$100 Find Deals on Flights from Key West

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to Worldwide departing on 5/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find Cheap Flights from Key West

Where can I fly from Key West?Prices from EYW, departing Mon 5/11 and returning Mon 5/18

Book Cheap International Flights from Key West

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from 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 international flight deals from Key West to anywhere

Wed, May 20 - Wed, May 27
American Airlines Logo
6:45 am - 2:07 pm
EYW
-
CUN
8h 22m
1 stop
American Airlines Logo
12:30 pm - 7:10 pm
CUN
-
EYW
5h 40m
1 stop
$533American Airlines
Wed, May 20 - Wed, May 27
American Airlines Logo
6:45 am - 3:25 pm
EYW
-
CUN
9h 40m
1 stop
American Airlines Logo
2:03 pm - 12:16 pm
CUN
-
EYW
21h 13m
2 stops
$537American Airlines
Wed, May 20 - Wed, May 27
American Airlines Logo
4:20 pm - 9:30 am
EYW
-
CUN
18h 10m
2 stops
American Airlines Logo
2:03 pm - 12:16 pm
CUN
-
EYW
21h 13m
2 stops
$582American Airlines
Wed, Apr 22 - Sun, Apr 26
Multiple Airlines Logo
11:56 am - 10:15 am
EYW
-
MAD
16h 19m
2 stops
Multiple Airlines Logo
11:45 am - 10:36 pm
MAD
-
EYW
16h 51m
2 stops
$934Multiple Airlines
Wed, Apr 22 - Sun, Apr 26
British Airways Logo
3:58 pm - 12:45 pm
EYW
-
MAD
14h 47m
1 stop
British Airways Logo
2:45 pm - 10:58 pm
MAD
-
EYW
14h 13m
1 stop
$943British Airways
Tue, May 12 - Sat, May 23
American Airlines Logo
11:24 am - 10:10 am
EYW
-
BCN
16h 46m
1 stop
American Airlines Logo
6:30 pm - 10:56 am
BCN
-
EYW
22h 26m
2 stops
$1,024American Airlines
Tue, May 12 - Sat, May 23
Delta Logo
6:19 pm - 4:25 pm
EYW
-
BCN
16h 06m
2 stops
Delta Logo
1:25 pm - 10:53 am
BCN
-
EYW
27h 28m
2 stops
$1,039Delta
Tue, May 12 - Sat, May 23
American Airlines Logo
6:45 am - 10:10 am
EYW
-
BCN
21h 25m
1 stop
American Airlines Logo
12:50 pm - 1:41 pm
BCN
-
EYW
30h 51m
1 stop
$1,139American Airlines
Wed, Jul 8 - Wed, Jul 15
Delta Logo
7:45 am - 6:20 am
EYW
-
MAD
16h 35m
2 stops
Delta Logo
9:50 am - 5:23 pm
MAD
-
EYW
13h 33m
1 stop
$1,174Delta
Mon, Aug 31 - Mon, Sep 7
British Airways Logo
7:09 pm - 3:15 pm
EYW
-
LCY
39h 06m
2 stops
British Airways Logo
9:35 am - 6:39 pm
LCY
-
EYW
38h 04m
2 stops
$1,199British Airways

Book Cheap Domestic Flights from Key West

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from 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 domestic flight deals from Key West

