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Costa Rica

$658+ Cheap flights from Key West (EYW) to Costa Rica

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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Jul 5 — Jul 121
Sun 7/5
Sun 7/12
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 June 5, 2026.

This American Airlines deal was found by Cheapflights users on 6/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:53 pm
EYW
-
SJO
2 stops21h 18m
American Airlines
Mon 8/176:00 am
SJO
-
EYW
1 stop11h 39m
American Airlines
Deal found 6/3$658
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 11/58:54 pm
EYW
-
SJO
1 stop19h 24m
Multiple Airlines
Wed 11/119:55 am
SJO
-
EYW
1 stop21h 09m
Multiple Airlines
Deal found 6/2$661
This American Airlines deal was found by Cheapflights users on 6/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/164:41 pm
EYW
-
SJO
2 stops21h 09m
American Airlines
Thu 7/233:37 pm
SJO
-
EYW
2 stops22h 34m
American Airlines
Deal found 6/1$670
This American Airlines deal was found by Cheapflights users on 6/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:33 pm
EYW
-
SJO
2 stops19h 38m
American Airlines
Wed 7/293:37 pm
SJO
-
EYW
2 stops18h 37m
American Airlines
Deal found 6/1$711
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 7/1612:05 pm
EYW
-
SJO
1 stop29h 06m
Multiple Airlines
Thu 7/239:35 am
SJO
-
EYW
1 stop23h 52m
Multiple Airlines
Deal found 6/2$725
This American Airlines deal was found by Cheapflights users on 6/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/54:26 pm
EYW
-
SJO
1 stop5h 29m
American Airlines
Wed 11/111:23 pm
SJO
-
EYW
2 stops20h 45m
American Airlines
Deal found 6/2$729

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 June 5, 2026.

Round-trip from

$658
(American Airlines)
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 June 5, 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
Quickest round-trip

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sat 7/25

5:53 pm-1:11 pm

2 stops21h 18m

San José Juan Santamaria Intl

Mon 8/17

6:00 am-7:39 pm

1 stop11h 39m

$658

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 7/16

4:41 pm-11:50 am

2 stops21h 09m

San José Juan Santamaria Intl

Thu 7/23

3:37 pm-4:11 pm

2 stops22h 34m

$670

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sat 7/25

7:33 pm-1:11 pm

2 stops19h 38m

San José Juan Santamaria Intl

Wed 7/29

3:37 pm-12:14 pm

2 stops18h 37m

$711

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 7/16

12:05 pm-3:11 pm

1 stop29h 06m

San José Juan Santamaria Intl

Thu 7/23

9:35 am-11:27 am

1 stop23h 52m

$725

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 11/5

4:26 pm-12:22 pm

2 stops20h 56m

San José Juan Santamaria Intl

Wed 11/11

1:23 pm-11:08 am

2 stops20h 45m

$729

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 11/5

12:45 pm-1:59 pm

2 stops26h 14m

San José Juan Santamaria Intl

Wed 11/11

4:15 pm-11:53 am

3 stops42h 38m

$1,771

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 6/30

11:48 am-3:55 pm

2 stops30h 07m

San José Juan Santamaria Intl

Tue 7/7

12:25 pm-7:51 pm

2 stops29h 26m

$7,581

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/3

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 June 5, 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
11,645 reviews

Food

6.4

Overall

7.1

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Crew

7.9

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
11,645 reviews
American Airlines
7.1
Good
11,645 reviews

Food

6.4

Overall

7.1

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Crew

7.9

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 can get you from Key West to Costa Rica in just under 21h 18m. 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

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Alternative routes for Key West to Costa Rica

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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 June 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$523Average$747FlexibilityNo cancel feeOn-time71%

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