$231+ 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 12/28. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Jan 22 — Jan 291
1 adult, Economy
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1. Tell us where you want to go
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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 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 December 23, 2025.
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 December 23, 2025.
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Wed 12/317:47 amEYW - SJO
2 stops17h 28mMultiple Airlines
Thu 1/11:31 pmSJO - EYW
1 stop22h 59mMultiple Airlines
Deal found 12/22![Multiple Airlines logo]()
$861
This Expedia deal was found by Cheapflights users on 12/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:12 pmEYW - SJO
2 stops20h 26mJetBlue
Thu 1/12:06 pmSJO - EYW
2 stops21h 11mJetBlue
Deal found 12/22![JetBlue logo]()
$2,117
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Wed 12/3111:47 amEYW - SJO
1 stop10h 14mAmerican Airlines
Thu 1/16:20 amSJO - EYW
1 stop12h 19mAmerican Airlines
Deal found 12/22![American Airlines logo]()
$2,911
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 December 23, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $512 (American Airlines) |
One-way from | $231 (Delta) |
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 December 23, 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
Wed 1/21
6:06 am-1:54 pm
1 stop8h 48m
San José Juan Santamaria Intl
Mon 1/26
1:43 pm-11:56 pm
1 stop9h 13m
$512
Key WestSan José
EYW - SJO
EYWSJO
Key West
Sun 12/28
7:25 am-9:55 pm
1 stop15h 30m
$231
Key WestSan José
EYW - SJO
EYWSJO
Key West
Sun 12/28
8:55 am-6:55 pm
2 stops11h 00m
$328
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 December 23, 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.