$512+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Jan 3 — Jan 101
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
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 December 4, 2025.
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 December 4, 2025.
This American Airlines deal was found by Cheapflights users on 12/3. 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.
Wed 1/216:06 amEYW - SJO
1 stop8h 48mAmerican Airlines
Mon 1/266:00 amSJO - EYW
1 stop9h 49mAmerican Airlines
Deal found 12/3![American Airlines logo]()
$512
This Delta deal was found by Cheapflights users on 12/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/237:10 amEYW - SJO
1 stop16h 05mDelta
Mon 1/267:00 amSJO - EYW
1 stop11h 40mDelta
Deal found 12/4![Delta logo]()
$530
This Expedia deal was found by Cheapflights users on 12/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/231:00 pmEYW - SJO
3 stops28h 10mMultiple Airlines
Mon 1/263:08 pmSJO - EYW
2 stops19h 57mMultiple Airlines
Deal found 12/4![Multiple Airlines logo]()
$823
This American Airlines deal was found by Cheapflights users on 12/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/237:08 amEYW - SJO
2 stops14h 54mAmerican Airlines
Mon 1/266:00 amSJO - EYW
2 stops14h 47mAmerican Airlines
Deal found 12/4![American Airlines logo]()
$534
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 4, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $483 (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 4, 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
6:00 am-4:49 pm
1 stop9h 49m
$512
Key WestSan José
EYW - SJO
EYWSJO
Key West
Fri 1/23
7:10 am-10:15 pm
1 stop16h 05m
San José Juan Santamaria Intl
Mon 1/26
7:00 am-7:40 pm
1 stop11h 40m
$530
Key WestSan José
EYW - SJO
EYWSJO
Key West
Fri 1/23
7:08 am-9:02 pm
2 stops14h 54m
San José Juan Santamaria Intl
Mon 1/26
6:00 am-9:47 pm
2 stops14h 47m
$534
Key WestSan José
EYW - SJO
EYWSJO
Key West
Fri 1/23
1:00 pm-4:10 pm
3 stops28h 10m
San José Juan Santamaria Intl
Mon 1/26
3:08 pm-12:05 pm
2 stops19h 57m
$823
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 4, 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.