EYW - SJO

$328 Find Cheap Flights from Key West to San José

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 San José departing on 3/8. 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

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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Everything you should know

Cheapest round-trip
$346
Multiple Airlines
Mon 2/23Thu 2/26
EYW - SJO • 1 stop
Cheapest one-way
$135
Multiple Airlines
Sun 3/8
EYW - SJO • 1 stop
Top airlines
Spirit Airlines
Cheapest • from $479 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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We hope you love your trip to San José!
Flight Deals
Booking Insights
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

Mon, Feb 23 - Thu, Feb 26
Multiple Airlines Logo
1:06 pm - 11:40 am
EYW
-
SJO
23h 34m
1 stop
Multiple Airlines Logo
1:31 pm - 1:30 pm
SJO
-
EYW
22h 59m
1 stop
$346Multiple Airlines
Mon, Feb 23 - Thu, Feb 26
Multiple Airlines Logo
1:06 pm - 11:40 am
EYW
-
SJO
23h 34m
1 stop
Multiple Airlines Logo
1:31 pm - 9:09 am
SJO
-
EYW
18h 38m
2 stops
$379Multiple Airlines
Mon, Feb 23 - Thu, Feb 26
Spirit Airlines Logo
2:25 pm - 11:40 am
EYW
-
SJO
22h 15m
2 stops
Spirit Airlines Logo
12:35 pm - 1:30 pm
SJO
-
EYW
23h 55m
3 stops
$479Spirit Airlines
Mon, Feb 23 - Thu, Feb 26
Spirit Airlines Logo
2:25 pm - 11:40 am
EYW
-
SJO
22h 15m
3 stops
Spirit Airlines Logo
12:35 pm - 1:30 pm
SJO
-
EYW
23h 55m
3 stops
$540Spirit Airlines
Fri, Apr 24 - Sat, May 2
American Airlines Logo
3:58 pm - 7:07 pm
EYW
-
SJO
5h 09m
1 stop
American Airlines Logo
12:10 pm - 10:58 pm
SJO
-
EYW
8h 48m
1 stop
$572American Airlines
Fri, Apr 24 - Sat, May 2
American Airlines Logo
4:20 pm - 1:08 pm
EYW
-
SJO
22h 48m
2 stops
American Airlines Logo
6:30 am - 10:36 pm
SJO
-
EYW
14h 06m
2 stops
$577American Airlines
Mon, Feb 23 - Thu, Feb 26
American Airlines Logo
4:40 pm - 12:31 pm
EYW
-
SJO
20h 51m
2 stops
American Airlines Logo
3:59 pm - 3:57 pm
SJO
-
EYW
22h 58m
2 stops
$752American Airlines
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 Spirit Airlines ($479) and American Airlines ($572).

Find deals

Good to know

Cheapest flight$135
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 $328 for a one-way ticket and $346 for a round-trip.

  • 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 11267 reviews
6.4Food
7.2Comfort
8.0Crew
6.9Entertainment
7.5Boarding
Airline reviews

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

2.0 MediocreSalim, Feb 2026
JAX - PHL
Read more American Airlines reviews

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

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

Information on your arrival and departure airports

Key West (EYW)
San José (SJO)