HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
San José

$679+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJO
Aug 11 — Aug 181
Tue 8/11
Tue 8/18
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 flights from Key West to San José
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 July 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Fri 8/2112:07 pm
EYW
-
SJO
1 stop29h 04m
Multiple Airlines
Thu 8/277:07 am
SJO
-
EYW
1 stop26h 20m
Multiple Airlines
Deal found 7/11$679
This American Airlines deal was found by Cheapflights users on 7/11. 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 8/1910:15 am
EYW
-
SJO
1 stop11h 38m
American Airlines
Wed 8/266:00 am
SJO
-
EYW
1 stop11h 39m
American Airlines
Deal found 7/11$716
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Tue 8/184:50 pm
EYW
-
SJO
2 stops29h 03m
American Airlines
Tue 8/257:00 am
SJO
-
EYW
2 stops27h 55m
American Airlines
Deal found 7/11$721
This American Airlines deal was found by Cheapflights users on 7/8. 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 12/64:53 pm
EYW
-
SJO
2 stops21h 46m
American Airlines
Sat 12/121:21 pm
SJO
-
EYW
2 stops21h 44m
American Airlines
Deal found 7/8$727
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Tue 8/254:50 pm
EYW
-
SJO
2 stops21h 13m
American Airlines
Sun 8/302:56 pm
SJO
-
EYW
2 stops23h 22m
American Airlines
Deal found 7/11$744

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 July 12, 2026.

Round-trip from

$679
(Kiwi.com)
From Key West to San José Juan Santamaria Intl
Search Deals

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 July 12, 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

Price

Cheapest round-trip

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 8/21

12:07 pm-3:11 pm

1 stop29h 04m

San José Juan Santamaria Intl

Thu 8/27

7:07 am-11:27 am

1 stop26h 20m

$679
Quickest round-trip

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 8/19

10:15 am-7:53 pm

1 stop11h 38m

San José Juan Santamaria Intl

Wed 8/26

6:00 am-7:39 pm

1 stop11h 39m

$716

Key WestSan José

EYW - SJO

EYWSJO

Key West

Sun 12/6

4:53 pm-12:21 pm

2 stops20h 28m

San José Juan Santamaria Intl

Sat 12/12

7:00 am-7:34 pm

1 stop11h 34m

$727

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 8/18

7:03 pm-7:53 pm

1 stop26h 50m

San José Juan Santamaria Intl

Tue 8/25

7:00 am-12:55 pm

2 stops27h 55m

$728

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/11

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.
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 July 12, 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.
American Airlines
7.1
Good
11,804 reviews

Boarding

7.5

Comfort

7.2

Crew

7.9

Overall

7.1

Entertainment

6.8

Food

6.4

Reviews

1 / 20
8.0
Excellent

Olwin,Jul 2026

MCO - DCA

The flight was great overall. But we need better food on flights and the baggage fees are too high.
American Airlines
7.1
Good
11,804 reviews
American Airlines
7.1
Good
11,804 reviews

Boarding

7.5

Comfort

7.2

Crew

7.9

Overall

7.1

Entertainment

6.8

Food

6.4

Reviews

1 / 20
8.0
Excellent

Olwin,Jul 2026

MCO - DCA

The flight was great overall. But we need better food on flights and the baggage fees are too high.

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 $716, American Airlines can have you in San José from Key West in 11h 38m. The distance between Key West and San José is about 1018 mi.

  • 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
Alajuela
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.

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 2,558,603 searches. Data last updated July 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$523Average$747FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.