$49 Find Cheap Flights from North America to Key West - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Key West departing on 9/27. 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.
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1 adult, Economy, 0 bags

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Cheap Flights from North America to Key West

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

Sun, Sep 6 - Thu, Sep 10
Breeze Airways Logo
10:10 am - 11:25 am
MCO
-
EYW
1h 15mnonstop
Breeze Airways Logo
10:59 am - 12:17 pm
EYW
-
MCO
1h 18mnonstop
$97Breeze Airways
Sun, Aug 30 - Thu, Sep 3
Breeze Airways Logo
10:10 am - 11:25 am
MCO
-
EYW
1h 15mnonstop
Breeze Airways Logo
12:05 pm - 1:21 pm
EYW
-
MCO
1h 16mnonstop
$98Breeze Airways
Tue, Aug 18 - Tue, Aug 25
Multiple Airlines Logo
10:59 pm - 11:06 am
ATL
-
EYW
12h 07m
1 stop
Multiple Airlines Logo
1:14 pm - 10:04 pm
EYW
-
ATL
8h 50m
1 stop
$124Multiple Airlines
Sat, Aug 22 - Thu, Aug 27
Multiple Airlines Logo
10:59 pm - 7:13 pm
ATL
-
EYW
20h 14m
1 stop
Multiple Airlines Logo
11:04 am - 4:16 pm
EYW
-
ATL
5h 12m
1 stop
$127Multiple Airlines
Thu, Oct 29 - Mon, Nov 2
Allegiant Air Logo
10:32 am - 9:04 am
BOS
-
EYW
22h 32m
1 stop
Allegiant Air Logo
11:09 am - 10:42 am
EYW
-
BOS
23h 33m
1 stop
$260Allegiant Air
Thu, Oct 29 - Mon, Nov 2
Allegiant Air Logo
10:32 am - 9:04 am
BOS
-
EYW
22h 32m
1 stop
Allegiant Air Logo
11:09 am - 10:42 am
EYW
-
BOS
23h 33m
1 stop
$265Allegiant Air
Sat, Aug 29 - Wed, Sep 2
American Airlines Logo
12:00 pm - 4:19 pm
ORD
-
EYW
3h 19mnonstop
American Airlines Logo
4:56 pm - 7:48 pm
EYW
-
ORD
3h 52mnonstop
$296American Airlines
Fri, Aug 28 - Tue, Sep 1
American Airlines Logo
11:59 am - 4:18 pm
ORD
-
EYW
3h 19mnonstop
American Airlines Logo
4:56 pm - 7:48 pm
EYW
-
ORD
3h 52mnonstop
$303American Airlines
Sat, Oct 3 - Wed, Oct 14
Delta Logo
6:00 am - 10:46 am
DCA
-
EYW
4h 46m
1 stop
Delta Logo
7:40 am - 12:59 pm
EYW
-
DCA
5h 19m
1 stop
$323Delta
Sat, Aug 22 - Sat, Aug 29
Delta Logo
6:00 am - 10:50 am
DCA
-
EYW
4h 50m
1 stop
Delta Logo
7:40 am - 2:53 pm
EYW
-
DCA
7h 13m
1 stop
$333Delta
Useful Info

Good to know

Low season

September

Cheapest flight

$49
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Orlando Airport to Key West

FAQs for booking flights from North America to Key West

  • How does KAYAK find such low prices on flights from North America to 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 North America to Key West.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from North America 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 North America to 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 Key West with an airline and back to North America with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from North America to 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 to Key West from North America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from North America to Key West

 
Need help choosing which airline to fly with from North America to Key West? 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.
8.2
Breeze AirwaysOverall score based on 300 reviews
8.3Boarding
8.8Crew
8.2Comfort
6.7Entertainment
6.7Food
Airline reviews

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

10.0 ExcellentDeborah, May 2026
ILM - TPA
Read more Breeze Airways reviews

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

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.

