$364+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Oct 4 — Oct 111
Round-trip
1 adult, Economy
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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
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Best
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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 September 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 September 4, 2026.
This American Airlines deal was found by Cheapflights users on 9/3. 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 11/1811:14 am -
1 stop10h 36m
Wed 12/23:54 pm -
2 stops25h 53m
Deal found 9/3![American Airlines logo]()
$613
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Mon 9/1410:59 am -
1 stop6h 12m
Sat 10/38:55 am -
1 stop24h 26m
Deal found 9/1![Multiple Airlines logo]()
$618
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Sun 10/1810:59 am -
2 stops27h 16m
Sun 10/257:07 am -
1 stop25h 12m
Deal found 9/2![Multiple Airlines logo]()
$644
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Thu 10/810:59 am -
1 stop6h 12m
Wed 10/148:55 am -
1 stop24h 26m
Deal found 9/3![Multiple Airlines logo]()
$670
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/2110:24 am -
1 stop11h 57m
Wed 11/42:07 pm -
2 stops18h 41m
Deal found 9/3![American Airlines logo]()
$688
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Sun 10/1810:59 am -
1 stop6h 12m
Sun 11/17:00 am -
1 stop26h 19m
Deal found 9/3![Multiple Airlines logo]()
$713
This American Airlines deal was found by Cheapflights users on 9/3. 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.
Sun 10/184:45 pm -
2 stops21h 15m
Sun 11/12:01 pm -
2 stops22h 02m
Deal found 9/3![American Airlines logo]()
$723
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 September 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 September 4, 2026.
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/2110:24 am -
1 stop11h 57m
Wed 11/43:54 pm -
1 stop16h 54m
Deal found 9/3![American Airlines logo]()
$690
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:59 am -
1 stop6h 12m
Wed 10/148:55 am -
1 stop24h 26m
Deal found 9/4![Multiple Airlines logo]()
$700
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Sun 10/1810:59 am -
1 stop6h 12m
Sun 11/17:00 am -
1 stop26h 19m
Deal found 9/3![Multiple Airlines logo]()
$713
This American Airlines deal was found by Cheapflights users on 9/3. 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.
Sun 10/184:45 pm -
2 stops21h 15m
Sun 11/12:01 pm -
2 stops22h 02m
Deal found 9/3![American Airlines logo]()
$723
This American Airlines deal was found by Cheapflights users on 9/3. 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.
Thu 10/111:30 am -
1 stop10h 37m
Tue 10/66:00 am -
1 stop11h 33m
Deal found 9/3![American Airlines logo]()
$788
This American Airlines deal was found by Cheapflights users on 9/4. 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.
Thu 10/87:19 pm -
2 stops27h 02m
Wed 10/143:01 pm -
2 stops25h 48m
Deal found 9/4![American Airlines logo]()
$793
This American Airlines deal was found by Cheapflights users on 9/2. 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.
Fri 10/237:19 pm -
2 stops18h 41m
Mon 10/266:00 am -
2 stops29h 35m
Deal found 9/2![American Airlines logo]()
$798
This American Airlines deal was found by Cheapflights users on 9/1. 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.
Mon 9/146:27 pm -
2 stops20h 32m
Sat 10/32:57 pm -
2 stops19h 20m
Deal found 9/1![American Airlines logo]()
$822
This American Airlines deal was found by Cheapflights users on 9/2. 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.
Sat 11/211:41 pm -
1 stop26h 10m
Wed 11/256:00 am -
1 stop12h 27m
Deal found 9/2![American Airlines logo]()
$902
Last-minute flights from Key West to Costa RicaDiscover last-minute flight deals from Key West to Costa Rica. Data last updated September 4, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Costa Rica. Data last updated September 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Mon 9/1410:59 am -
1 stop6h 12m
Sat 10/38:55 am -
1 stop24h 26m
Deal found 9/1![Multiple Airlines logo]()
$618
This American Airlines deal was found by Cheapflights users on 9/3. 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.
