HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Costa Rica

$294+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Key West to Costa Rica with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$572
(Delta)

One-way from

$294
(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.
Search Deals
From Key West to Costa Rica
Search Deals
One-way flight from Key West to Costa Rica
Search Deals

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 November 20, 2025.

This Delta deal was found by Cheapflights users on 11/19. 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 11/19$572
This Delta deal was found by Cheapflights users on 11/20. 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 12/23:02 pmEYW - SJO
1 stop8h 18mDelta
Sun 12/77:00 amSJO - EYW
1 stop12h 06mDelta
Deal found 11/20$645
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/27:00 amEYW - SJO
1 stop15h 05mAmerican Airlines
Sun 12/73:06 pmSJO - EYW
2 stops18h 56mAmerican Airlines
Deal found 11/18$752
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/137:00 amSJO - EYW
1 stop11h 35mAmerican Airlines
Deal found 11/18$817

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 November 20, 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

Thu 12/11

7:40 am-10:20 pm

1 stop15h 40m

San José Juan Santamaria Intl

Sat 12/13

7:00 am-8:06 pm

1 stop12h 06m

$572

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 12/2

3:02 pm-10:20 pm

1 stop8h 18m

San José Juan Santamaria Intl

Sun 12/7

7:00 am-8:06 pm

1 stop12h 06m

$645

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 12/2

7:00 am-9:05 pm

1 stop15h 05m

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

7:00 am-7:35 pm

1 stop11h 35m

$817

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 2/3

7:08 am-7:44 pm

2 stops13h 36m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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 November 20, 2025.

It’s optimal to fly from Key West to Costa Rica in the evening. By choosing this option you can save up to 54% on the cost of your flight, compared to a flight in the morning.

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 November 20, 2025.
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
7.2
Good
11,047 reviews

Boarding

7.5

Entertainment

6.9

Crew

8.0

Overall

7.2

Comfort

7.2

Food

6.4

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
11,047 reviews
American Airlines
7.2
Good
11,047 reviews

Boarding

7.5

Entertainment

6.9

Crew

8.0

Overall

7.2

Comfort

7.2

Food

6.4

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 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.

  • How long is the flight from Key West to Costa Rica?

    Delta can get you from Key West to Costa Rica in just under 15h 40m. Your travel time can differ by up to . There are 1018 mi between Key West and 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Key West to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
Miami to Panama City flights
Miami to Managua flights
Miami to San José flights
Miami to San Salvador flights
Fort Lauderdale to San José flights
Fort Lauderdale to Guatemala City flights
Orlando to San José flights
Fort Lauderdale to Panama City flights
Orlando to Panama City flights
Tampa to Panama City flights
Fort Lauderdale to San Pedro Sula flights
Miami to Guatemala City flights
Tampa to San José flights
Fort Lauderdale to San Salvador flights
Miami to Liberia flights
Miami to San Pedro Sula flights
Orlando to Guatemala City flights
Orlando to San Salvador flights
Miami to Philip S.W.Goldson flights
Tampa to Philip S.W.Goldson flights
Tampa to Liberia flights
Tampa to Guatemala City flights
Orlando to Philip S.W.Goldson flights
Orlando to San Pedro Sula flights
West Palm Beach to San José flights
Jacksonville to San José flights
Fort Lauderdale to Liberia flights
Tallahassee to Panama City flights
Orlando to Liberia flights
Jacksonville to Panama City flights
Fort Lauderdale to Managua flights
West Palm Beach to San Salvador flights
Miami to Coxen Hole flights
Tampa to San Salvador flights
Jacksonville to Liberia flights
Tampa to Managua flights
West Palm Beach to Guatemala City flights
Orlando to Managua flights
West Palm Beach to Liberia flights
Pensacola to San José flights
Tampa to Coxen Hole flights
Fort Lauderdale to Coxen Hole flights
Pensacola to Philip S.W.Goldson flights
Fort Lauderdale to Philip S.W.Goldson flights
Pensacola to Panama City flights
Panama City to San José flights
Pensacola to Managua flights
Fort Myers to San José flights
Sarasota to Liberia flights
West Palm Beach to Managua flights

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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$535Average$643FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.