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$291+ 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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Key West to San José

Best flights from Key West to San José
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 December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/1112:51 pmEYW - SJO
1 stop24h 31mSpirit Airlines
Thu 1/151:30 pmSJO - EYW
1 stop23h 00mSpirit Airlines
Deal found 12/16$355
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/1112:51 pmEYW - SJO
1 stop24h 31mMultiple Airlines
Fri 1/1610:45 pmSJO - EYW
3 stops39h 11mMultiple Airlines
Deal found 12/16$402
This American Airlines deal was found by Cheapflights users on 12/17. 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 3/1111:29 amEYW - SJO
1 stop10h 26mAmerican Airlines
Wed 3/182:59 pmSJO - EYW
1 stop6h 57mAmerican Airlines
Deal found 12/17$494
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Sun 1/114:37 pmEYW - SJO
1 stop5h 25mAmerican Airlines
Fri 1/164:02 pmSJO - EYW
1 stop24h 03mAmerican Airlines
Deal found 12/16$500
This Mytrip deal was found by Cheapflights users on 12/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/1112:51 pmEYW - SJO
3 stops27h 29mMultiple Airlines
Thu 1/1512:33 pmSJO - EYW
3 stops23h 57mMultiple Airlines
Deal found 12/16$509
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 1/216:06 amEYW - SJO
1 stop7h 37mAmerican Airlines
Mon 1/268:00 amSJO - EYW
1 stop14h 56mAmerican Airlines
Deal found 12/16$512

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$355
(Kiwi.com)

One-way from

$291
(Delta)
Provider with most accurate pricing for Key West-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Key West-San José Juan Santamaria Intl flights.
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From Key West to San José Juan Santamaria Intl
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One-way flight from Key West to San José Juan Santamaria Intl
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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 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Key West to San José that are best for you.

Fly from

Key West

Fly to

San José

Route

Depart

Return

Price

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sun 1/11

12:51 pm-12:22 pm

1 stop24h 31m

San José Juan Santamaria Intl

Thu 1/15

1:30 pm-1:30 pm

1 stop23h 00m

$355

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sun 1/11

12:51 pm-12:22 pm

1 stop24h 31m

San José Juan Santamaria Intl

Fri 1/16

10:45 pm-2:56 pm

3 stops39h 11m

$402

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 3/11

11:29 am-7:55 pm

1 stop10h 26m

San José Juan Santamaria Intl

Wed 3/18

2:59 pm-11:56 pm

1 stop6h 57m

$494

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sun 1/11

4:37 pm-9:02 pm

1 stop5h 25m

San José Juan Santamaria Intl

Fri 1/16

4:02 pm-5:05 pm

1 stop24h 03m

$500

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sun 1/11

12:51 pm-3:20 pm

3 stops27h 29m

San José Juan Santamaria Intl

Thu 1/15

12:33 pm-1:30 pm

3 stops23h 57m

$509

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 1/21

6:06 am-12:43 pm

1 stop7h 37m

San José Juan Santamaria Intl

Mon 1/26

8:00 am-11:56 pm

1 stop14h 56m

$512

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 3/11

7:35 am-9:15 pm

1 stop15h 40m

$291

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 3/11

7:45 am-7:55 pm

2 stops14h 10m

$294

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 3/11

12:48 pm-9:35 am

3 stops22h 47m

$596

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Compare providers for flights from Key West to San José

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West to San José in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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 >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.
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.

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.

  • How long is the flight from Key West to San José?

    For as low as $494, Spirit Airlines can have you in San José from Key West in 10h 26m. The distance between Key West and San José is about 1018 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Key West to San José that include hotel bookings?

    Yes. In addition to deals on Key West to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to San José.

  • Can I find deals for business class flights from Key West to San José?

    Yes. Cheapflights offers flight deals from Key West to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Alajuela
Monteverde
Jacó
Heredia
Dominical

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