$375 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 12/5. 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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Flight Deals

Book Cheap Key West to Costa Rica Plane Tickets

 
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

Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
11:19 am - 12:25 pmEYW-SJO
26h 06m2 stops
Multiple Airlines Logo
1:31 pm - 1:30 pmSJO-EYW
22h 59m1 stop
$375Multiple Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
8:55 am - 11:42 amEYW-SJO
27h 47m1 stop
Multiple Airlines Logo
1:31 pm - 1:30 pmSJO-EYW
22h 59m1 stop
$377Multiple Airlines
Find Deal
Sat, Nov 1 - Thu, Nov 6
Multiple Airlines Logo
10:47 am - 12:25 pmEYW-SJO
27h 38m2 stops
Multiple Airlines Logo
12:34 pm - 8:15 amSJO-EYW
18h 41m1 stop
$400Multiple Airlines
Find Deal
Tue, Dec 2 - Sun, Dec 7
Multiple Airlines Logo
11:45 am - 12:15 pmEYW-SJO
25h 30m2 stops
Multiple Airlines Logo
12:39 pm - 8:15 amSJO-EYW
18h 36m1 stop
$438Multiple Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
Multiple Airlines Logo
11:19 am - 11:42 amEYW-SJO
25h 23m3 stops
Multiple Airlines Logo
7:58 am - 1:30 pmSJO-EYW
28h 32m3 stops
$458Multiple Airlines
Find Deal
Tue, Dec 2 - Tue, Dec 9
American Airlines Logo
7:00 am - 12:11 pmEYW-SJO
6h 11m1 stop
American Airlines Logo
7:00 am - 7:35 pmSJO-EYW
11h 35m1 stop
$494American Airlines
Find Deal
Tue, Dec 2 - Tue, Dec 9
American Airlines Logo
6:33 pm - 1:56 pmEYW-SJO
20h 23m2 stops
American Airlines Logo
7:00 am - 9:46 pmSJO-EYW
13h 46m2 stops
$498American Airlines
Find Deal
Tue, Dec 2 - Tue, Dec 9
American Airlines Logo
7:53 pm - 1:56 pmEYW-SJO
19h 03m1 stop
American Airlines Logo
3:38 pm - 11:07 pmSJO-EYW
6h 29m1 stop
$500American Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
American Airlines Logo
6:33 pm - 1:56 pmEYW-SJO
20h 23m2 stops
American Airlines Logo
7:00 am - 10:18 pmSJO-EYW
14h 18m2 stops
$516American Airlines
Find Deal
Wed, Dec 24 - Tue, Dec 30
Spirit Airlines Logo
2:30 pm - 12:25 pmEYW-SJO
22h 55m1 stop
Spirit Airlines Logo
1:31 pm - 1:30 pmSJO-EYW
22h 59m1 stop
$607Spirit Airlines
Find Deal
Booking Insights

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.

Which airlines fly non-stop between Key West and Costa Rica?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Key West to Costa Rica.

There is just one airline that flies from Key West to Costa Rica direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is to San José (SJO) and costs $535.

Which airlines provide the cheapest flights from Key West to Costa Rica?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Key West to Costa Rica were found on American Airlines ($494) and Spirit Airlines ($607).

Good to know

Cheapest flight$375
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 11029 reviews
8.0Crew
6.4Food
7.5Boarding
6.9Entertainment
7.2Comfort
Airline reviews

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

2.0 Mediocre603, Oct 2025MIA - GRU
Read more American Airlines reviews

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

The plane was broken so we had to change planes.

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

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

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