$746+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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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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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
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Best
Last-minute
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 September 22, 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 September 22, 2026.
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Wed 10/710:24 am -
1 stop11h 57m
Wed 10/213:01 pm -
1 stop16h 53m
Deal found 9/21![American Airlines logo]()
$746
This American Airlines deal was found by Cheapflights users on 9/18. 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 10/58:03 pm -
1 stop26h 18m
Tue 11/32:01 pm -
1 stop26h 14m
Deal found 9/18![American Airlines logo]()
$748
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Thu 10/11:47 pm -
1 stop8h 20m
Tue 10/203:01 pm -
1 stop23h 57m
Deal found 9/18![American Airlines logo]()
$802
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 September 22, 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 September 22, 2026.
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Wed 10/710:24 am -
1 stop11h 57m
Wed 10/213:01 pm -
1 stop16h 53m
Deal found 9/21![American Airlines logo]()
$746
This American Airlines deal was found by Cheapflights users on 9/18. 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 10/54:45 pm -
2 stops21h 15m
Tue 11/32:01 pm -
1 stop18h 47m
Deal found 9/18![American Airlines logo]()
$753
Last-minute flights from Key West to San JoséDiscover last-minute flight deals from Key West to San José. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to San José. Data last updated September 22, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Thu 10/11:47 pm -
1 stop8h 20m
Tue 10/203:01 pm -
1 stop23h 57m
Deal found 9/18![American Airlines logo]()
$802
This American Airlines deal was found by Cheapflights users on 9/18. 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 10/58:03 pm -
1 stop26h 18m
Tue 11/32:01 pm -
1 stop26h 14m
Deal found 9/18![American Airlines logo]()
$748
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Wed 10/710:24 am -
1 stop11h 57m
Wed 10/213:01 pm -
1 stop16h 53m
Deal found 9/21![American Airlines logo]()
$746
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 September 22, 2026.
Round-trip from | $746 (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 September 22, 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
Wed 10/7
10:24 am-8:21 pm
1 stop11h 57m
San José Juan Santamaria Intl
Wed 10/21
3:01 pm-9:54 am
1 stop16h 53m
$746
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Mon 10/5
4:45 pm-12:00 pm
2 stops21h 15m
San José Juan Santamaria Intl
Tue 11/3
2:01 pm-9:48 am
1 stop18h 47m
$753
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 September 22, 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
7.2
Food
6.4
Crew
7.9
Entertainment
6.8
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Overall
7.0
Boarding
7.4
Comfort
7.2
Food
6.4
Crew
7.9
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
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Key West and San José flights
Browse other Key West and San José flight options. Last updated on September 22, 2026.
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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 September 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$523 | Average$747 | FlexibilityNo cancel fee | On-time71% |