$424 Find Cheap Flights from Key West to Costa Rica

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to Costa Rica departing on 7/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Best Costa Rica Flight Deals from Key West

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
San José
San José1 stop$424
San José
San José1 stop$424

Cheap Flights from Key West to Costa Rica

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Key West to Costa Rica that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Key West to Costa Rica

Mon, Jul 14 - Sat, Jul 19
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10:02 am - 10:29 amEYW-SJO
26h 27m1 stop
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11:24 am - 4:45 pmSJO-EYW
27h 21m1 stop
Tue, Jul 29 - Sun, Aug 3
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10:02 am - 11:11 amEYW-SJO
27h 09m2 stops
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11:24 am - 1:07 pmSJO-EYW
23h 43m1 stop
Thu, Jul 31 - Tue, Aug 5
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10:02 am - 10:29 amEYW-SJO
26h 27m1 stop
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12:16 pm - 9:22 amSJO-EYW
19h 06m2 stops
Tue, Jul 15 - Sun, Jul 20
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10:02 am - 11:11 amEYW-SJO
27h 09m2 stops
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11:24 am - 1:07 pmSJO-EYW
23h 43m1 stop
Mon, Jul 14 - Mon, Jul 21
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10:02 am - 10:29 amEYW-SJO
26h 27m1 stop
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12:16 pm - 9:22 amSJO-EYW
19h 06m2 stops
Thu, Jul 31 - Tue, Aug 5
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12:31 pm - 3:13 pmEYW-SJO
28h 42m2 stops
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12:16 pm - 3:10 pmSJO-EYW
24h 54m3 stops
Thu, Jul 31 - Tue, Aug 5
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10:02 am - 3:13 pmEYW-SJO
7h 11m1 stop
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12:16 pm - 3:10 pmSJO-EYW
24h 54m3 stops
Fri, Aug 1 - Fri, Aug 8
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10:23 am - 10:29 amEYW-SJO
26h 06m2 stops
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11:24 am - 2:44 pmSJO-EYW
25h 20m3 stops
Thu, Jul 31 - Tue, Aug 5
American Airlines Logo
11:18 am - 8:04 pmEYW-SJO
10h 46m1 stop
American Airlines Logo
2:20 pm - 4:46 pmSJO-EYW
24h 26m1 stop
$565American Airlines
Find Deal
Tue, Jul 29 - Sun, Aug 3
American Airlines Logo
7:51 pm - 11:40 amEYW-SJO
17h 49m1 stop
American Airlines Logo
6:18 am - 7:21 pmSJO-EYW
11h 03m1 stop
$567American Airlines
Find Deal
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KAYAK's insights & trends for Key West to Costa Rica flights

Get data-powered insights and trends into flights from Key West to Costa Rica to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Key West to Costa Rica take?

The duration of a flight to Costa Rica depends on your arrival airport. The shortest route to Costa Rica from Key West is to San José, which takes 26h 06m.


Good to know

Cheapest flight$424
Flight from Key West to San José

FAQs - booking Costa Rica flights

  • How does KAYAK find such low prices on flights from Key West to Costa Rica?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Key West to Costa Rica.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Key West to Costa Rica?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Key West to Costa Rica is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Key West to Costa Rica?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Key West to Costa Rica with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Key West to Costa Rica?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Key West to Costa Rica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Costa Rica?

    The cheapest time of day to fly to Costa Rica is generally in the evening, when round-trip flights cost $584 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Costa Rica is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $764.

Reviews of the top airline flying from Key West to Costa Rica

 
Need help choosing which airline to fly with from Key West to Costa Rica? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 10000 reviews
6.5Food
7.5Boarding
7.2Comfort
8.0Crew
6.9Entertainment
Airline reviews

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

4.0 OkayAnonymous, Jun 2025MIA - GIG
Read more American Airlines reviews

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Everything you need to know for your flight from Key West to Costa Rica

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