HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
San José

$484+ Cheap flights from Key West (EYW) to San José (SJO)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Key West to San José with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Key West to San José

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$387
(Kiwi.com)
Provider with most accurate pricing for Key West-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-San José Juan Santamaria Intl flights.
Search Deals
From Key West to San José Juan Santamaria Intl
Search Deals

Find flight deals from Key West to San José

Cheapest flights from Key West to San José
Explore the most affordable flight options available from Key West to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/223:46 pm
EYW
-
SJO
1 stop20h 51m
Multiple Airlines
Sun 1/2512:33 pm
SJO
-
EYW
1 stop22h 53m
Multiple Airlines
Deal found 1/13$484
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:34 pm
EYW
-
SJO
1 stop7h 40m
American Airlines
Sat 8/86:00 am
SJO
-
EYW
1 stop10h 39m
American Airlines
Deal found 1/13$544
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/227:45 pm
EYW
-
SJO
2 stops17h 53m
American Airlines
Sun 1/256:00 am
SJO
-
EYW
1 stop9h 49m
American Airlines
Deal found 1/13$561
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/291:33 pm
EYW
-
SJO
1 stop8h 29m
American Airlines
Mon 2/21:43 pm
SJO
-
EYW
1 stop9h 13m
American Airlines
Deal found 1/13$581
This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/216:43 pm
EYW
-
SJO
1 stop18h 55m
American Airlines
Mon 1/264:02 pm
SJO
-
EYW
2 stops19h 40m
American Airlines
Deal found 1/14$595

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to San José that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 15, 2026.
Use the filters below to find and compare flights from Key West to San José that are best for you.

Fly from

Key West

Fly to

San José

Route

Depart

Return

Price

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 1/22

7:45 pm-12:38 pm

2 stops17h 53m

San José Juan Santamaria Intl

Sun 1/25

6:00 am-4:49 pm

1 stop9h 49m

$561

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 1/29

1:33 pm-9:02 pm

1 stop8h 29m

San José Juan Santamaria Intl

Mon 2/2

1:43 pm-11:56 pm

1 stop9h 13m

$581

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 1/21

7:45 pm-12:38 pm

2 stops17h 53m

San José Juan Santamaria Intl

Mon 1/26

4:02 pm-12:42 pm

2 stops19h 40m

$586

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Compare providers for flights from Key West to San José

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West to San José in January.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Key West-San José flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Key West-San José flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Key West-San José flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Key West-San José flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Key West-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Key West to San José

Have a flexible travel schedule? Discover the best time to fly to San José from Key West with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San José. Reviews last updated January 15, 2026.
Read reviews from past customers who have flown American Airlines from Key West to San José. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,129 reviews

Overall

7.2

Food

6.4

Comfort

7.2

Crew

8.0

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,129 reviews
American Airlines
7.2
Good
11,129 reviews

Overall

7.2

Food

6.4

Comfort

7.2

Crew

8.0

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

Related info for your journey

Find useful and relevant information for your journey from Key West to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Key West to San José?

    For as low as $561, American Airlines can have you in San José from Key West in 17h 53m. The distance between Key West and San José is about 1018 mi.

  • Can I find deals for flights from Key West to San José that include hotel bookings?

    Yes. In addition to deals on Key West to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to San José.

  • Can I find deals for business class flights from Key West to San José?

    Yes. Cheapflights offers flight deals from Key West to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Alajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Key West to San José

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to San José flights
Miami to San José flights
Orlando to San José flights
Tampa to San José flights
Miami to Liberia flights
Tampa to Liberia flights
Orlando to Liberia flights
Fort Lauderdale to Liberia flights
Jacksonville to San José flights
West Palm Beach to San José flights
Jacksonville to Liberia flights
Sarasota to San José flights
West Palm Beach to Liberia flights
Pensacola to San José flights
Pensacola to Liberia flights
Gainesville to San José flights
Daytona Beach to San José flights
Fort Myers to San José flights
Melbourne to San José flights
Fort Myers to Liberia flights
Sarasota to Liberia flights
Panama City to Liberia flights
Panama City to San José flights
Gainesville to Liberia flights
Valparaiso to San José flights
Tallahassee to San José flights
Daytona Beach to Liberia flights
Orlando Sanford Intl to San José flights
Valdosta to San José flights

Top airline flying from Key West to San José

Discover the top airline that operate flights from Key West to San José. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$523Average$643FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.