEYW Key West-ORD Chicago O'Hare Intl
3h 53mnonstop
$359American Airlines
Sun, Oct 25 - Sat, Oct 31
10:16 am - 1:30 pmDCA Washington, D.C. Reagan-National-EYW Key West
3h 14mnonstop
12:09 pm - 3:07 pmEYW Key West-DCA Washington, D.C. Reagan-National
2h 58mnonstop
$364American Airlines
Wed, Dec 2 - Thu, Dec 10
9:59 am - 1:53 pmLGA New York LaGuardia-EYW Key West
3h 54mnonstop
2:29 pm - 5:48 pmEYW Key West-LGA New York LaGuardia
3h 19mnonstop
$385American Airlines
Sat, Jan 16 - Sat, Feb 6
9:00 am - 12:25 pmDCA Washington, D.C. Reagan-National-EYW Key West
3h 25mnonstop
4:49 pm - 7:32 pmEYW Key West-DCA Washington, D.C. Reagan-National
2h 43mnonstop
$386American Airlines
Fri, Jan 1 - Wed, Jan 6
12:15 pm - 4:46 pmORD Chicago O'Hare Intl-EYW Key West
3h 31mnonstop
5:58 pm - 9:01 pmEYW Key West-ORD Chicago O'Hare Intl
4h 03mnonstop
$386American 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 $381 (return) on average. On the other hand, the most expensive months to fly this route on American Airlines are March and April, where the average cost of round-trip tickets is $527 and $515 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 $193 one-way, and $377 round-trip on the route from Boston to Key West. The most popular route is from Washington, D.C. Reagan-National Airport to Key West and the cheapest ticket found on this route in the last 5 days was $339 return.
How many direct flights does American Airlines operate to Key West every week?
Each week there are around 91 direct flights from within the United States to Key West. The most common day for departures is Sunday, with 21% 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 $462. On the other hand, the most expensive day to fly is Sunday, where prices are $608 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 $463 on average.
Good to know
Low season | August |
|---|---|
High season | February |
Cheapest flight | $193 |
Average price round-trip | $533 |
Good deal one-way | $360 |
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
Top tips for your flights to Key West with American Airlines
American Airlines customer reviews
7.0
10,000 verified ratings
7.2Comfort
6.4Food
7.9Crew
7.4Boarding
6.8Entertainment
Traveler rating:
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Date
Plane is small and loud
My seat was defective. The suppor was broken under the cushion so I road on metal for 4 hours
Delayed 30 min
There was an issue with engine, flight delayed for several hours, lost a connection
The WiFi was spotty
I always looks forward to the Biscoff cookies and they weren’t offered….
Delay
nothing😁 yall were awesome
I had to buy another ticket and you haven't reimburse me for it.
Perfect
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The most popular destinations for flights with American Airlines according to clicks from KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
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The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.