$302+ 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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Mai 4 — Mai 111
Round-trip
1 adult, Economy
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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
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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
Cheapest
Best
Last-minute
One-way
Cheapest flights from Key West to Costa RicaExplore 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 April 4, 2026.
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 April 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Do 4/91:57 pm
EYW
- SJO
1 stop22h 45m
Multiple Airlines
So 4/1211:38 am
SJO
- EYW
1 stop22h 48m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Mo 4/132:35 pm
EYW
- SJO
1 stop22h 39m
Multiple Airlines
Fr 4/2412:38 pm
SJO
- EYW
2 stops42h 28m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Do 4/162:04 pm
EYW
- SJO
2 stops23h 29m
Multiple Airlines
So 4/1912:38 pm
SJO
- EYW
1 stop22h 57m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Mi 4/228:05 am
EYW
- SJO
2 stops13h 02m
American Airlines
Mi 4/296:30 am
SJO
- EYW
2 stops14h 06m
American Airlines
Deal found 3/31![American Airlines logo]()
$621
Best flights from Key West to Costa RicaDiscover carefully curated flight deals from Key West to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 4, 2026.
Discover carefully curated flight deals from Key West to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Mo 4/132:35 pm
EYW
- SJO
1 stop22h 39m
Multiple Airlines
Fr 4/244:35 pm
SJO
- EYW
3 stops45h 13m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Mo 4/136:45 am
EYW
- SJO
1 stop14h 22m
American Airlines
Fr 4/242:22 pm
SJO
- EYW
1 stop6h 36m
American Airlines
Deal found 3/30![American Airlines logo]()
$616
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Mi 4/228:05 am
EYW
- SJO
2 stops13h 02m
American Airlines
Mi 4/296:30 am
SJO
- EYW
2 stops14h 06m
American Airlines
Deal found 3/30![American Airlines logo]()
$621
Last-minute flights from Key West to Costa RicaDiscover last-minute flight deals from Key West to Costa Rica. Data last updated April 4, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Costa Rica. Data last updated April 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Do 4/91:57 pm
EYW
- SJO
1 stop22h 45m
Multiple Airlines
So 4/1211:38 am
SJO
- EYW
1 stop22h 48m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Mo 4/132:35 pm
EYW
- SJO
1 stop22h 39m
Multiple Airlines
Fr 4/2412:38 pm
SJO
- EYW
2 stops42h 28m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Do 4/162:04 pm
EYW
- SJO
2 stops23h 29m
Multiple Airlines
So 4/1912:38 pm
SJO
- EYW
1 stop22h 57m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Mi 4/228:05 am
EYW
- SJO
2 stops13h 02m
American Airlines
Mi 4/296:30 am
SJO
- EYW
2 stops14h 06m
American Airlines
Deal found 3/31![American Airlines logo]()
$621
One-way flights from Key West to Costa RicaSearch for one-way flight options from Key West to Costa Rica. Find affordable one-way fares based on user searches. Data last updated April 4, 2026.
Search for one-way flight options from Key West to Costa Rica. Find affordable one-way fares based on user searches. Data last updated April 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Do 7/1611:04 am
EYW
- SJO
3 stops23h 16m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 4/3. 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.
Do 7/1611:28 am
EYW
- SJO
1 stop9h 58m
American Airlines
Deal found 4/3![American Airlines logo]()
$368
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 April 4, 2026.
Round-trip from | $567 (Kiwi.com) |
|---|---|
One-way from | $302 (Kiwi.com) |
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 April 4, 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
Cheapest round-trip
Key WestSan José
EYW - SJO
EYWSJO
Key West
Mo 4/13
2:35 pm-11:14 am
1 stop22h 39m
San José Juan Santamaria Intl
Fr 4/24
4:35 pm-3:48 pm
3 stops45h 13m
$471
Quickest round-trip
Key WestSan José
EYW - SJO
EYWSJO
Key West
Mo 4/13
6:45 am-7:07 pm
1 stop14h 22m
San José Juan Santamaria Intl
Fr 4/24
2:22 pm-10:58 pm
1 stop6h 36m
$616
Key WestSan José
EYW - SJO
EYWSJO
Key West
Mi 4/22
8:05 am-7:07 pm
2 stops13h 02m
San José Juan Santamaria Intl
Mi 4/29
6:30 am-10:36 pm
2 stops14h 06m
$621
Cheapest one-way
Key WestSan José
EYW - SJO
EYWSJO
Key West
Do 7/16
11:04 am-8:20 am
3 stops23h 16m
$302
Quickest one-way
Key WestSan José
EYW - SJO
EYWSJO
Key West
Do 7/16
11:28 am-7:26 pm
1 stop9h 58m
$368
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.
EYW-SJO
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
EYW-CR0
EYW-SJO
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 April 4, 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.
Comfort
7.2
Crew
7.9
Boarding
7.5
Entertainment
6.9
Food
6.4
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Comfort
7.2
Crew
7.9
Boarding
7.5
Entertainment
6.9
Food
6.4
Overall
7.1
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
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.
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Alternative routes for Key West to Costa Rica
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Complete your trip
Complete your trip to Costa Rica by adding a car rental and/or hotel reservation to your travel itinerary.
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Key West and Costa Rica flights
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Key West to Costa Rica flights
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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 April 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$523 | Average$747 | FlexibilityNo cancel fee | On-time71% |