$49 Find Cheap Flights from North America to 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 to Key West departing on 8/30. 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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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

Mon, Aug 24 - Thu, Aug 27
Breeze Airways Logo
10:12 am - 11:27 am
MCO
-
EYW
1h 15mnonstop
Breeze Airways Logo
12:05 pm - 1:21 pm
EYW
-
MCO
1h 16mnonstop
$97Breeze Airways
Sun, Sep 13 - Thu, Sep 17
Breeze Airways Logo
8:56 am - 10:19 am
MCO
-
EYW
1h 23mnonstop
Breeze Airways Logo
10:59 am - 12:17 pm
EYW
-
MCO
1h 18mnonstop
$101Breeze Airways
Sun, Aug 16 - Thu, Aug 27
Multiple Airlines Logo
5:36 pm - 9:41 am
PHL
-
EYW
16h 05m
1 stop
Multiple Airlines Logo
7:53 pm - 1:16 am
EYW
-
PHL
5h 23m
1 stop
$181Multiple Airlines
Sun, Aug 16 - Thu, Aug 27
Multiple Airlines Logo
5:36 pm - 9:41 am
PHL
-
EYW
16h 05m
1 stop
Multiple Airlines Logo
7:53 pm - 1:16 am
EYW
-
PHL
5h 23m
1 stop
$183Multiple Airlines
Sat, Jul 25 - Fri, Jul 31
Allegiant Air Logo
10:55 am - 10:05 am
EWR
-
EYW
23h 10m
1 stop
Allegiant Air Logo
10:31 am - 9:05 am
EYW
-
EWR
22h 34m
1 stop
$254Allegiant Air
Sat, Jul 4 - Fri, Jul 10
Allegiant Air Logo
10:55 am - 10:05 am
EWR
-
EYW
23h 10m
1 stop
Allegiant Air Logo
10:31 am - 9:05 am
EYW
-
EWR
22h 34m
1 stop
$276Allegiant Air
Sun, Aug 30 - Sun, Sep 6
American Airlines Logo
12:08 pm - 4:27 pm
ORD
-
EYW
3h 19mnonstop
American Airlines Logo
4:58 pm - 7:50 pm
EYW
-
ORD
3h 52mnonstop
$309American Airlines
Sat, Aug 15 - Fri, Aug 21
Delta Logo
6:00 am - 10:50 am
DCA
-
EYW
4h 50m
1 stop
Delta Logo
6:15 pm - 11:48 pm
EYW
-
DCA
5h 33m
1 stop
$309Delta
Thu, Aug 13 - Mon, Aug 17
American Airlines Logo
11:59 am - 4:18 pm
ORD
-
EYW
3h 19mnonstop
American Airlines Logo
8:09 pm - 12:35 am
EYW
-
ORD
5h 26m
1 stop
$319American Airlines
Mon, Aug 24 - Sat, Aug 29
Delta Logo
6:00 am - 10:50 am
DCA
-
EYW
4h 50m
1 stop
Delta Logo
1:31 pm - 8:33 pm
EYW
-
DCA
7h 02m
1 stop
$323Delta
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$49
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 9% increase in price.
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 293 reviews
6.7Food
8.2Comfort
6.7Entertainment
8.8Crew
8.4Boarding
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.

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

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Everything could and should be better. We are paying for, it's not a favor, it's a service and should involve quality, responsibility and respect.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

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.

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.

I couldn’t make my first flight due to weather delays trapping us in the town we were in. Then I had to buy a new ticket

Much better than Spirit. I was please by the easy fast check in and boarding

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

This is a no frills, get it done, efficient airline. The seat is a lawn chair. You better bring your own entertainment. If you want something other than water you need to pay for it. But they will get you to your destination quickly, on time, and then they will turn the flight around and go right back where they came from. Reliably. Couple times a week tops. If it fits into your schedule, you can’t get there cheaper or faster.

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.

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.

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

It was awful. The communication between corporate and the crew on the ground left more to be desired. The crew even said that Corporate was waiting on answers because they themselves didn't know. Every hour, there was a new excuse. I also understood that passengers were angry, but the crew should have done a better job at crowd control. There was a racial exchange between passengers that could've been avoided has the crew acted sooner.

We sat on plane at gate delayed without communication as to why we were just sitting there

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Check in was easy. Flights were smooth. Flight attendants were courteous and friendly.

Little time between flight from Dallas to flight to Gainesville. We chose this one, 43 minutes between, because the price for a connection with at least an hour between, was so much higher. Had to ask passengers on the Dallas flight to please allow us to deplane ahead of them. The economy passengers allowed this. We had to walk very fast to the next gate, 35 gates away. Thankfully all in the same terminal. Getting to the small Gainesville plane was a little confusing as you enter an area that is boarding many small planes at the same time. We stood in the wrong line for about 15 seconds before realizing it was not our Gainesville flight. Since I had boarded at this gate in the past, I knew to check the signs carefully so we weren’t lost. The first class seat experience was wonderful. I really enjoyed the upgrade. We were offered an alcohol drink as soon as we sat down. I got something different but it was a great gesture especially since we really had to hurry to make the flight. We had packed expecting we might miss this connection, but made it. Our luggage didn’t miss the flight. American Airlines delivered our bags to our home the next day. That was very convenient!

The plane was large, not full, but one with 3 seats near each window and 4 in a row in the middle of the plane. There were screens on the backs of the seats for entertainment and information. To use the entertainment one needs ear plugs that physically plug into the screen. My husband had some he let me use as I only had blue tooth type. The stewards gave out some headphones to some, but when my neighbor asked for some, the steward said no. So maybe they ran out? Idk. Bring the old kind of headphones or earbuds if you want entertainment in case this is the type of entertainment offered. We had a very tight connection in Miami. 43 minutes. The other economy passengers allowed us to get ahead of them because I asked if we could since we were near boarding time for our next flight and 35 gates away. They were extremely kind. First class wasn’t going to allow us to pass through. We did make the next flight. Our baggage didn’t, but they were delivered to us the next day and we were prepared with essentials in our carry on packs.

We departed early and arrived early The plane was clean and the crew was incredibly efficient another positive experience with American airlines for me.

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

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