EYW - SJO

$343 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 1/22. 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
$343
Multiple Airlines
Thu 1/22Sun 1/25
EYW - SJO • 1 stop
Cheapest one-way
$412
Multiple Airlines
Sun 2/1
EYW - SJO • 2 stops
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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

Thu, Jan 22 - Sun, Jan 25
Multiple Airlines Logo
3:46 pm - 11:37 am
EYW
-
SJO
20h 51m1 stop
Multiple Airlines Logo
1:30 pm - 1:30 pm
SJO
-
EYW
23h 00m1 stop
$343Multiple Airlines
Wed, Jan 21 - Sun, Jan 25
Multiple Airlines Logo
10:49 am - 12:22 pm
EYW
-
SJO
26h 33m2 stops
Multiple Airlines Logo
1:30 pm - 1:30 pm
SJO
-
EYW
23h 00m1 stop
$349Multiple Airlines
Thu, Jan 22 - Sun, Jan 25
Multiple Airlines Logo
3:46 pm - 11:37 am
EYW
-
SJO
20h 51m1 stop
Multiple Airlines Logo
1:30 pm - 9:09 am
SJO
-
EYW
18h 39m2 stops
$363Multiple Airlines
Sun, Feb 1 - Sat, Feb 14
Spirit Airlines Logo
12:51 pm - 12:22 pm
EYW
-
SJO
24h 31m1 stop
Spirit Airlines Logo
1:31 pm - 1:30 pm
SJO
-
EYW
22h 59m1 stop
$367Spirit Airlines
Sun, Feb 1 - Sat, Feb 14
Multiple Airlines Logo
12:51 pm - 12:22 pm
EYW
-
SJO
24h 31m1 stop
Multiple Airlines Logo
12:35 pm - 9:06 am
SJO
-
EYW
19h 31m1 stop
$376Multiple Airlines
Sun, Feb 1 - Sat, Feb 14
Multiple Airlines Logo
3:46 pm - 12:22 pm
EYW
-
SJO
21h 36m2 stops
Multiple Airlines Logo
12:35 pm - 9:06 am
SJO
-
EYW
19h 31m1 stop
$385Multiple Airlines
Thu, Jan 22 - Sun, Jan 25
Multiple Airlines Logo
3:46 pm - 11:37 am
EYW
-
SJO
20h 51m1 stop
Multiple Airlines Logo
1:30 pm - 3:02 pm
SJO
-
EYW
24h 32m2 stops
$418Multiple Airlines
Wed, Feb 4 - Sun, Feb 8
Multiple Airlines Logo
4:06 pm - 12:22 pm
EYW
-
SJO
21h 16m2 stops
Multiple Airlines Logo
1:30 pm - 1:30 pm
SJO
-
EYW
23h 00m1 stop
$422Multiple Airlines
Thu, Jan 22 - Sun, Jan 25
Multiple Airlines Logo
3:46 pm - 11:37 am
EYW
-
SJO
20h 51m1 stop
Multiple Airlines Logo
1:30 pm - 1:30 pm
SJO
-
EYW
23h 00m1 stop
$423Multiple Airlines
Thu, Jan 22 - Sun, Jan 25
Multiple Airlines Logo
10:27 pm - 12:22 pm
EYW
-
SJO
14h 55m2 stops
Multiple Airlines Logo
1:30 pm - 1:30 pm
SJO
-
EYW
23h 00m1 stop
$426Multiple 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 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 $523.

Find deals

Good to know

Cheapest flight$343
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 $412 for a one-way ticket and $343 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 11088 reviews
8.0Crew
6.4Food
7.2Comfort
7.5Boarding
6.9Entertainment
Airline reviews

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

8.0 ExcellentKrishna, Dec 2025
TPA - PHX
Read more American Airlines reviews

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.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was delayed 17 hours due to aircraft issues. American did provide hotel, transportation and meals, 3 hours past boarding time, but it took us another hour to get the vouchers.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

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)