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Costa Rica

$364+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Jun 5 — Jun 121
Fri 6/5
Fri 6/12
1 adult, Economy
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Cheap 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 May 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Thu 5/141:57 pm
EYW
-
SJO
1 stop27h 21m
Multiple Airlines
Sun 5/177:00 am
SJO
-
EYW
1 stop26h 27m
Multiple Airlines
Deal found 5/1$473
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Thu 5/712:05 pm
EYW
-
SJO
1 stop29h 13m
Multiple Airlines
Sun 5/107:00 am
SJO
-
EYW
1 stop26h 27m
Multiple Airlines
Deal found 5/1$479
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Thu 5/71:57 pm
EYW
-
SJO
1 stop27h 21m
Multiple Airlines
Thu 5/147:00 am
SJO
-
EYW
1 stop26h 27m
Multiple Airlines
Deal found 5/2$515
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Thu 6/1812:05 pm
EYW
-
SJO
1 stop29h 06m
Multiple Airlines
Thu 6/257:07 am
SJO
-
EYW
1 stop26h 20m
Multiple Airlines
Deal found 5/4$555
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 5/1012:05 pm
EYW
-
SJO
1 stop29h 13m
Multiple Airlines
Sat 5/167:00 am
SJO
-
EYW
1 stop26h 25m
Multiple Airlines
Deal found 5/2$580
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Mon 8/312:07 pm
EYW
-
SJO
1 stop29h 04m
Multiple Airlines
Sat 8/87:07 am
SJO
-
EYW
1 stop26h 18m
Multiple Airlines
Deal found 5/3$597

Find 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 May 6, 2026.

Round-trip from

$555
(Kiwi.com)

One-way from

$364
(American Airlines)
From Key West to Costa Rica
Search Deals
One-way flight from Key West to Costa Rica
Search Deals

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 May 6, 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 round-trip

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 6/18

12:05 pm-3:11 pm

1 stop29h 06m

San José Juan Santamaria Intl

Thu 6/25

7:07 am-11:27 am

1 stop26h 20m

$555

Key WestSan José

EYW - SJO

EYWSJO

Key West

Mon 8/3

12:07 pm-3:11 pm

1 stop29h 04m

San José Juan Santamaria Intl

Sat 8/8

7:07 am-11:25 am

1 stop26h 18m

$597
Quickest round-trip

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 6/18

7:29 pm-1:08 pm

2 stops19h 39m

San José Juan Santamaria Intl

Thu 6/25

12:51 pm-12:16 pm

2 stops21h 25m

$655

Key WestSan José

EYW - SJO

EYWSJO

Key West

Mon 8/3

7:33 pm-11:50 am

2 stops18h 17m

San José Juan Santamaria Intl

Sat 8/8

6:00 am-12:11 pm

2 stops28h 11m

$796
Cheapest one-way
Quickest one-way

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 7/15

11:28 am-7:35 pm

1 stop10h 07m

$364

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 7/15

11:46 am-3:11 pm

3 stops53h 25m

$374

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

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 May 6, 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
11,666 reviews

Entertainment

6.9

Food

6.4

Overall

7.1

Comfort

7.2

Crew

7.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,666 reviews
American Airlines
7.1
Good
11,666 reviews

Entertainment

6.9

Food

6.4

Overall

7.1

Comfort

7.2

Crew

7.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

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?

    American Airlines and GOL can get you from Key West to Costa Rica in just under 18h 17m. Your travel time can differ by up to 1h 22m. There are 1018 mi between Key West and Costa Rica. This flight may include one or multiple stops.

  • 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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Alternative routes for Key West to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
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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 May 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$523Average$747FlexibilityNo cancel feeOn-time71%

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