EYW - SJO

$443 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 4/24. 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
$443
Multiple Airlines
Fri 4/24Sun 5/24
EYW - SJO • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Key West and San José. You'll need at least 1 connection.
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We hope you love your trip to San José!
Flight Deals
Useful Info
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, Apr 24 - Sun, May 24
Multiple Airlines Logo
5:48 pm - 11:33 am
EYW
-
SJO
43h 45m
2 stops
Multiple Airlines Logo
9:35 am - 11:27 am
SJO
-
EYW
23h 52m
1 stop
$443Multiple Airlines
Fri, Apr 24 - Sun, May 24
Multiple Airlines Logo
1:06 pm - 8:30 am
EYW
-
SJO
45h 24m
3 stops
Multiple Airlines Logo
9:35 am - 11:27 am
SJO
-
EYW
23h 52m
1 stop
$476Multiple Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
6:45 am - 11:07 am
EYW
-
SJO
6h 22m
1 stop
American Airlines Logo
6:30 am - 10:36 pm
SJO
-
EYW
14h 06m
2 stops
$621American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
3:58 pm - 7:07 pm
EYW
-
SJO
5h 09m
1 stop
American Airlines Logo
6:30 am - 10:36 pm
SJO
-
EYW
14h 06m
2 stops
$641American Airlines
Fri, Apr 24 - Sun, May 24
American Airlines Logo
6:45 am - 1:08 pm
EYW
-
SJO
8h 23m
1 stop
American Airlines Logo
6:00 am - 7:10 pm
SJO
-
EYW
11h 10m
1 stop
$682American Airlines
Mon, Apr 13 - 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
$694American Airlines
Mon, Apr 13 - Sat, May 2
American Airlines Logo
3:58 pm - 7:07 pm
EYW
-
SJO
5h 09m
1 stop
American Airlines Logo
12:10 pm - 11:16 am
SJO
-
EYW
21h 06m
2 stops
$699American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
6:45 am - 7:07 pm
EYW
-
SJO
14h 22m
1 stop
American Airlines Logo
6:30 am - 10:58 pm
SJO
-
EYW
14h 28m
1 stop
$737American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
6:45 am - 1:08 pm
EYW
-
SJO
8h 23m
1 stop
American Airlines Logo
2:22 pm - 10:58 pm
SJO
-
EYW
6h 36m
1 stop
$739American Airlines
Mon, Apr 13 - Sat, May 2
Multiple Airlines Logo
2:35 pm - 8:30 am
EYW
-
SJO
19h 55m
2 stops
Multiple Airlines Logo
7:00 am - 11:31 am
SJO
-
EYW
26h 31m
3 stops
$772Multiple Airlines
Useful Info

Good to know

Cheapest flight$443
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 $443 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.
7.1
American AirlinesOverall score based on 11564 reviews
6.8Entertainment
6.4Food
7.9Crew
7.5Boarding
7.2Comfort
Airline reviews

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

10.0 ExcellentDeborah Jacqueline Diana, Apr 2026
MIA - ORD
Read more American Airlines reviews

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

I have never been assaulted they way I was today in Charlotte - shame on American

The staff are very, very professional. It's what flying should feel like.

The flight attendant in business class was excellent! Professional, friendly and attentive.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

It was great. Smooth flight, comfortable, left on time and landed on time.

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

Information on your arrival and departure airports