$829+ 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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Dec 5 — Dec 121
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
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
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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 November 5, 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 November 5, 2026.
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/22:09 pm -
1 stop9h 08m
Wed 12/97:00 am -
1 stop9h 10m
Deal found 11/2![Delta logo]()
$831
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 12/210:14 am -
1 stop5h 38m
Wed 12/93:54 pm -
2 stops25h 55m
Deal found 11/2![American Airlines logo]()
$841
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Sat 12/195:35 pm -
2 stops26h 24m
Sat 12/261:56 pm -
1 stop19h 23m
Deal found 11/4![Multiple Airlines logo]()
$1,131
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 12/1910:15 am -
1 stop25h 20m
Sat 12/262:02 pm -
1 stop18h 43m
Deal found 11/4![American Airlines logo]()
$1,153
This Travelocity deal was found by Cheapflights users on 11/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:14 pm -
3 stops20h 21m
Wed 12/94:15 pm -
3 stops19h 08m
Deal found 11/2![Multiple Airlines logo]()
$1,605
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 November 5, 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 November 5, 2026.
This American Airlines deal was found by Cheapflights users on 10/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/89:58 am -
1 stop5h 58m
Mon 1/116:00 am -
1 stop12h 20m
Deal found 10/31![American Airlines logo]()
$829
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/22:09 pm -
1 stop9h 08m
Wed 12/97:00 am -
1 stop9h 10m
Deal found 11/2![Delta logo]()
$831
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 1/149:25 pm -
2 stops26h 30m
Sat 1/231:49 pm -
1 stop20h 37m
Deal found 11/4![Multiple Airlines logo]()
$848
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 1/163:41 pm -
2 stops21h 37m
Sat 1/231:18 pm -
2 stops22h 50m
Deal found 11/4![American Airlines logo]()
$859
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Sat 12/195:35 pm -
2 stops26h 24m
Sat 12/261:56 pm -
1 stop19h 23m
Deal found 11/4![Multiple Airlines logo]()
$1,131
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 12/1910:15 am -
1 stop25h 20m
Sat 12/262:02 pm -
1 stop18h 43m
Deal found 11/4![American Airlines logo]()
$1,153
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Fri 1/17:18 pm -
2 stops18h 44m
Wed 1/67:30 am -
1 stop7h 16m
Deal found 11/1![American Airlines logo]()
$1,156
This Travelocity deal was found by Cheapflights users on 11/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:14 pm -
3 stops20h 21m
Wed 12/94:15 pm -
3 stops19h 08m
Deal found 11/2![Multiple Airlines logo]()
$1,605
Last-minute flights from Key West to San JoséDiscover last-minute flight deals from Key West to San José. Data last updated November 5, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to San José. Data last updated November 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/22:09 pm -
1 stop9h 08m
Wed 12/97:00 am -
1 stop9h 10m
Deal found 11/2![Delta logo]()
$831
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Wed 12/210:14 am -
1 stop5h 38m
Wed 12/93:54 pm -
2 stops25h 55m
Deal found 11/2![American Airlines logo]()
$841
This Travelocity deal was found by Cheapflights users on 11/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:14 pm -
3 stops20h 21m
Wed 12/94:15 pm -
3 stops19h 08m
Deal found 11/2![Multiple Airlines logo]()
$1,605
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Sat 12/195:35 pm -
2 stops26h 24m
Sat 12/261:56 pm -
1 stop19h 23m
Deal found 11/4![Multiple Airlines logo]()
$1,131
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 12/1910:15 am -
1 stop25h 20m
Sat 12/262:02 pm -
1 stop18h 43m
Deal found 11/4![American Airlines logo]()
$1,153
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 November 5, 2026.
Most accurate provider | eDreams 2 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $793 (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 November 5, 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
Fri 1/8
9:58 am-2:56 pm
1 stop5h 58m
San José Juan Santamaria Intl
Mon 1/11
6:00 am-7:20 pm
1 stop12h 20m
$829
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Wed 12/2
2:09 pm-10:17 pm
1 stop9h 08m
San José Juan Santamaria Intl
Wed 12/9
7:00 am-5:10 pm
1 stop9h 10m
$831
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Thu 1/14
9:25 pm-10:55 pm
2 stops26h 30m
San José Juan Santamaria Intl
Sat 1/23
1:49 pm-11:26 am
1 stop20h 37m
$848
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Sat 1/16
3:41 pm-12:18 pm
2 stops21h 37m
San José Juan Santamaria Intl
Sat 1/23
1:18 pm-1:08 pm
2 stops22h 50m
$859
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Sat 12/19
5:35 pm-6:59 pm
2 stops26h 24m
San José Juan Santamaria Intl
Sat 12/26
1:56 pm-10:19 am
1 stop19h 23m
$1,131
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Sat 12/19
10:15 am-10:35 am
1 stop25h 20m
San José Juan Santamaria Intl
Sat 12/26
2:02 pm-9:45 am
1 stop18h 43m
$1,153
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Fri 1/1
7:18 pm-1:02 pm
2 stops18h 44m
San José Juan Santamaria Intl
Wed 1/6
7:30 am-3:46 pm
1 stop7h 16m
$1,156
Key WestSan José
EYW Key West - SJO San José Juan Santamaria Intl
EYWSJO
Key West
Wed 12/2
1:14 pm-8:35 am
3 stops20h 21m
San José Juan Santamaria Intl
Wed 12/9
4:15 pm-12:23 pm
3 stops19h 08m
$1,605
Sorted by cheapest first
- Most accurate provider: When it comes to deals on Key West-San José flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Key West-San José flight deals on Cheapflights vs. eDreams 90-95% of the time. Price accuracy is based on data collected from Key West-San José flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Key West-San José flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Key West-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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 November 5, 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
Boarding
7.4
Overall
7.0
Crew
7.9
Food
6.4
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Entertainment
6.8
Comfort
7.2
Boarding
7.4
Overall
7.0
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
Heredia
Dominical
Manuel Antonio
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Key West and San José flights
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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 November 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$523 | Average$747 | FlexibilityNo cancel fee | On-time71% |