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$797+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Sep 10 — Sep 171
Thu 9/10
Thu 9/17
1 adult, Economy
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Cheap 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 August 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Mon 8/2412:07 pm -
1 stop29h 04m
Mon 8/317:00 am -
2 stops27h 34m
Deal found 8/9$797
This American Airlines deal was found by Cheapflights users on 8/9. 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 8/2410:15 am -
1 stop11h 38m
Mon 8/316:00 am -
1 stop11h 39m
Deal found 8/9$814
This American Airlines deal was found by Cheapflights users on 8/10. 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 8/1211:30 am -
1 stop10h 22m
Tue 8/187:00 am -
2 stops27h 55m
Deal found 8/10$898

Find 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 August 11, 2026.

Round-trip from

$797
(Kiwi.com)
From Key West to San José Juan Santamaria Intl
Search Deals

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 August 11, 2026.
Use the filters below to find and compare flights from Key West to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestSan José

EYW Key West - SJO San José Juan Santamaria Intl

EYWSJO

Key West

Mon 8/24

12:07 pm-3:11 pm

1 stop29h 04m

San José Juan Santamaria Intl

Mon 8/31

7:00 am-12:34 pm

2 stops27h 34m

$797
Quickest round-trip

Key WestSan José

EYW Key West - SJO San José Juan Santamaria Intl

EYWSJO

Key West

Mon 8/24

10:15 am-7:53 pm

1 stop11h 38m

San José Juan Santamaria Intl

Mon 8/31

6:00 am-7:39 pm

1 stop11h 39m

$814

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/9

Sorted by cheapest first

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 August 11, 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
7.1
Good
11,904 reviews

Boarding

7.5

Crew

7.9

Comfort

7.2

Food

6.4

Overall

7.1

Entertainment

6.8

Reviews

1 / 20
8.0
Excellent

Olwin,Jul 2026

MCO - DCA

The flight was great overall. But we need better food on flights and the baggage fees are too high.
American Airlines
7.1
Good
11,904 reviews
American Airlines
7.1
Good
11,904 reviews

Boarding

7.5

Crew

7.9

Comfort

7.2

Food

6.4

Overall

7.1

Entertainment

6.8

Reviews

1 / 20
8.0
Excellent

Olwin,Jul 2026

MCO - DCA

The flight was great overall. But we need better food on flights and the baggage fees are too high.

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 $814, American Airlines can have you in San José from Key West in 11h 38m. The distance between Key West and San José is about 1018 mi.

  • What is the cheapest airline to fly from Key West to San José round-trip?

    Currently priced at $523, American Airlines will fly you from Key West to San José and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip.

  • 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
Jacó
Heredia
Dominical
Manuel Antonio

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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 August 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$523Average$747FlexibilityNo cancel feeOn-time71%

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