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$198+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Key West to Costa Rica

Keep the following information in mind while searching for Key West to Costa Rica flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$440
(Mytrip)

One-way from

$198
(Mytrip)
Provider with most accurate pricing for Key West-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Key West-San José Juan Santamaria Intl flights.
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From Key West to Costa Rica
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One-way flight from Key West to Costa Rica
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Find flight deals from Key West to Costa Rica

Cheapest flights from Key West to Costa Rica
Explore the most affordable flight options available from Key West to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1110:23 amEYW - SJO
2 stops26h 04mMultiple Airlines
Sun 5/1811:32 amSJO - EYW
2 stops27h 09mMultiple Airlines
Deal found 3/27$440
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sun 5/117:29 pmEYW - SJO
1 stop25h 06mAmerican Airlines
Sun 5/186:03 amSJO - EYW
1 stop8h 49mAmerican Airlines
Deal found 3/27$650

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 March 28, 2025.
Use the filters below to find and compare flights from Key West to Costa Rica that are best for you.

Fly from

Key West

Fly to

Costa Rica

Route

Depart

Return

Price

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sun 5/11

10:23 am-10:27 am

2 stops26h 04m

San José Juan Santamaria Intl

Sun 5/18

11:32 am-4:41 pm

2 stops27h 09m

$440

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sun 5/11

7:29 pm-6:35 pm

1 stop25h 06m

San José Juan Santamaria Intl

Sun 5/18

6:03 am-4:52 pm

1 stop8h 49m

$650

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 5/1

4:24 pm-11:50 pm

2 stops33h 26m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

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

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

Find hourly flight availability from Key West to Costa Rica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

When flying from Key West to Costa Rica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Costa Rica ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit Costa Rica when rainfall is around 0.0 in.

Temperature in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Costa Rica, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

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 March 28, 2025.
American Airlines
7.2
Good
10,000 reviews

Overall

7.2

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Crew

8.0

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

Overall

7.2

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Crew

8.0

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 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.

  • What is the cheapest month to book a flight from Key West to Costa Rica?

    Currently, September is the cheapest month in which you can book a flight from Key West to Costa Rica (average of $398). Flying from Key West to Costa Rica 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.

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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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$392Average$699FlexibilityNo cancel feeOn-time71%
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