$317+ Cheap flights from Key West (EYW) to San José (SJO)
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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Sep 25 — Oct 21
Round-trip
1 adult, Economy
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Find cheap flights from Key West to San José 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
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Best
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Cheapest flights from Key West to San JoséExplore the most affordable flight options available from Key West to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.
Explore the most affordable flight options available from Key West to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 26, 2026.
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Mon 10/51:43 pm -
1 stop24h 17m
Mon 10/123:01 pm -
1 stop16h 53m
Deal found 8/22![American Airlines logo]()
$712
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/312:05 pm -
1 stop29h 06m
Sun 9/67:07 am -
1 stop26h 20m
Deal found 8/23![Multiple Airlines logo]()
$787
This American Airlines deal was found by Cheapflights users on 8/25. 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 9/137:47 pm -
1 stop26h 20m
Thu 9/176:00 am -
1 stop11h 17m
Deal found 8/25![American Airlines logo]()
$811
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/1110:21 am -
1 stop11h 46m
Fri 9/186:00 am -
1 stop11h 17m
Deal found 8/23![American Airlines logo]()
$821
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/31:35 pm -
1 stop8h 18m
Sun 9/66:00 am -
2 stops28h 55m
Deal found 8/23![American Airlines logo]()
$887
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/410:15 am -
1 stop11h 37m
Mon 9/76:00 am -
1 stop11h 39m
Deal found 8/23![American Airlines logo]()
$902
This American Airlines deal was found by Cheapflights users on 8/25. 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 8/2711:30 am -
1 stop10h 23m
Mon 8/316:00 am -
1 stop11h 39m
Deal found 8/25![American Airlines logo]()
$1,013
Best flights from Key West to San JoséDiscover carefully curated flight deals from Key West to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.
Discover carefully curated flight deals from Key West to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 2/1011:19 am -
1 stop28h 52m
Wed 2/177:00 am -
1 stop26h 19m
Deal found 8/22![Multiple Airlines logo]()
$589
This American Airlines deal was found by Cheapflights users on 8/23. 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 2/127:00 am -
1 stop6h 26m
Fri 2/193:56 pm -
1 stop6h 03m
Deal found 8/23![American Airlines logo]()
$638
This American Airlines deal was found by Cheapflights users on 8/22. 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 2/106:43 pm -
2 stops16h 42m
Wed 2/173:56 pm -
2 stops19h 11m
Deal found 8/22![American Airlines logo]()
$643
This KAYAK deal was found by Cheapflights users on 8/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:40 am -
1 stop10h 13m
Tue 9/87:00 am -
1 stop9h 31m
Deal found 8/25![GOL logo]()
$1,486
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Mon 10/51:43 pm -
1 stop24h 17m
Mon 10/123:01 pm -
2 stops20h 34m
Deal found 8/22![American Airlines logo]()
$717
This American Airlines deal was found by Cheapflights users on 8/25. 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 9/137:22 pm -
2 stops26h 45m
Thu 9/172:57 pm -
2 stops20h 14m
Deal found 8/25![American Airlines logo]()
$826
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/113:30 pm -
2 stops22h 29m
Fri 9/182:57 pm -
2 stops23h 12m
Deal found 8/23![American Airlines logo]()
$826
This American Airlines deal was found by Cheapflights users on 8/25. 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 9/54:45 pm -
2 stops29h 08m
Tue 9/82:56 pm -
2 stops24h 59m
Deal found 8/25![American Airlines logo]()
$1,635
This Expedia deal was found by Cheapflights users on 8/23. 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 2/1212:48 pm -
3 stops20h 47m
Fri 2/194:15 pm -
3 stops18h 43m
Deal found 8/23![Multiple Airlines logo]()
$2,571
Last-minute flights from Key West to San JoséDiscover last-minute flight deals from Key West to San José. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to San José. Data last updated August 26, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/25. 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 8/2711:30 am -
1 stop10h 23m
Mon 8/316:00 am -
1 stop11h 39m
Deal found 8/25![American Airlines logo]()
$1,013
This KAYAK deal was found by Cheapflights users on 8/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:50 pm -
2 stops21h 17m
Mon 9/76:00 am -
1 stop11h 39m
Deal found 8/25![GOL logo]()
$1,137
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 9/312:05 pm -
1 stop29h 06m
Sun 9/67:07 am -
1 stop26h 20m
Deal found 8/23![Multiple Airlines logo]()
$787
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/31:35 pm -
1 stop8h 18m
Sun 9/66:00 am -
2 stops28h 55m
Deal found 8/23![American Airlines logo]()
$887
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/410:15 am -
1 stop11h 37m
Mon 9/76:00 am -
1 stop11h 39m
Deal found 8/23![American Airlines logo]()
$902
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/1110:21 am -
1 stop11h 46m
Fri 9/186:00 am -
1 stop11h 17m
Deal found 8/23![American Airlines logo]()
$821
This American Airlines deal was found by Cheapflights users on 8/25. 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 9/137:47 pm -
1 stop26h 20m
Thu 9/176:00 am -
1 stop11h 17m
Deal found 8/25![American Airlines logo]()
$811
One-way flights from Key West to San JoséSearch for one-way flight options from Key West to San José. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
Search for one-way flight options from Key West to San José. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 12/67:22 pm -
1 stop20h 49m
Deal found 8/26![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 11/1810:04 am -
3 stops39h 26m
Deal found 8/25![Multiple Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 8/25. 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.
