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Cheap flights from Key West to San José from $363

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Key West to San José departing on 11/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

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Multiple Airlines Logo
8:55 am - 11:39 amEYW-SJO
27h 44m1 stop
Multiple Airlines Logo
1:30 pm - 11:05 amSJO-EYW
20h 35m2 stops
$363Multiple Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
Delta Logo
2:58 pm - 10:07 pmEYW-SJO
8h 09m1 stop
Delta Logo
7:00 am - 7:53 pmSJO-EYW
11h 53m1 stop
$530Delta
Find Deal
Fri, Nov 14 - Mon, Nov 17
American Airlines Logo
4:18 pm - 12:22 pmEYW-SJO
21h 04m2 stops
American Airlines Logo
3:11 pm - 12:43 pmSJO-EYW
20h 32m2 stops
$534American Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
American Airlines Logo
6:31 am - 11:00 amEYW-SJO
6h 29m1 stop
American Airlines Logo
2:55 pm - 11:59 pmSJO-EYW
7h 04m1 stop
$666American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
6:31 am - 1:25 pmEYW-SJO
8h 54m2 stops
American Airlines Logo
2:55 pm - 11:59 pmSJO-EYW
7h 04m1 stop
$670American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
6:31 am - 1:25 pmEYW-SJO
8h 54m2 stops
American Airlines Logo
2:55 pm - 6:30 pmSJO-EYW
25h 35m2 stops
$692American Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11

American Airlines flights from Key West to San José

Our best American Airlines deals on Key West to San José flight tickets
American Airlines
Nov 14
EYW4:18 pmKey West
21h 04m
2 stops
SJO12:22 pmSan José Juan Santamaria Intl
Nov 17
SJO3:11 pmSan José Juan Santamaria Intl
20h 32m
2 stops
EYW12:43 pmKey West
$534
Find similar
American Airlines
Mar 10
EYW6:31 amKey West
6h 29m
1 stop
SJO11:00 amSan José Juan Santamaria Intl
Mar 11
SJO2:55 pmSan José Juan Santamaria Intl
7h 04m
1 stop
EYW11:59 pmKey West
$666
Find similar
American Airlines
Mar 10
EYW6:31 amKey West
8h 54m
2 stops
SJO1:25 pmSan José Juan Santamaria Intl
Mar 11
SJO2:55 pmSan José Juan Santamaria Intl
7h 04m
1 stop
EYW11:59 pmKey West
$670
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated October 16, 2025.
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

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 11/14

8:55 am-11:39 am

1 stop27h 44m

San José Juan Santamaria Intl

Mon 11/17

1:30 pm-11:05 am

2 stops20h 35m

$363

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 11/14

2:58 pm-10:07 pm

1 stop8h 09m

San José Juan Santamaria Intl

Mon 11/17

7:00 am-7:53 pm

1 stop11h 53m

$530

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 11/14

4:18 pm-12:22 pm

2 stops21h 04m

San José Juan Santamaria Intl

Mon 11/17

3:11 pm-12:43 pm

2 stops20h 32m

$534

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 3/10

6:31 am-11:00 am

1 stop6h 29m

San José Juan Santamaria Intl

Wed 3/11

2:55 pm-11:59 pm

1 stop7h 04m

$666

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 3/10

6:31 am-1:25 pm

2 stops8h 54m

San José Juan Santamaria Intl

Wed 3/11

2:55 pm-11:59 pm

1 stop7h 04m

$670

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 3/10

6:31 am-1:25 pm

2 stops8h 54m

San José Juan Santamaria Intl

Wed 3/11

2:55 pm-6:30 pm

2 stops25h 35m

$692

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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How to get the cheapest flight ticket from Key West to San José

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to San José?

On average, the least expensive day to fly to San José from Key West is on a Thursday. momondo users have found tickets for Thursday departures for as low as $554. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Key West to San José on a Monday will generally be more expensive and average around $769. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to San José?

Our data shows that the cheapest Key West to San José flights are usually those with departure times in the afternoon. Our users have found flights to San José in the afternoon for as low as $584. Flights at noon are often more expensive with an average ticket price of $764.

When to book flights from Key West to San José

Are you open to changing your travel dates? Check out the ideal times to fly from Key West to San José according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Key West to San José (EYW to SJO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Key West to San José

Direct flights

None
There are no direct flights from Key West to San José. There are no popular flight routes from Key West to San José.
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  • How far is Key West to San José Juan Santamaria Intl by plane?

    A flight from Key West to San José Juan Santamaria Intl will travel around 1020.8 mi. 6h 29m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Key West Airport to San José Juan Santamaria Intl Airport?

    Prices for flights from Key West Airport to San José Juan Santamaria Intl Airport were last updated today.

  • How many operators does momondo search for flights from Key West Airport to San José Juan Santamaria Intl Airport?

  • How old do you have to be to fly from Key West Airport to San José Juan Santamaria Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Key West Airport to San José Juan Santamaria Intl Airport.

  • What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?

    The travel and health documents required for your trip to San José Juan Santamaria Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San José Juan Santamaria Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Key West to San José?

Best airlines flying from Key West to San José

Compare and see reviews for airlines that fly from Key West to San José with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $535Free CancellationRating
7.2
11,043 reviews
Search American Airlines flights

Traveling to a place near San José?

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

Why use momondo?

Why should I use momondo to find a flight deal from Key West to San José?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to San José from Key West.

Can I find flights from Key West to San José with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Key West to San José flights to just show those with flexible booking policies.

How can momondo help me find flights from Key West to San José?

Once you have performed a search for Key West to San José flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Key West to San José right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Key West to San José flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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