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$530+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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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 November 18, 2025.

This Delta deal was found by Cheapflights users on 11/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:02 pmEYW - SJO
1 stop8h 18mDelta
Sat 12/137:00 amSJO - EYW
1 stop12h 06mDelta
Deal found 11/16$530
This Delta deal was found by Cheapflights users on 11/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/27:40 amEYW - SJO
1 stop15h 40mDelta
Sun 12/77:00 amSJO - EYW
1 stop12h 06mDelta
Deal found 11/16$626
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Tue 12/24:18 pmEYW - SJO
1 stop5h 47mAmerican Airlines
Sun 12/73:06 pmSJO - EYW
2 stops18h 56mAmerican Airlines
Deal found 11/17$752
This American Airlines deal was found by Cheapflights users on 11/17. 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 12/117:00 amEYW - SJO
2 stops16h 59mAmerican Airlines
Sat 12/133:38 pmSJO - EYW
1 stop6h 29mAmerican Airlines
Deal found 11/17$817

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 November 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$530
(Delta)
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
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 November 18, 2025.
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 12/11

3:02 pm-10:20 pm

1 stop8h 18m

San José Juan Santamaria Intl

Sat 12/13

7:00 am-8:06 pm

1 stop12h 06m

$530

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 12/2

7:40 am-10:20 pm

1 stop15h 40m

San José Juan Santamaria Intl

Sun 12/7

7:00 am-8:06 pm

1 stop12h 06m

$626

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 12/2

4:18 pm-9:05 pm

1 stop5h 47m

San José Juan Santamaria Intl

Sun 12/7

3:06 pm-11:02 am

2 stops18h 56m

$752

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 12/11

7:00 am-10:59 pm

2 stops16h 59m

San José Juan Santamaria Intl

Sat 12/13

3:38 pm-11:07 pm

1 stop6h 29m

$817

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

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 November.
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 November 18, 2025.
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
11,045 reviews

Crew

8.0

Comfort

7.2

Food

6.4

Overall

7.2

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
11,045 reviews
American Airlines
7.2
Good
11,045 reviews

Crew

8.0

Comfort

7.2

Food

6.4

Overall

7.2

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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 $752, Delta can have you in San José from Key West in 5h 47m. The distance between Key West and San José is about 1018 mi. This flight may include one or multiple stops.

  • 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
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó
Dominical

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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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$535Average$643FlexibilityNo cancel feeOn-time71%

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