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Costa Rica

$240+ Cheap flights from Key West (EYW) to Costa Rica

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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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Cheap flight deals from Key West to Costa Rica

One-way flights from Key West to Costa Rica
Search for one-way flight options from Key West to Costa Rica. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/24. 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 12/81:16 pm
EYW
-
SJO
1 stop20h 14m
Breeze Airways
Deal found 7/24$240
This Kiwi.com deal was found by Cheapflights users on 7/24. 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 12/810:59 am
EYW
-
SJO
3 stops35h 53m
Multiple Airlines
Deal found 7/24$343
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Sun 12/610:59 am
EYW
-
SJO
1 stop29h 19m
Multiple Airlines
Deal found 7/24$373
This American Airlines deal was found by Cheapflights users on 7/24. 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 12/88:04 pm
EYW
-
SJO
2 stops18h 58m
American Airlines
Deal found 7/24$374
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Sun 12/64:53 pm
EYW
-
SJO
2 stops20h 28m
American Airlines
Deal found 7/24$379

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Costa Rica 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 27, 2026.
Use the filters below to find and compare flights from Key West to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest one-way

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 12/8

1:16 pm-8:30 am

1 stop20h 14m

$240

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sun 12/6

10:59 am-3:18 pm

1 stop29h 19m

$373
Quickest one-way

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 12/8

8:04 pm-2:02 pm

2 stops18h 58m

$374

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sun 12/6

4:53 pm-12:21 pm

2 stops20h 28m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

Sorted by cheapest first

Best time to book a flight from Key West to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica 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 Costa Rica

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated July 27, 2026.
See what other customers who have flown with American Airlines from Key West to Costa Rica have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,837 reviews

Crew

7.9

Overall

7.1

Food

6.4

Boarding

7.5

Entertainment

6.8

Comfort

7.2

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
11,837 reviews
American Airlines
7.1
Good
11,837 reviews

Crew

7.9

Overall

7.1

Food

6.4

Boarding

7.5

Entertainment

6.8

Comfort

7.2

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 Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Key West to Costa Rica?

    Key West (EYW), located 2.6 mi from the city center, is the airport you fly out of when you book flights from Key West to Costa Rica.

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

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

  • How can I find direct flights from Key West to Costa Rica?

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

  • Can I find deals for business class flights from Key West to Costa Rica?

    Yes. Cheapflights offers flight deals from Key West to Costa Rica 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

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Top airline flying from Key West to Costa Rica

Discover the top airline that operate flights from Key West to Costa Rica. 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 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$523Average$747FlexibilityNo cancel feeOn-time71%

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