$573+ Cheap flights from Key West (EYW) to San José (SJO)
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 12/28. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Nov 18 — Nov 251
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
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 San José
Cheapest
Best
Last-minute
One-way
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 October 19, 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 October 19, 2026.
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 BusinessClass deal was found by Cheapflights users on 10/16. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2810:15 am -
1 stop5h 20m
Mon 12/2811:28 pm -
1 stop13h 55m
Deal found 10/16![Multiple Airlines logo]()
$5,711
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 October 19, 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 October 19, 2026.
This Delta deal was found by Cheapflights users on 10/16. 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 2/32:35 pm -
1 stop8h 30m
Mon 2/87:05 am -
1 stop11h 38m
Deal found 10/16![Delta logo]()
$682
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 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 BusinessClass deal was found by Cheapflights users on 10/16. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2810:15 am -
1 stop5h 20m
Mon 12/2811:28 pm -
1 stop13h 55m
Deal found 10/16![Multiple Airlines logo]()
$5,711
Last-minute flights from Key West to San JoséDiscover last-minute flight deals from Key West to San José. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to San José. Data last updated October 19, 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
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 October 19, 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 October 19, 2026.
This American Airlines deal was found by Cheapflights users on 10/16. 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 12/2811:35 am -
1 stop10h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![American Airlines logo]()
$573
This FlightHub deal was found by Cheapflights users on 10/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2810:59 am -
3 stops46h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Breeze Airways logo]()
$1,064
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 October 19, 2026.
Round-trip from | $682 (Delta) |
|---|---|
One-way from | $573 (American Airlines) |
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 October 19, 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
Quickest round-trip
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Mon 12/28
11:35 am-9:12 pm
1 stop10h 37m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$573
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Wed 2/3
2:35 pm-10:05 pm
1 stop8h 30m
San José Juan Santamaria Intl
Mon 2/8
7:05 am-7:43 pm
1 stop11h 38m
$682
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Mon 12/28
10:59 am-8:30 am
3 stops46h 31m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$1,064
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
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Mon 12/28
10:15 am-2:35 pm
1 stop5h 20m
San José Juan Santamaria Intl
Mon 12/28
11:28 pm-2:23 pm
1 stop13h 55m
$5,711
Sorted 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 October 19, 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.
Overall
7.0
Boarding
7.4
Comfort
7.1
Crew
7.9
Food
6.4
Entertainment
6.8
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Overall
7.0
Boarding
7.4
Comfort
7.1
Crew
7.9
Food
6.4
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 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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Key West
Popular flights
San José flight routes
Alternative routes for Key West to San José
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San José by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Key West to San José by cabin class
Find flights from Key West to San José, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Key West and San José flights
Browse other Key West and San José flight options. Last updated on October 19, 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 October 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 October 19, 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 October 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$523 | Average$747 | FlexibilityNo cancel fee | On-time71% |