Wed 11/187:25 am -
1 stop15h 50m
Deal found 8/25![Delta logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/612:41 pm -
2 stops25h 01m
Deal found 8/26![United Airlines logo]()
$1,895
Find flight deals from Key West to San José
Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 26, 2026.
Round-trip from | $589 (Kiwi.com) |
|---|---|
One-way from | $317 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Key West to San José 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 August 26, 2026.
Use the filters below to find and compare flights from Key West to San José 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
Wed 2/10
11:19 am-3:11 pm
1 stop28h 52m
San José Juan Santamaria Intl
Wed 2/17
7:00 am-10:19 am
1 stop26h 19m
$589
Quickest round-trip
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Fri 2/12
7:00 am-12:26 pm
1 stop6h 26m
San José Juan Santamaria Intl
Fri 2/19
3:56 pm-10:59 pm
1 stop6h 03m
$638
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Wed 2/10
6:43 pm-10:25 am
2 stops16h 42m
San José Juan Santamaria Intl
Wed 2/17
3:56 pm-12:07 pm
2 stops19h 11m
$643
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Mon 10/5
1:43 pm-12:00 pm
1 stop24h 17m
San José Juan Santamaria Intl
Mon 10/12
3:01 pm-1:35 pm
2 stops20h 34m
$717
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Sun 9/13
7:22 pm-8:07 pm
2 stops26h 45m
San José Juan Santamaria Intl
Thu 9/17
2:57 pm-1:11 pm
2 stops20h 14m
$826
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Fri 9/11
3:30 pm-11:59 am
2 stops22h 29m
San José Juan Santamaria Intl
Fri 9/18
2:57 pm-4:09 pm
2 stops23h 12m
$826
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Sat 9/5
11:40 am-7:53 pm
1 stop10h 13m
San José Juan Santamaria Intl
Tue 9/8
7:00 am-6:31 pm
1 stop9h 31m
$1,486
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Sat 9/5
4:45 pm-7:53 pm
2 stops29h 08m
San José Juan Santamaria Intl
Tue 9/8
2:56 pm-5:55 pm
2 stops24h 59m
$1,635
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Fri 2/12
12:48 pm-8:35 am
3 stops20h 47m
San José Juan Santamaria Intl
Fri 2/19
4:15 pm-11:58 am
3 stops18h 43m
$2,571
Cheapest one-way
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Wed 11/18
10:04 am-12:30 am
3 stops39h 26m
$363
Showing 1-10 of 13 resultsSorted by cheapest first
Best time to book a flight from Key West to San José
Have a flexible travel schedule? Discover the best time to fly to San José 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.
Reviews of airlines servicing San José
Get insights into the airlines that provide service to San José. 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 San José. Reviews last updated August 26, 2026.
Read reviews from past customers who have flown American Airlines from Key West to San José. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.8
Comfort
7.2
Overall
7.1
Boarding
7.5
Crew
7.9
Food
6.4
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Entertainment
6.8
Comfort
7.2
Overall
7.1
Boarding
7.5
Crew
7.9
Food
6.4
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 San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Jacó
Heredia
Dominical
Manuel Antonio
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Key West and San José flights
Browse other Key West and San José flight options. Last updated on August 26, 2026.
Other flights from Key West
Browse through other flights departing from Key West. Flights are based on user searches made on Cheapflights and were last updated on August 26, 2026.
Popular flight searches
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Other flights to San José
Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 26, 2026.
Top airline flying from Key West to San José
Discover the top airline that operate flights from Key West to San José. 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 August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$523 | Average$747 | FlexibilityNo cancel fee | On-time71% |