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$616+ 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 7/23. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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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 July 2, 2025.

Round-trip from

$616
(American Airlines)
From Key West to San José Juan Santamaria Intl
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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 July 2, 2025.

This American Airlines deal was found by Cheapflights users on 6/30. 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 7/237:51 pmEYW - SJO
2 stops19h 29mAmerican Airlines
Tue 7/292:25 pmSJO - EYW
2 stops19h 35mAmerican Airlines
Deal found 6/30$616
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2310:02 amEYW - SJO
3 stops23h 26mMultiple Airlines
Tue 7/2912:16 pmSJO - EYW
3 stops24h 49mMultiple Airlines
Deal found 6/30$626

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 July 2, 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

Wed 7/23

7:51 pm-1:20 pm

2 stops19h 29m

San José Juan Santamaria Intl

Tue 7/29

2:25 pm-12:00 pm

2 stops19h 35m

$616

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 7/23

10:02 am-7:28 am

3 stops23h 26m

San José Juan Santamaria Intl

Tue 7/29

12:16 pm-3:05 pm

3 stops24h 49m

$626

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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.

Cheapflights Insights

Everything you need to know about your flight from Key West to San José

What is the cheapest time of day to fly from EYW to SJO?

Find hourly flight availability from Key West to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 2, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 24% on flights from Key West to San José, San José Province by exploring options for tickets at noon.

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 July 2, 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
10,000 reviews

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Bama,Oct 2024

MIA - PNS

I paid for first class and it was nothing more than a 36" long curtain between first and business class, nothing extra, nothing fancy and a waste of money. Would have been better off just getting a regular seat and saving the money. Also had one of my eardrums rupture because of the take off and had to sit in uncomfortable pain with a bleeding ear the entire flight. Had to go to the doctor and it's been 5 days and still having difficulty hearing like it just happened.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Overall

7.2

Comfort

7.2

Crew

8.0

Entertainment

6.9

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Bama,Oct 2024

MIA - PNS

I paid for first class and it was nothing more than a 36" long curtain between first and business class, nothing extra, nothing fancy and a waste of money. Would have been better off just getting a regular seat and saving the money. Also had one of my eardrums rupture because of the take off and had to sit in uncomfortable pain with a bleeding ear the entire flight. Had to go to the doctor and it's been 5 days and still having difficulty hearing like it just happened.

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.

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

    Flying on American Airlines is currently your cheapest option to San José, San José Province, with prices starting at $616.

  • 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.

  • What is the cheapest month to book a flight from Key West to San José, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Key West to San José, San José Province (average of $398). Flying from Key West to San José, San José Province in March is currently the most expensive (average of $555). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó

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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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$535Average$643FlexibilityNo cancel feeOn-time71%

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