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Cheap flights from Key West to Costa Rica from $375

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Key West to Costa Rica departing on 12/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
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
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
Fri, Dec 5 - Fri, Dec 12
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 - 8:49 pmEYW-SJO
25h 56m1 stop
American Airlines Logo
7:00 am - 7:35 pmSJO-EYW
11h 35m1 stop
$500American 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 - 10:18 pmSJO-EYW
14h 18m2 stops
$516American Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
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
$557Spirit 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
Wed, Dec 24 - Tue, Dec 30
Spirit Airlines Logo
2:30 pm - 11:42 amEYW-SJO
22h 12m3 stops
Spirit Airlines Logo
12:39 pm - 1:30 pmSJO-EYW
23h 51m3 stops
$780Spirit Airlines
Find Deal
Wed, Dec 24 - Tue, Dec 30

American Airlines flights from Key West to Costa Rica

Our best American Airlines deals on Key West to Costa Rica flight tickets
American Airlines
Dec 2
EYW7:00 amKey West
6h 11m
1 stop
SJO12:11 pmSan José Juan Santamaria Intl
Dec 9
SJO7:00 amSan José Juan Santamaria Intl
11h 35m
1 stop
EYW7:35 pmKey West
$494
Find similar
American Airlines
Dec 2
EYW6:33 pmKey West
20h 23m
2 stops
SJO1:56 pmSan José Juan Santamaria Intl
Dec 9
SJO7:00 amSan José Juan Santamaria Intl
13h 46m
2 stops
EYW9:46 pmKey West
$498
Find similar
American Airlines
Dec 2
EYW7:53 pmKey West
25h 56m
1 stop
SJO8:49 pmSan José Juan Santamaria Intl
Dec 9
SJO7:00 amSan José Juan Santamaria Intl
11h 35m
1 stop
EYW7:35 pmKey West
$500
Find similar

Spirit Airlines flights from Key West to Costa Rica

Our best Spirit Airlines deals on Key West to Costa Rica flight tickets
Spirit Airlines
Dec 24
EYW2:30 pmKey West
22h 55m
1 stop
SJO12:25 pmSan José Juan Santamaria Intl
Dec 30
SJO1:31 pmSan José Juan Santamaria Intl
22h 59m
1 stop
EYW1:30 pmKey West
$557
Find similar
Spirit Airlines
Dec 24
EYW2:30 pmKey West
22h 55m
1 stop
SJO12:25 pmSan José Juan Santamaria Intl
Dec 30
SJO1:31 pmSan José Juan Santamaria Intl
22h 59m
1 stop
EYW1:30 pmKey West
$607
Find similar
Spirit Airlines
Dec 24
EYW2:30 pmKey West
22h 12m
3 stops
SJO11:42 amSan José Juan Santamaria Intl
Dec 30
SJO12:39 pmSan José Juan Santamaria Intl
23h 51m
3 stops
EYW1:30 pmKey West
$780
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Key West to Costa Rica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 23, 2025.
Use the filters below to find and compare flights from Key West to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 12/5

11:19 am-12:25 pm

2 stops26h 06m

San José Juan Santamaria Intl

Fri 12/12

1:31 pm-1:30 pm

1 stop22h 59m

$375

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 12/5

8:55 am-11:42 am

1 stop27h 47m

San José Juan Santamaria Intl

Fri 12/12

1:31 pm-1:30 pm

1 stop22h 59m

$377

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 12/5

11:19 am-11:42 am

3 stops25h 23m

San José Juan Santamaria Intl

Fri 12/12

7:58 am-1:30 pm

3 stops28h 32m

$458

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 12/2

7:00 am-12:11 pm

1 stop6h 11m

San José Juan Santamaria Intl

Tue 12/9

7:00 am-7:35 pm

1 stop11h 35m

$494

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 12/2

6:33 pm-1:56 pm

2 stops20h 23m

San José Juan Santamaria Intl

Tue 12/9

7:00 am-9:46 pm

2 stops13h 46m

$498

Key WestSan José

EYW - SJO

EYWSJO

Key West

Tue 12/2

7:53 pm-8:49 pm

1 stop25h 56m

San José Juan Santamaria Intl

Tue 12/9

7:00 am-7:35 pm

1 stop11h 35m

$500

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 12/5

6:33 pm-1:56 pm

2 stops20h 23m

San José Juan Santamaria Intl

Fri 12/12

7:00 am-10:18 pm

2 stops14h 18m

$516

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 12/24

2:30 pm-12:25 pm

1 stop22h 55m

San José Juan Santamaria Intl

Tue 12/30

1:31 pm-1:30 pm

1 stop22h 59m

$557

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 12/24

2:30 pm-12:25 pm

1 stop22h 55m

San José Juan Santamaria Intl

Tue 12/30

1:31 pm-1:30 pm

1 stop22h 59m

$607

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 12/24

2:30 pm-11:42 am

3 stops22h 12m

San José Juan Santamaria Intl

Tue 12/30

12:39 pm-1:30 pm

3 stops23h 51m

$780

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Costa Rica from

How to get the cheapest flight ticket from Key West to Costa Rica

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Costa Rica?

According to our data, Thursday is the cheapest day to fly to Costa Rica from Key West. The lowest ticket price found for a Thursday departure recently was $554. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $769. These prices are subject to change though, so be sure to set up a Price Alert for flights to Costa Rica.

What is the cheapest time of day to depart on your flight to Costa Rica?

In the afternoon is the cheapest time of day to fly from Key West to Costa Rica when you can find flight prices for as low as $584. Flying to Costa Rica in the afternoon is an ideal time because this is during off-peak travel hours. Flights to Costa Rica are more costly at noon, with an average ticket price of $764. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

Cheap Key West to Costa Rica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Key West to Costa Rica

Direct flights

None
There are no direct flights from Key West to Costa Rica. There are no popular flight routes from Key West to Costa Rica.
Search flight deals

  • When did momondo last update prices for flights from Key West Airport to Costa Rica?

    Prices for flights from Key West Airport to Costa Rica refresh daily.

  • How many operators does momondo search for flights from Key West Airport to Costa Rica?

  • How old do you have to be to fly from Key West Airport to Costa Rica?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Key West Airport to Costa Rica.

  • What documentation or ID do you need to fly to Costa Rica?

    The travel and health documents you'll need for your trip to Costa Rica may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Costa Rica. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Key West to Costa Rica

Compare and see reviews for airlines that fly from Key West to Costa Rica with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $535Free CancellationRating
7.2
11,033 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Key West to Costa Rica?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Costa Rica from Key West.

Can I find flights from Key West to Costa Rica with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Key West to Costa Rica flights to just show those with flexible booking policies.

How can momondo help me find flights from Key West to Costa Rica?

momondo helps you find the best flight between Key West and Costa Rica by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Key West to Costa Rica right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Costa Rica, momondo offers a useful price alert feature which will track prices for flights to Costa Rica from Key West and alert you when they change.

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