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San José

$338+ Cheap flights from Key West (EYW) to San José (SJO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Apr 1 — Apr 81
Wed 4/1
Wed 4/8
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 March 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/1. 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.
Tue 3/1712:25 pm
EYW
-
SJO
1 stop24h 49m
Spirit Airlines
Thu 3/1912:19 pm
SJO
-
EYW
1 stop23h 18m
Spirit Airlines
Deal found 3/1$510
This Kiwi.com deal was found by Cheapflights users on 3/1. 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.
Tue 3/171:01 pm
EYW
-
SJO
2 stops24h 13m
Multiple Airlines
Thu 3/1912:19 pm
SJO
-
EYW
1 stop23h 18m
Multiple Airlines
Deal found 3/1$513
This American Airlines deal was found by Cheapflights users on 2/26. 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 4/223:58 pm
EYW
-
SJO
1 stop5h 09m
American Airlines
Wed 4/296:30 am
SJO
-
EYW
2 stops14h 06m
American Airlines
Deal found 2/26$561
This American Airlines deal was found by Cheapflights users on 2/26. 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 7/277:51 pm
EYW
-
SJO
1 stop18h 08m
American Airlines
Thu 7/306:12 am
SJO
-
EYW
1 stop11h 09m
American Airlines
Deal found 2/26$563
This American Airlines deal was found by Cheapflights users on 3/1. 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 9/2112:05 pm
EYW
-
SJO
1 stop8h 25m
American Airlines
Sat 9/267:00 am
SJO
-
EYW
1 stop9h 27m
American Airlines
Deal found 3/1$574
This American Airlines deal was found by Cheapflights users on 2/27. 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.
Fri 4/246:45 am
EYW
-
SJO
1 stop14h 22m
American Airlines
Sat 5/26:30 am
SJO
-
EYW
1 stop14h 28m
American Airlines
Deal found 2/27$592

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 March 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$510
(Kiwi.com)

One-way from

$338
(American Airlines)
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.
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From Key West to San José Juan Santamaria Intl
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One-way flight from Key West to San José Juan Santamaria Intl
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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 March 2, 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

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 3/17

1:01 pm-11:14 am

2 stops24h 13m

San José Juan Santamaria Intl

Thu 3/19

12:19 pm-1:37 pm

1 stop23h 18m

$513

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 4/22

8:05 am-7:07 pm

2 stops13h 02m

San José Juan Santamaria Intl

Wed 4/29

6:30 am-10:36 pm

2 stops14h 06m

$561

Key WestSan José

EYW - SJO

EYWSJO

Key West

Mon 7/27

7:51 pm-11:59 am

1 stop18h 08m

San José Juan Santamaria Intl

Thu 7/30

6:12 am-7:21 pm

1 stop11h 09m

$563

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 4/24

4:20 pm-11:07 am

2 stops20h 47m

San José Juan Santamaria Intl

Sat 5/2

6:30 am-4:30 pm

1 stop8h 00m

$597

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 4/24

8:05 am-7:07 pm

2 stops13h 02m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/27

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on Key West-San José flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-San José flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 March 2, 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
11,369 reviews

Overall

7.1

Crew

8.0

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Food

6.4

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
7.1
Good
11,369 reviews
American Airlines
7.1
Good
11,369 reviews

Overall

7.1

Crew

8.0

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Food

6.4

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 13h 02m. 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
Monteverde
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 March 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$523Average$640FlexibilityNo cancel feeOn-time71%

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