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.

Something about the chair was uncomfortable, Maine the curvature of the back.

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

Worst airline - on our flight down from MCO to EYW, there was a huuuuuge delay. We were supposed to take off 12p and it was pushed back to almost 2:30p. We boarded the plane and then sat on the tarmac forever because we were "over" weight and had to burn fuel. Rather than ask guests to volunteer and leave, they kept us on the plane. Finally a family decided to off board and take their luggage with them. Shortly after, we left the terminal but then the pilot told us we may have to sit at the end of the runway for 15-20mins to burn more fuel. Which we ended up doing and of course it started to rain. We finally took off 2:50p. We were supposed to land 1p and didn't land until 3:45p. Basically had time to scramble off the plane, grab our luggage, request transportation to our hotel, unpack, rinse off and hustle over to our 6:30p dinner ressy. It's a shame Breeze is the only non-stop airline from MCO to EYW. For this, not sure I'd ever go back to EYW - most def will not take Breeze again.

Airplane was newer and very clean, lots of space. Crew was great. There was no food and entertainment but that was expected so not an issue.

nice flight. no frills but a 3 hour flight I caught up on my sleep. Stan O

Overall positive. If I am headed to the one destination they fly to from my home airport, I will fly again without question. I think because the airport provided the check in and boarding I didn’t fully know what to expect. The A220 is a comfortable ride with big windows and feels open. I’m glad I didn’t bid to upgrade to the first class product. It is just a better seat with little extra amenity. But was very happy with the extra leg room seats and bundle we booked.

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Flight was delayed 5 hours. Updates kept changing. Sears were extremely cramped. Very little leg room. Flight attendant was rushing through with drinks and hit me in the knee either the cart and didn’t apologize. They gave a 15 dollar voucher in airport which doesn’t buy. Much and it was so late that choices were limited.

Always pretty good as far as I see it. Staff was friendly and process was quick to get on and off.

The flight was delayed because they closed several flight ways because of air shows, fire works, etc.

Lost one piece of luggage even though I checked in 2.5 hours before the flight

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

Allegiant canceled the flight. The flight the next day was full. Allegiant did not provide any compensation besides a refund. Last time on Allegiant.

Great. No choice for n/a. No food or entertainment options

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.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

My TSA number was missing from my ticket which shouldn’t have happened since it’s in my file. The on board flight attendant who was a male, did not want to help me put my luggage in the overhead bin and made a very rude comment and was very unpleasant. The good… the woman who fixed my ticket with the TSA number was excellent and I had extra legroom which was perfect.

Web site and app most difficult to access. Tel number not accessible. No answer at any time of day.

Plane had mechanic problem that was never explained. Had to bring a plane from another airport. Six hour delay. No apology for the delay. Not even an acknowledgment.

Quick flight. No time to stress over it. Over before it begins.

Very good, boarded and took off on time and landed early

Delayed boarding because a flight attendant couldn't find the gate...sat on the plane for over an hour at the gate because AA couldn't get one of the planes behind us to move

Boarding was atrocious. Completely unorganized bedlam. Could not understand the person announcing. The PA system sounded like Charlie Brown's parents.

American Airlines, the airline that you can depend on great customer service. Decent fares, friendly staff, great customer service

It was awful. My first flight was delayed and as a consequence I lost my second flight to Greensboro. I did not know what to do so I rebook myself a flight to Charlotte . It was very inconvenient I not to have anybody form corporate assisting me either from PwC or from kayak . It is a very disappointing experience that American did not wait 1 minute or told me to rebook before making the first flight

The departure and arrival was on time. The fact that I could load my boarding tickets on the American airlines app.

Horrible experience, delays after delays. A flight that should arrive 11:50pm just landed past 1 am, and another 30min waiting for the baggage to come out. Very disappointing.

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

We sat on the plane for 1 hour because the airline was short handed could not be unloading.

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