EYW - SJO

$246 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 5/12. 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
$581
American Airlines
Wed 4/22Wed 4/29
EYW - SJO • 2 stops
Cheapest one-way
$246
Multiple Airlines
Tue 5/12
EYW - SJO • 3 stops
Top airlines
American Airlines
Cheapest • from $576 (round-trip)
American Airlines
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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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KAYAK searches 100s of sites at once to find you the best travel deals.
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

Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
8:05 am - 7:07 pm
EYW
-
SJO
13h 02m
2 stops
American Airlines Logo
6:30 am - 10:36 pm
SJO
-
EYW
14h 06m
2 stops
$581American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
11:24 am - 7:07 pm
EYW
-
SJO
9h 43m
1 stop
American Airlines Logo
2:22 pm - 10:58 pm
SJO
-
EYW
6h 36m
1 stop
$594American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
8:05 am - 7:07 pm
EYW
-
SJO
13h 02m
2 stops
American Airlines Logo
6:30 am - 10:36 pm
SJO
-
EYW
14h 06m
2 stops
$601American Airlines
Thu, May 7 - Sun, May 10
American Airlines Logo
6:45 am - 7:07 pm
EYW
-
SJO
14h 22m
1 stop
American Airlines Logo
12:10 pm - 10:58 pm
SJO
-
EYW
8h 48m
1 stop
$617American Airlines
Thu, May 7 - Sun, May 10
American Airlines Logo
3:58 pm - 11:25 am
EYW
-
SJO
21h 27m
2 stops
American Airlines Logo
12:10 pm - 10:58 pm
SJO
-
EYW
8h 48m
1 stop
$622American Airlines
Thu, Jun 18 - Mon, Jun 22
American Airlines Logo
11:28 am - 7:24 pm
EYW
-
SJO
9h 56m
1 stop
American Airlines Logo
6:00 am - 7:10 pm
SJO
-
EYW
11h 10m
1 stop
$632American Airlines
Thu, Jun 18 - Mon, Jun 22
American Airlines Logo
4:44 pm - 11:50 am
EYW
-
SJO
21h 06m
2 stops
American Airlines Logo
12:50 pm - 12:16 pm
SJO
-
EYW
21h 26m
2 stops
$637American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
11:24 am - 7:07 pm
EYW
-
SJO
9h 43m
1 stop
American Airlines Logo
2:22 pm - 10:58 pm
SJO
-
EYW
6h 36m
1 stop
$639American 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
2:22 pm - 10:58 pm
SJO
-
EYW
6h 36m
1 stop
$659American 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
$727American 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 American Airlines ($576) and United Airlines ($1,151).

Find deals

Good to know

Cheapest flight$246
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 $246 for a one-way ticket and $576 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.
7.1
American AirlinesOverall score based on 11432 reviews
7.9Crew
7.2Comfort
6.4Food
7.5Boarding
6.9Entertainment
Airline reviews

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

2.0 MediocreTina, Mar 2026
RSW - PHL
Read more American Airlines reviews

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

The flight attendants and the service is getting worse by the day.

Other than nearly three hour delay for maintenance issues, everything went smooth

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

For my arriving destination, we were delayed multiple times to the point that we arrived 6 hours after we were originally scheduled. On my flight home, they overbooked and involuntarily removed passengers (including me) from the plane. It was not a good experience.

Boarding is always an ordeal. Less dogs on flights. I am highly allergic to dogs and cats. Why are there so many animals these days?

Horrible. Got delayed many hours because their pilot wasn't trained for night landing at the airport and a rain delay made it a night landing. We have to wait hours for a qualified crew. They give us 12 dollar meal vouchers but most everything in the airport was closed and definitely more expensive than the vouchers.

I am an AA flyer for a very long time... AA has yet to disappoint.

Everything was good. Flight was very full so crew was busy. After we boarded and plane pulled away from the gate, we were delayed about 40 minutes- sitting on the runway - due to weather en route or at the destination. While weather is not the fault of the airline- it’s terrible to sit on a plane and not moving.

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)