Thu, Apr 23 - Wed, Apr 29
Breeze Airways Logo
4:22 pm - 4:26 pm
EYW
-
MSY
25h 04m
1 stop
Breeze Airways Logo
8:20 am - 10:21 am
MSY
-
EYW
25h 01m
1 stop
$142Breeze Airways
Thu, Apr 23 - Sun, Apr 26
Breeze Airways Logo
4:22 pm - 4:26 pm
EYW
-
MSY
25h 04m
1 stop
Breeze Airways Logo
4:49 pm - 12:26 pm
MSY
-
EYW
18h 37m
1 stop
$179Breeze Airways
Fri, Apr 24 - Sun, Apr 26
Multiple Airlines Logo
1:06 pm - 7:27 am
EYW
-
IAD
18h 21m
1 stop
Multiple Airlines Logo
2:01 pm - 10:11 am
IAD
-
EYW
20h 10m
1 stop
$182Multiple Airlines
Fri, May 8 - Mon, May 11
Multiple Airlines Logo
12:07 pm - 6:07 pm
EYW
-
MSY
7h 00m
1 stop
Multiple Airlines Logo
5:21 pm - 11:06 am
MSY
-
EYW
40h 45m
2 stops
$186Multiple Airlines
Thu, Apr 30 - Wed, May 6
Multiple Airlines Logo
9:46 am - 5:59 pm
EYW
-
EWR
8h 13m
1 stop
Multiple Airlines Logo
5:37 pm - 11:44 am
EWR
-
EYW
18h 07m
1 stop
$198Multiple Airlines
Thu, Apr 23 - Mon, Apr 27
Multiple Airlines Logo
9:46 am - 5:59 pm
EYW
-
EWR
8h 13m
1 stop
Multiple Airlines Logo
5:15 am - 12:26 pm
EWR
-
EYW
7h 11m
1 stop
$204Multiple Airlines
Tue, May 12 - Sun, May 17
Delta Logo
2:32 pm - 10:25 pm
EYW
-
BOS
7h 53m
1 stop
Delta Logo
7:00 am - 1:42 pm
BOS
-
EYW
6h 42m
1 stop
$217Delta
Fri, May 1 - Sun, May 3
American Airlines Logo
5:03 pm - 7:59 pm
EYW
-
DCA
2h 56mnonstop
American Airlines Logo
8:20 am - 11:24 am
DCA
-
EYW
3h 04mnonstop
$289American Airlines
Fri, May 1 - Sun, May 3
American Airlines Logo
4:20 pm - 10:15 pm
EYW
-
DCA
5h 55m
1 stop
American Airlines Logo
8:20 am - 11:24 am
DCA
-
EYW
3h 04mnonstop
$299American Airlines
Wed, May 20 - Mon, May 25
Delta Logo
11:48 am - 4:09 pm
EYW
-
HOU
5h 21m
1 stop
Delta Logo
10:27 am - 5:23 pm
HOU
-
EYW
5h 56m
1 stop
$349Delta
Booking Insights

KAYAK's insights & trends for flights from Key West

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

Which are the most popular places to fly to from Key West?

The domestic destinations KAYAK users have most searched for when searching for flights from Key West.

Based on KAYAK flight searches, the most popular place to fly from Key West is New York (13% of total searches). The next most popular destinations are Houston (9%) and Washington, D.C. (9%).

What are the most popular international flights out of Key West?

The international destinations KAYAK users have most searched for when searching for flights from Key West.

There are many international destinations you can fly to from Key West. The most popular international destinations among KAYAK users are Prague, Nassau and San Juan.

Which cities can I fly to direct from Key West?

There are loads of places you can fly direct to from Key West. The most popular destinations for direct flights among KAYAK users are Chicago, New York, Tampa, New York and Fort Lauderdale. On average, the cheapest of these destinations on KAYAK over the last 2 weeks for a return flight was Orlando at $60, while the most expensive was Chicago, at $368.

What is the longest direct flight from Key West?

The longest direct flight you can take from Key West is to Boston, with a duration of 3h 37m. The next longest is Chicago at 3h 33m, followed by a flight to Dallas/Fort Worth Airport at 3h 22m.

What are the cheapest places to fly to from Key West?

The cheapest destination for a flight from Key West found on KAYAK in the last two weeks was Orlando and cost $41. The next cheapest destinations were Tampa at $54 and Fort Lauderdale at $90.

Good to know

Low seasonMay
Cheapest flight$100
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Key West to New York LaGuardia Airport

Flights from Key West: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew from Key West to anywhere 
Verified travelerFlew with Spirit Airlines
EYW
-
FLL
Jan 2026
Spirit Airlines counter at Key West is not busy/ long and security line is moderate.
TadhgFlew with Silver Airways
EYW
-
FLL
Nov 2024
Leave loads of time for layover to your next flight
Verified travelerFlew with Silver Airways
EYW
-
MCO
Jun 2024
Check the weather when planning a flight during the stormy season.
Patricia LynnFlew with Delta
EYW
-
ATL
Feb 2024
Don't self check-in. You need paper tickets for flying from EYW.

FAQs for booking flights out of Key West

  • What is Key West also known as?

    Key West Airport’s airport code is EYW. It can also be referred to as Key West, Key West Intl.

