$767+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Nov 21 — Nov 281
Round-trip
1 adult, Economy
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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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Best
Last-minute
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 October 22, 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 October 22, 2026.
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/55:01 pm -
2 stops20h 41m
Sat 12/126:07 am -
1 stop9h 24m
Deal found 10/21![American Airlines logo]()
$767
This American Airlines deal was found by Cheapflights users on 10/18. 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 10/2810:24 am -
1 stop11h 57m
Wed 11/112:07 pm -
2 stops18h 41m
Deal found 10/18![American Airlines logo]()
$771
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Tue 11/1710:18 am -
1 stop5h 31m
Tue 11/246:00 am -
1 stop11h 53m
Deal found 10/20![American Airlines logo]()
$817
This Delta deal was found by Cheapflights users on 10/18. 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.
Mon 11/911:43 am -
1 stop11h 32m
Fri 11/137:00 am -
1 stop12h 00m
Deal found 10/18![Delta logo]()
$1,428
This American Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 11/910:18 am -
1 stop5h 31m
Fri 11/133:54 pm -
2 stops25h 02m
Deal found 10/18![American Airlines logo]()
$1,479
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 October 22, 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 October 22, 2026.
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/55:51 pm -
2 stops22h 01m
Sat 12/123:54 pm -
2 stops23h 13m
Deal found 10/21![American Airlines logo]()
$767
This Delta deal was found by Cheapflights users on 10/18. 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.
Mon 11/911:43 am -
1 stop11h 32m
Fri 11/137:00 am -
1 stop12h 00m
Deal found 10/18![Delta logo]()
$1,428
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Tue 11/1710:18 am -
1 stop5h 31m
Tue 11/246:00 am -
1 stop11h 53m
Deal found 10/20![American Airlines logo]()
$817
This American Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 11/910:18 am -
1 stop5h 31m
Fri 11/133:54 pm -
2 stops25h 02m
Deal found 10/18![American Airlines logo]()
$1,479
Last-minute flights from Key West to Costa RicaDiscover last-minute flight deals from Key West to Costa Rica. Data last updated October 22, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Costa Rica. Data last updated October 22, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/18. 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 10/2810:24 am -
1 stop11h 57m
Wed 11/112:07 pm -
2 stops18h 41m
Deal found 10/18![American Airlines logo]()
$771
This Delta deal was found by Cheapflights users on 10/18. 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.
Mon 11/911:43 am -
1 stop11h 32m
Fri 11/137:00 am -
1 stop12h 00m
Deal found 10/18![Delta logo]()
$1,428
This American Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 11/910:18 am -
1 stop5h 31m
Fri 11/133:54 pm -
2 stops25h 02m
Deal found 10/18![American Airlines logo]()
$1,479
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Tue 11/1710:18 am -
1 stop5h 31m
Tue 11/246:00 am -
1 stop11h 53m
Deal found 10/20![American Airlines logo]()
$817
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 October 22, 2026.
Round-trip from | $767 (American Airlines) |
|---|
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 7,457,451 searches. Data last updated October 22, 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 Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Sat 12/5
5:51 pm-2:52 pm
2 stops22h 01m
San José Juan Santamaria Intl
Sat 12/12
3:54 pm-4:07 pm
2 stops23h 13m
$767
Quickest round-trip
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Tue 11/17
10:18 am-2:49 pm
1 stop5h 31m
San José Juan Santamaria Intl
Tue 11/24
6:00 am-6:53 pm
1 stop11h 53m
$817
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Mon 11/9
11:43 am-10:15 pm
1 stop11h 32m
San José Juan Santamaria Intl
Fri 11/13
7:00 am-8:00 pm
1 stop12h 00m
$1,428
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Mon 11/9
10:18 am-2:49 pm
1 stop5h 31m
San José Juan Santamaria Intl
Fri 11/13
3:54 pm-5:56 pm
2 stops25h 02m
$1,479
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 October 22, 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.
Boarding
7.4
Crew
7.9
Overall
7.0
Food
6.4
Comfort
7.1
Entertainment
6.8
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Boarding
7.4
Crew
7.9
Overall
7.0
Food
6.4
Comfort
7.1
Entertainment
6.8
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
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
Browse other Key West and Costa Rica flight options. Last updated on October 22, 2026.
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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 7,457,451 searches. Data last updated October 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$523 | Average$747 | FlexibilityNo cancel fee | On-time71% |