EYW - SJO

$951 Find Cheap Flights from Key West to San José - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$951
Typical prices: $573-$846
Multiple Airlines
Mon 12/24Mon 12/31
EYW - SJO • 2 stops
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 27m (one-way)
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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

Thu, Dec 24 - Thu, Dec 31
Multiple Airlines Logo
12:10 pm - 10:57 pmEYW  Key West-SJO San José Juan Santamaria Intl
35h 47m2 stops Indianapolis Orlando
Multiple Airlines Logo
6:00 am - 10:19 amSJO  San José Juan Santamaria Intl-EYW Key West
27h 19m1 stop Orlando
$951Multiple Airlines
Thu, Dec 24 - Thu, Dec 31
Multiple Airlines Logo
10:59 am - 12:41 pmEYW  Key West-SJO San José Juan Santamaria Intl
26h 42m1 stop Orlando
Multiple Airlines Logo
6:00 am - 10:19 amSJO  San José Juan Santamaria Intl-EYW Key West
27h 19m1 stop Orlando
$1,015Multiple Airlines
Thu, Dec 24 - Thu, Dec 31
Multiple Airlines Logo
1:35 pm - 8:35 amEYW  Key West-SJO San José Juan Santamaria Intl
20h 00m2 stops Washington, D.C. Dulles Intl Guatemala City La Aurora
Multiple Airlines Logo
4:15 pm - 12:07 pmSJO  San José Juan Santamaria Intl-EYW Key West
18h 52m2 stops Guatemala City La Aurora Washington, D.C. Dulles Intl
$1,275Multiple 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 with more confidence.

What’s the most popular layover airport when flying from Key West to San José?

Miami (MIA) is the most popular layover for the Key West to San José route. 94% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via MIA.

What is the cheapest layover airport when flying from Key West to San José?

Flights via Orlando (MCO) offer the most affordable fares, with an average round-trip price of $530. Based on KAYAK data over the past 3 months.

When flying from Key West to San José which airport offers the shortest layover?

Miami (MIA) had the shortest average connection time for Key West to San José layovers at 5h 28m over the past 3 months.

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Key details for Key West to San José flights

Cheapest flight

$951
The most popular month to fly with an average 17% increase in travelers.
Round-trip flight from Key West to San José

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 answers about this route, including flight times, airports, airlines and booking tips.

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

    There are currently no nonstop flights available from Key West to San José. Flights with 1 layover take between 7h 27m and 27h 41m in total, depending on the connection.

  • 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.

  • 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 $846, with an average of $747 over the past 12 months. Anything below $573 counts as a good deal.

  • 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 $951 to $1,275. That means the highest observed fare was about 34% higher than the lowest one.

  • 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 averaging $30 for economy cars. Top options include:

    • Priceless
    • Avis
    • Budget
    • Alamo
    • Payless

  • 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).

  • 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) - 94% of one-stop connections
    • Orlando (MCO) - 6% of one-stop connections

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

    Yes. Flexible dates can save you up to 51% on flights from Key West to San José. 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.

  • 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 27m, compared with 27h 41m via Orlando (MCO).

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

    San José is 1 hour behind Key West (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • 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.

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 are flexible, aim for a Thursday departure and avoid flying on Monday. On this route, Thursday flights average $530, about $534 less than Monday fares (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