EYW - SJO

$363 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 11/14. 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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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, Nov 14 - Mon, Nov 17
Multiple Airlines Logo
8:55 am - 11:39 amEYW-SJO
27h 44m1 stop
Multiple Airlines Logo
1:30 pm - 11:05 amSJO-EYW
20h 35m2 stops
$363Multiple Airlines
Find Deal
Wed, Jan 14 - Mon, Jan 19
Multiple Airlines Logo
2:25 pm - 12:21 amEYW-SJO
10h 56m1 stop
Multiple Airlines Logo
6:08 pm - 1:30 pmSJO-EYW
42h 22m2 stops
$428Multiple Airlines
Find Deal
Wed, Jan 14 - Mon, Jan 19
American Airlines Logo
6:06 am - 12:34 pmEYW-SJO
7h 28m1 stop
American Airlines Logo
1:34 pm - 11:56 pmSJO-EYW
9h 22m1 stop
$512American Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
Delta Logo
2:58 pm - 10:07 pmEYW-SJO
8h 09m1 stop
Delta Logo
7:00 am - 7:53 pmSJO-EYW
11h 53m1 stop
$530Delta
Find Deal
Fri, Nov 14 - Mon, Nov 17
American Airlines Logo
4:18 pm - 12:22 pmEYW-SJO
21h 04m2 stops
American Airlines Logo
3:11 pm - 12:43 pmSJO-EYW
20h 32m2 stops
$534American Airlines
Find Deal
Wed, Jan 14 - Sun, Jan 18
Spirit Airlines Logo
2:25 pm - 12:21 amEYW-SJO
10h 56m1 stop
Spirit Airlines Logo
1:16 am - 1:30 pmSJO-EYW
11h 14m1 stop
$626Spirit Airlines
Find Deal
Wed, Jan 14 - Sun, Jan 18
Multiple Airlines Logo
10:49 am - 12:21 amEYW-SJO
14h 32m2 stops
Multiple Airlines Logo
1:16 am - 1:30 pmSJO-EYW
11h 14m1 stop
$658Multiple 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
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 - 11:59 pmSJO-EYW
7h 04m1 stop
$670American Airlines
Find Deal
Wed, Jan 14 - Mon, Jan 19
JetBlue Logo
1:05 pm - 8:53 amEYW-SJO
20h 48m2 stops
JetBlue Logo
9:57 am - 12:10 pmSJO-EYW
25h 13m2 stops
$864JetBlue
Find Deal

Everything you should know

Top airlines
American Airlines
Cheapest • from $512 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$363
Multiple Airlines
Fri 11/14Mon 11/17
EYW - SJO • 1 stop
Cheapest one-way
Multiple Airlines
Wed 10/15
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!
Booking Insights

KAYAK's insights & trends for Key West to San José flights

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

Which airlines provide the cheapest flights from Key West to San José?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Key West to San José were found on American Airlines ($512) and Delta ($530).

Which airlines fly non-stop between Key West and San José?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Key West to San José.

There is just one airline that flies from Key West to San José direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is $535.

Good to know

Cheapest flight$363
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 $363 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 11045 reviews
6.9Entertainment
8.0Crew
6.4Food
7.5Boarding
7.2Comfort
Airline reviews

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

2.0 Mediocre603, Oct 2025MIA - GRU
Read more American Airlines reviews

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

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.

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

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