  • How does KAYAK find such low prices on flights from Key West?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Key West.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Key West?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Key West is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Key West?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to your destination with an airline and back to Key West with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Key West?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Key West up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding a cheap flight out of Key West

  • Looking for a cheap flight? 25% of our users found tickets from Key West to the following destinations at these prices or less: Atlanta $269 one-way - $432 round-trip; Charlotte $268 one-way - $348 round-trip; Miami $302 one-way - $496 round-trip

Reviews of the top 5 airlines serving from Key West to Worldwide

 
Need help choosing which airline to fly with from Key West to Worldwide? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
Breeze AirwaysOverall score based on 276 reviews
6.6Food
8.2Comfort
8.3Boarding
8.7Crew
6.6Entertainment
Airline reviews

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

6.0 GoodJames, Feb 2026
RDU - RSW
Read more Breeze Airways reviews

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Great experience and In love flying in and out of Provo airport

You get what you pay for. It’s like a bus but flying. No frills, no snacks. Leg room was fine, boarding was good.

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

On the return flight, flight attendant Britt went out of her way to inform passengers that several of us had tight connections.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Flights were on time actually early service was good and crew cheerful

The boarding process was straightforward. One pertinent observation regarding all boarding procedures is that if an individual requires assistance or possesses a special status and is part of preboarding, it is advisable to limit the number of passengers who can preboard with them, rather than the entire, sometimes large, companion groups. The seats are uncomfortable, and the entertainment options are significantly inferior compared to other airlines. During the snack service, I requested an additional bag of snacks, but my request was denied. Initially, the flight attendant agreed to my request.becoming a strange accurate moment. The flight duration was four hours.

Flights were on time. Free Wifi on plane. Everything was well organized.

Experience was great - no complaints. Took off on time, landed early. Got to the gate relatively quickly - took a little bit of extra time to deplane but nothing excessive.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Plane outlets in my row not working to charge phone. Staff response was, well it should be. Plug into seed for volume not working well. Had to find the sweet spot for plug in or it would shut off and on.

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

It was cold on the flight. The crew was very pleasant. I didn't order any food. We were delayed due to Captain waiting on maintenance log. He kept us informed though. The flight itself was smooth. I would definitely fly with Allegiant again!

I had a fantastic experience with Allegiant. I had wheelchair assistance and they helped me find my luggage and brought me to my car. Even loaded my luggage. Wonderful service!! Thank you Allegiant!

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

There is not one likable thing about this airline. It’s starts with the deceptive pricing and continues through the whole flight. The worst staff I’ve ever experienced way over priced bags absolutely no food or drink (unacceptable and you should be embarrassed) the seats are cramped and uncomfortable there is no entertainment there is nothing about this trash airline that constitutes any amount of money. It’s worse than spirit and way more expensive it is disgraceful. Do not travel with Allegiant I repeat do not bother no matter what they say the price is it is never ever going to be the right choice I’m mind blown at how awful the entire experience was I’m embarrassed that I chose so poorly I cannot reiterate enough how beyond horrible this company and its staff are, not one person on this flight or at the airport is qualified to sweep up trash on a city sidewalk they should certainly never be given any job that requires a brain or manners or communication with human beings, what a disgrace to the human race. Your criminal chiselers and should be put out to pasture

Great flight. Friendly staff. Free snacks and drinks would be nice. I would love fewer taxes and fees added on.

My 90 year old father flew with me. He needed wheel chair assistance and is nearly deaf. The staff was amazing with him.

It was fine. Nobody was outstandingly friendly but no one was rude and everything was smooth . The captain thanked us for flying but no one greeted me as I walked on the plane or as I exited which is the least they could do lol

Clean, friendly, roomy. But check-in from the phone link was terrible. Repeated attempts wouldn’t save at the final step. Just kept spinning! It was very frustrating. Finally, I used the app (vs website link) to check-in which worked very smoothly on the first attempt.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

I have never been assaulted they way I was today in Charlotte - shame on American

The staff are very, very professional. It's what flying should feel like.

The flight attendant in business class was excellent! Professional, friendly and attentive.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

It was great. Smooth flight, comfortable, left on time and landed on time.

Everything you need to know for your flight from Key West

Information on your arrival and departure airports