EYW - SJO

$367 Find Cheap Flights from Key West to San José

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to San José departing on 10/10. 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

KAYAK searches hundreds of travel sites at once for deals on flights to San José

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Key West to San José, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Key West to San José, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Key West to San José (EYW-SJO)

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

Fri, Oct 10 - Mon, Oct 13
 Logo
8:55 am - 10:41 amEYW-SJO
27h 46m1 stop
 Logo
12:35 pm - 11:05 amSJO-EYW
20h 30m2 stops
Sun, Oct 12 - Fri, Oct 17
 Logo
8:55 am - 10:41 amEYW-SJO
27h 46m1 stop
 Logo
12:35 pm - 8:15 amSJO-EYW
41h 40m2 stops
Fri, Oct 10 - Mon, Oct 13
American Airlines Logo
5:47 pm - 12:00 pmEYW-SJO
20h 13m1 stop
American Airlines Logo
2:40 pm - 7:22 pmSJO-EYW
26h 42m1 stop
$543American Airlines
Find Deal
Fri, Oct 10 - Mon, Oct 13
American Airlines Logo
4:57 pm - 12:00 pmEYW-SJO
21h 03m2 stops
American Airlines Logo
2:40 pm - 2:46 pmSJO-EYW
22h 06m2 stops
$597American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
6:31 am - 11:00 amEYW-SJO
6h 29m1 stop
American Airlines Logo
2:55 pm - 11:59 pmSJO-EYW
7h 04m1 stop
$666American Airlines
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Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
6:31 am - 11:00 amEYW-SJO
6h 29m1 stop
American Airlines Logo
2:55 pm - 4:44 pmSJO-EYW
23h 49m2 stops
$691American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
6:31 am - 1:25 pmEYW-SJO
8h 54m2 stops
American Airlines Logo
2:55 pm - 4:44 pmSJO-EYW
23h 49m2 stops
$753American Airlines
Find Deal
Sun, Oct 12 - Fri, Oct 17
American Airlines Logo
7:52 pm - 1:38 pmEYW-SJO
19h 46m1 stop
American Airlines Logo
1:00 pm - 5:16 pmSJO-EYW
26h 16m1 stop
$832American Airlines
Find Deal
Sun, Oct 12 - Fri, Oct 17
American Airlines Logo
4:57 pm - 1:38 pmEYW-SJO
22h 41m2 stops
American Airlines Logo
1:00 pm - 4:27 pmSJO-EYW
25h 27m2 stops
$913American Airlines
Find Deal

Everything you should know

Cheapest round-trip
$367
Multiple Airlines
Fri 10/10Mon 10/13
EYW - SJO • 1 stop
Cheapest one-way
Multiple Airlines
Sun 9/14
EYW - SJO • multi-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San José!
Useful Info

Good to know

Cheapest flight$367
Flight from Key West to San José

When to book flights from Key West to San José

Are your dates flexible? Find out the best times to travel from Key West to San José based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Key West to San José

  • What is the cheapest flight from Key West to San José?

    In the last 3 days, the lowest price for a flight from Key West to San José was $367 for a round-trip ticket.

  • Do I need a passport to fly between Key West and San José?

    A passport is required to fly from Key West to San José.

  • Which aircraft models fly most regularly from Key West to San José?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Key West to San José?

    oneworld is the only airline alliance operating flights between Key West and San José.

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

    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 to San José.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San José 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 to San José?

    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 San José with an airline and back to Key West with another airline. Booking your flights between Key West and SJO can sometimes prove cheaper using this method.

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

    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 San José from Key West up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Key West to San José

 
See real verified KAYAK customer reviews for airlines flying from Key West to San José. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Key West to San José? 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.
7.2
American AirlinesOverall score based on 10000 reviews
7.2Comfort
8.0Crew
7.5Boarding
6.9Entertainment
6.4Food
Airline reviews

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

2.0 MediocreSydney, Sep 2025MIA - LAS
Read more American Airlines reviews

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

The plane was broken so we had to change planes.

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

Everything you need to know for your flight from Key West to San José

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