Thu 10/111:30 am -
1 stop10h 37m
Tue 10/66:00 am -
1 stop11h 33m
Deal found 9/3![American Airlines logo]()
$788
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Thu 10/810:59 am -
1 stop6h 12m
Wed 10/148:55 am -
1 stop24h 26m
Deal found 9/3![Multiple Airlines logo]()
$670
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Sun 10/1810:59 am -
2 stops27h 16m
Sun 10/257:07 am -
1 stop25h 12m
Deal found 9/2![Multiple Airlines logo]()
$644
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Sun 10/1810:59 am -
1 stop6h 12m
Sun 11/17:00 am -
1 stop26h 19m
Deal found 9/3![Multiple Airlines logo]()
$713
This American Airlines deal was found by Cheapflights users on 9/3. 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.
Sun 10/184:45 pm -
2 stops21h 15m
Sun 11/12:01 pm -
2 stops22h 02m
Deal found 9/3![American Airlines logo]()
$723
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/2110:24 am -
1 stop11h 57m
Wed 11/42:07 pm -
2 stops18h 41m
Deal found 9/3![American Airlines logo]()
$688
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 September 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 September 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/410:59 am -
1 stop29h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Multiple Airlines logo]()
$364
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 September 4, 2026.
Round-trip from | $613 (American Airlines) |
|---|---|
One-way from | $364 (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 7,457,451 searches. Data last updated September 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 Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Thu 2/4
10:59 am-3:11 pm
1 stop29h 12m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$364
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Wed 10/21
10:24 am-8:21 pm
1 stop11h 57m
San José Juan Santamaria Intl
Wed 11/4
3:54 pm-9:48 am
1 stop16h 54m
$690
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Thu 10/8
10:59 am-3:11 pm
1 stop6h 12m
San José Juan Santamaria Intl
Wed 10/14
8:55 am-11:21 am
1 stop24h 26m
$700
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Sun 10/18
10:59 am-3:11 pm
1 stop6h 12m
San José Juan Santamaria Intl
Sun 11/1
7:00 am-10:19 am
1 stop26h 19m
$713
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Sun 10/18
4:45 pm-12:00 pm
2 stops21h 15m
San José Juan Santamaria Intl
Sun 11/1
2:01 pm-1:03 pm
2 stops22h 02m
$723
Quickest round-trip
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Thu 10/1
11:30 am-8:07 pm
1 stop10h 37m
San José Juan Santamaria Intl
Tue 10/6
6:00 am-7:33 pm
1 stop11h 33m
$788
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Thu 10/8
7:19 pm-8:21 pm
2 stops27h 02m
San José Juan Santamaria Intl
Wed 10/14
3:01 pm-6:49 pm
2 stops25h 48m
$793
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Fri 10/23
7:19 pm-12:00 pm
2 stops18h 41m
San José Juan Santamaria Intl
Mon 10/26
6:00 am-1:35 pm
2 stops29h 35m
$798
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Mon 9/14
6:27 pm-12:59 pm
2 stops20h 32m
San José Juan Santamaria Intl
Sat 10/3
2:57 pm-12:17 pm
2 stops19h 20m
$822
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Sat 11/21
1:41 pm-2:51 pm
1 stop26h 10m
San José Juan Santamaria Intl
Wed 11/25
6:00 am-7:27 pm
1 stop12h 27m
$902
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 September 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.
Overall
7.1
Food
6.4
Entertainment
6.8
Crew
7.9
Boarding
7.5
Comfort
7.2
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Overall
7.1
Food
6.4
Entertainment
6.8
Crew
7.9
Boarding
7.5
Comfort
7.2
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
See prices for flight routes from nearby airports that may be better suited for you.
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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Find flights from Key West to Costa Rica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Key West and Costa Rica flights
Browse other Key West and Costa Rica flight options. Last updated on September 4, 2026.
Popular flight searches
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Key West to Costa Rica flights
Consider these flights traveling from Key West to Costa Rica.
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 September 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$523 | Average$747 | FlexibilityNo cancel fee | On-time71% |