$223 Cheap Flights from San José (SJO) to Key West (EYW)

View $223 flight on Fri, Dec 19, 2025Opens in a new window

Popular airlines from Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW)

Cheap Flights from San José to Key West (SJO-EYW)

Prices were available within the past 7 days and start at $223 for one-way flights and $510 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Dec 16 - Thu, Jan 8
SJO
San José
EYW
Key West
$510 Roundtrip, found 3 days ago
$510
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Dec 16 from San José to Key West, returning Thu, Jan 8, priced at $510 found 3 days ago
Delta
Tue, Nov 25 - Thu, Dec 11
SJO
San José
EYW
Key West
$512 Roundtrip, found 6 hours ago
$512
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Nov 25 from San José to Key West, returning Thu, Dec 11, priced at $512 found 6 hours ago
Delta
Sun, Nov 23 - Thu, Dec 11
SJO
San José
EYW
Key West
$536 Roundtrip, found 6 hours ago
$536
Roundtrip
found 6 hours ago
Select Delta flight, departing Sun, Nov 23 from San José to Key West, returning Thu, Dec 11, priced at $536 found 6 hours ago
Delta
Wed, Dec 24 - Mon, Jan 12
SJO
San José
EYW
Key West
$546 Roundtrip, found 3 days ago
$546
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Dec 24 from San José to Key West, returning Mon, Jan 12, priced at $546 found 3 days ago
American Airlines
Sat, Mar 14 - Sat, Mar 21
SJO
San José
EYW
Key West
$559 Roundtrip, found 3 days ago
$559
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Mar 14 from San José to Key West, returning Sat, Mar 21, priced at $559 found 3 days ago
Delta
Sun, Dec 28 - Mon, Jan 12
SJO
San José
EYW
Key West
$572 Roundtrip, found 3 days ago
$572
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Dec 28 from San José to Key West, returning Mon, Jan 12, priced at $572 found 3 days ago
Delta
Tue, Jan 20 - Fri, Feb 6
SJO
San José
EYW
Key West
$573 Roundtrip, found 3 days ago
$573
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jan 20 from San José to Key West, returning Fri, Feb 6, priced at $573 found 3 days ago
Delta
Wed, Nov 26 - Wed, Dec 3
SJO
San José
EYW
Key West
$573 Roundtrip, found 11 hours ago
$573
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, Nov 26 from San José to Key West, returning Wed, Dec 3, priced at $573 found 11 hours ago
JetBlue Airways
Fri, Jan 23 - Wed, Feb 4
SJO
San José
EYW
Key West
$616 Roundtrip, found 3 days ago
$616
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Jan 23 from San José to Key West, returning Wed, Feb 4, priced at $616 found 3 days ago
United
Sat, Dec 27 - Thu, Jan 1
SJO
San José
EYW
Key West
$1,012 Roundtrip, found 2 days ago
$1,012
Roundtrip
found 2 days ago
Select United flight, departing Sat, Dec 27 from San José to Key West, returning Thu, Jan 1, priced at $1,012 found 2 days ago

Alternative airports near Key West

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Key West Intl. EYW. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $769
EYW
Key West Intl.
CheapestClosest
Average driving time to city center8 min
Flights from $769

Frequently asked questions

How much does a flight from Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW) cost?
Secure a cheap one-way flight from $223 or cheap return flight from $510 from Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW)?
The cheapest month to fly from SJO to EYW is December, when there's less demand. Off-peak months are generally when better flight deals are available between these airports.
What is the cheapest airline that flies from Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW)?
To find the cheapest airline that'll fly you from SJO to EYW, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW)?
Direct flights from Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from SJO to EYW?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can change based on a number of factors, such as the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW)?
To avoid potential delays on the Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW) route, aim to travel before 3 PM. Departures after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW) last-minute?
Last-minute fares from SJO to EYW are generally more expensive. To lock in the best prices, start looking for flights early. That said, if your travel plans are flexible, you may score a cheap ticket right before your journey.
Is it cheaper to book a SJO to EYW flight and hotel package?
You'll typically save money by securing a SJO to EYW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. After selecting your preferred flights and accommodations, consider adding extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Juan Santamaria Intl. Airport (SJO) to Key West Intl. Airport (EYW)?
If you booked your SJO to EYW flight within the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the type of fare you have, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for further details.

Travel information

Origin airport
Juan Santamaría Intl.
Destination airport
Key West Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$510
Distance
1018 mi

Book with confidence

San José to Key West Flights

The cheapest times to fly from San José to Key West

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from San José to Key West are during the month of December. You can find some of the cheapest flights from San José to Key West with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from San José to Key West

Sunday is one of the best days to book for cheap flights from San José to Key West: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from San José to Key West

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from San José to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $223 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap San José to Key West flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your San José to Key West airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

San José to Key West Flights

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*Available to One Key members.