$237 Cheap flight deals from Key West (EYW) to San José (SJO)

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This Weekend's Flight Deals from Key West to San José

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, May 4 - Sun, May 18
EYW
Key West Intl.
SJO
Juan Santamaría Intl.
$772 Roundtrip, found 6 days ago
$772
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, May 4 from Key West Intl. to Juan Santamaría Intl., returning Sun, May 18, priced at $772 found 6 days ago

Airfares from $237 One Way, $469 Round Trip from Key West to San José

Prices starting at $469 for return flights and $237 for one-way flights to San José were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 9 - Fri, May 23
EYW
Key West
SJO
San José
$469 Roundtrip, found 21 hours ago
$469
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, May 9 from Key West to San José, returning Fri, May 23, priced at $469 found 21 hours ago
Thu, May 29 - Tue, Jun 3
EYW
Key West
SJO
San José
$472 Roundtrip, found 7 hours ago
$472
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, May 29 from Key West to San José, returning Tue, Jun 3, priced at $472 found 7 hours ago
Fri, May 9 - Fri, May 23
EYW
Key West
SJO
San José
$475 Roundtrip, found 21 hours ago
$475
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, May 9 from Key West to San José, returning Fri, May 23, priced at $475 found 21 hours ago
Fri, May 9 - Fri, May 23
EYW
Key West
SJO
San José
$478 Roundtrip, found 21 hours ago
$478
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Fri, May 9 from Key West to San José, returning Fri, May 23, priced at $478 found 21 hours ago
Thu, May 29 - Tue, Jun 3
EYW
Key West
SJO
San José
$478 Roundtrip, found 7 hours ago
$478
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, May 29 from Key West to San José, returning Tue, Jun 3, priced at $478 found 7 hours ago

San José economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel El Manglar
3.0-star property

Hotel El Manglar

9/10 Wonderful! (279 reviews)

May 30 - Jun 1

2 night stay

Key West (EYW) to San José (SJO)

Delta • Non-stop • Coach

San José (SJO) to Key West (EYW)

American Airlines • Non-stop • Coach
per person
found 1 day ago
We only stayed one night - would have been happy with more! The concierge, Engleberth, went out of his way to leave detailed instructions including a video of how to get to our room in case he was no longer there when we arrived (front desk closes at 9:30pm). He also helped get a forgotten item to us the next day. Super friendly and helpful staff. The adjoining restaurant served great breakfast. Conveniently, we rented surfboards on site as well. Gracias! Pura Vida!

Reviewed on Mar 19, 2023

RipJack Inn
3.5-star property

RipJack Inn

8.8/10 Excellent! (389 reviews)

May 30 - Jun 1

2 night stay

Key West (EYW) to San José (SJO)

Delta • Non-stop • Coach

San José (SJO) to Key West (EYW)

American Airlines • Non-stop • Coach
per person
found 1 day ago
We loved this property. The proximity to the beach is incredible and the rooms are excellent. We really liked the bedding on the beds as well as the layout of the area around the rooms. There are hammocks and pools for you to lounge in. The restaurant was our fav on the whole trip. Everyone is super friendly and the food is excellent.

Reviewed on Feb 10, 2020

Hotel Cantarana
3.5-star property

Hotel Cantarana

9.2/10 Wonderful! (121 reviews)

May 30 - Jun 1

2 night stay

Key West (EYW) to San José (SJO)

Delta • Non-stop • Coach

San José (SJO) to Key West (EYW)

American Airlines • Non-stop • Coach
per person
found 1 day ago
The food was amazing-- try their breakfast avocado egg toast and grilled tuna salad...OMG!!! Staff was very friendly and helpful. Be mindful property is NOT right on the beach, but it is a short 3 minute walk away. Beach is beautiful and relatively quiet. Also know that the beach closes at 6pm (sunset) to protect the turtles, but if you have transportation, you can easily get to restaurants/bars in Playa Grande (5 min drive) or either town of Tamarindo or Brasilito (20 min in either direction).

Reviewed on Apr 2, 2022

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More About Flying To San José from Key West

Route Information for Flights from Key West to San José

Origin Airport IATA Code
EYW
Destination Airport IATA Code
SJO
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Key West to San José

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Frequently asked questions

What is the shortest flight from Key West to San Jose?
From Key West, the exciting sights and sounds of San Jose are at least 3 hours and 27 minutes away. Choose your favorite seat, or perhaps even one with more legroom, and get to your destination in total comfort.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.