EYW - SJO

$748 Find Cheap Flights from Key West to San José - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$748
Typical prices: $573-$816
American Airlines
Fri 10/5Sat 11/3
EYW - SJO • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Key West and San José. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
February
Cheapest • 23% price drop
March
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Orlando (MCO)
Cheapest • Avg $530 (round-trip)
Miami (MIA)
Shortest trip • 7h 47m (one-way)
Insights
Insights
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Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Key West to San José

Mon, Oct 5 - Tue, Nov 3
American Airlines Logo
8:03 pm - 8:21 pmEYW  Key West-SJO San José Juan Santamaria Intl
26h 18m1 stop Miami
American Airlines Logo
2:01 pm - 5:15 pmSJO  San José Juan Santamaria Intl-EYW Key West
26h 14m1 stop Miami
$748American Airlines
Mon, Nov 16 - Sat, Nov 21
Multiple Airlines Logo
10:59 am - 3:11 pmEYW  Key West-SJO San José Juan Santamaria Intl
29h 12m1 stop Orlando
Multiple Airlines Logo
9:55 am - 11:21 amSJO  San José Juan Santamaria Intl-EYW Key West
24h 26m1 stop Tampa
$748Multiple Airlines
Mon, Nov 16 - Sat, Nov 21
American Airlines Logo
7:57 pm - 1:07 pmEYW  Key West-SJO San José Juan Santamaria Intl
18h 10m2 stops Miami Charlotte Douglas
American Airlines Logo
6:00 am - 4:28 pmSJO  San José Juan Santamaria Intl-EYW Key West
9h 28m1 stop Miami
$749American Airlines
Mon, Nov 16 - Sat, Nov 21
American Airlines Logo
6:26 pm - 2:49 pmEYW  Key West-SJO San José Juan Santamaria Intl
21h 23m2 stops Charlotte Douglas Miami
American Airlines Logo
3:52 pm - 12:37 pmSJO  San José Juan Santamaria Intl-EYW Key West
19h 45m2 stops Miami Charlotte Douglas
$749American Airlines
Mon, Oct 5 - Tue, Nov 3
American Airlines Logo
7:19 pm - 8:21 pmEYW  Key West-SJO San José Juan Santamaria Intl
27h 02m2 stops Charlotte Douglas Miami
American Airlines Logo
2:07 pm - 10:44 amSJO  San José Juan Santamaria Intl-EYW Key West
19h 37m2 stops Charlotte Douglas Miami
$753American Airlines
Mon, Oct 5 - Tue, Nov 3
American Airlines Logo
4:45 pm - 12:00 pmEYW  Key West-SJO San José Juan Santamaria Intl
21h 15m2 stops Charlotte Douglas Miami
American Airlines Logo
2:01 pm - 9:48 amSJO  San José Juan Santamaria Intl-EYW Key West
18h 47m1 stop Miami
$753American Airlines
Thu, Oct 1 - Tue, Oct 20
American Airlines Logo
1:47 pm - 8:07 pmEYW  Key West-SJO San José Juan Santamaria Intl
8h 20m1 stop Miami
American Airlines Logo
3:01 pm - 4:58 pmSJO  San José Juan Santamaria Intl-EYW Key West
23h 57m1 stop Miami
$802American Airlines
Thu, Oct 1 - Tue, Oct 20
American Airlines Logo
3:30 pm - 11:59 amEYW  Key West-SJO San José Juan Santamaria Intl
22h 29m2 stops Charlotte Douglas Miami
American Airlines Logo
3:01 pm - 4:11 pmSJO  San José Juan Santamaria Intl-EYW Key West
23h 10m2 stops Miami Charlotte Douglas
$807American Airlines
Thu, Oct 1 - Tue, Oct 20
American Airlines Logo
3:30 pm - 11:59 amEYW  Key West-SJO San José Juan Santamaria Intl
22h 29m2 stops Charlotte Douglas Miami
American Airlines Logo
6:00 am - 4:58 pmSJO  San José Juan Santamaria Intl-EYW Key West
8h 58m1 stop Miami
$807American Airlines
Wed, Sep 30 - Sat, Oct 3
American Airlines Logo
1:47 pm - 8:07 pmEYW  Key West-SJO San José Juan Santamaria Intl
8h 20m1 stop Miami
American Airlines Logo
6:00 am - 7:17 pmSJO  San José Juan Santamaria Intl-EYW Key West
11h 17m1 stop Miami
$854American Airlines
Booking Insights

Price, demand and travel trends for Key West to San José flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Key West to San José with more confidence.

How much is a round-trip flight from Key West to San José?

Round-trip flights from Key West to San José start at $748. Prices are typical for this route right now, with typical round-trip fares ranging from $573 to $816. The lowest price found in the past 5 days was $748 on American Airlines.

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Key details for Key West to San José flights

Low season

November
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 13% increase in price.

When to book flights from Key West to San José

Are your dates flexible? Find out the best times to travel from Key West to San José based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Key West to San José flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Key West to San José?

    Flights from Key West to San José usually depart from Key West (EYW) and arrive at San José Juan Santamaria Intl (SJO).

  • What cabin classes can I book on flights from Key West to San José?

    Only Economy Class is available on flights from Key West to San José.

  • Which airports do connecting flights from Key West to San José pass through?

    Connecting flights from Key West to San José most commonly pass through:

    • Miami (MIA) - 95% of one-stop connections
    • Orlando (MCO) - 5% of one-stop connections
    Together, these airports account for 100% of one-stop bookings on this route.

  • Can I save money by using flexible dates for flights from Key West to San José?

    Yes. Being flexible with your travel dates can save you up to 51% on the Key West to San José route. Thursday is the cheapest departure day at $530 round-trip on average, while Monday is the most expensive at $1,064, a difference of $534. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in San José?

    Some of the most popular sights in San José are Parque Metropolitano La Sabana, Estadio Nacional de Costa Rica and Museo de Oro. These are among the most viewed places in San José on KAYAK.

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

    A nonstop flight from Key West to San José takes 0h 00m, covering 1,018 miles.

  • Do I need a passport to fly from Key West to San José?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Key West to San José changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route varied from about $748 to $877. That means the highest observed fare was about 17% higher than the lowest one.

  • How much time can I save by choosing a different layover airport from Key West to San José?

    Flying via Miami (MIA) gives the shortest average 1-stop total travel time at 7h 47m, compared with 27h 41m via Orlando (MCO).

  • What is the time difference between Key West and San José?

    San José is 2 hours behind Key West (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at San José Juan Santamaria Intl Airport (SJO)?

    San José Juan Santamaria Intl Airport (SJO) hosts 5 major car rental companies, with daily rates starting from around $1 for economy cars. Top options include:
    • Budget
    • Avis
    • Priceless
    • Routes Car & Truck Rentals
    • Payless

  • How much should I expect to pay for a Key West to San José flight?

    Round-trip flights from Key West to San José range from $573 to $816, with an average of $747 over the past 12 months. Anything below $573 counts as a good deal.

Your guide to booking Key West to San José flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Thursday departure instead of Monday. On this route, Thursday flights average $530 - about $534 less than Monday (50% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Key West to San José trip for February. Fares historically average $573 round-trip in that month - typically $304 less than the most expensive month, which is August (based on the last 12 months).

More options for your flight from Key West to San José

Complete your trip to San José with a hotel stay or car rental

Car rentals in San José
Hotels in San José
Vacations in San José