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Cheap flights from Key West to Costa Rica from $368

This is the cheapest one-way 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 4/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:45 am - 1:08 pm
EYW
-
SJO
8h 23m
1 stop
American Airlines Logo
6:30 am - 10:36 pm
SJO
-
EYW
14h 06m
2 stops
$621American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
4:44 pm - 1:08 pm
EYW
-
SJO
22h 24m
2 stops
American Airlines Logo
3:08 pm - 12:16 pm
SJO
-
EYW
19h 08m
2 stops
$635American Airlines
Mon, Jun 8 - Sat, Jun 20
American Airlines Logo
7:29 pm - 1:08 pm
EYW
-
SJO
19h 39m
2 stops
American Airlines Logo
3:08 pm - 12:16 pm
SJO
-
EYW
19h 08m
2 stops
$639American Airlines
Mon, Jun 8 - Sat, Jun 20
American Airlines Logo
11:28 am - 7:24 pm
EYW
-
SJO
9h 56m
1 stop
American Airlines Logo
3:08 pm - 7:10 pm
SJO
-
EYW
26h 02m
1 stop
$642American Airlines
Mon, Jun 8 - Sat, Jun 20
American Airlines Logo
11:24 am - 7:07 pm
EYW
-
SJO
9h 43m
1 stop
American Airlines Logo
6:30 am - 10:58 pm
SJO
-
EYW
14h 28m
1 stop
$652American Airlines
Fri, Apr 24 - Sat, May 2
American Airlines Logo
8:05 am - 7:07 pm
EYW
-
SJO
13h 02m
2 stops
American Airlines Logo
6:30 am - 4:30 pm
SJO
-
EYW
8h 00m
1 stop
$657American Airlines
Fri, Apr 24 - Sat, May 2
American Airlines Logo
6:45 am - 7:24 pm
EYW
-
SJO
14h 39m
1 stop
American Airlines Logo
6:00 am - 7:10 pm
SJO
-
EYW
11h 10m
1 stop
$702American Airlines
Thu, May 21 - Mon, May 25
American Airlines Logo
6:45 am - 11:50 am
EYW
-
SJO
7h 05m
1 stop
American Airlines Logo
3:08 pm - 12:16 pm
SJO
-
EYW
19h 08m
2 stops
$707American Airlines
Thu, May 21 - Mon, May 25
American Airlines Logo
6:45 am - 11:07 am
EYW
-
SJO
6h 22m
1 stop
American Airlines Logo
2:22 pm - 10:58 pm
SJO
-
EYW
6h 36m
1 stop
$747American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
1:39 pm - 7:24 pm
EYW
-
SJO
7h 45m
1 stop
American Airlines Logo
3:08 pm - 7:10 pm
SJO
-
EYW
26h 02m
1 stop
$773American Airlines
Mon, Jun 8 - Sat, Jun 20

American Airlines flights from Key West to Costa Rica

Our best American Airlines deals on Key West to Costa Rica flight tickets
American Airlines
Apr 22
EYW6:45 amKey West
8h 23m
1 stop
SJO1:08 pmSan José Juan Santamaria Intl
Apr 29
SJO6:30 amSan José Juan Santamaria Intl
14h 06m
2 stops
EYW10:36 pmKey West
$621
American Airlines
Sep 13
EYW7:51 pmKey West
17h 14m
1 stop
SJO11:05 amSan José Juan Santamaria Intl
Sep 18
SJO7:00 amSan José Juan Santamaria Intl
9h 27m
1 stop
EYW6:27 pmKey West
$624
American Airlines
Jun 8
EYW4:44 pmKey West
22h 24m
2 stops
SJO1:08 pmSan José Juan Santamaria Intl
Jun 20
SJO3:08 pmSan José Juan Santamaria Intl
19h 08m
2 stops
EYW12:16 pmKey West
$635

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 March 23, 2026.
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

Cheapest round-trip

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 4/22

6:45 am-1:08 pm

1 stop8h 23m

San José Juan Santamaria Intl

Wed 4/29

6:30 am-10:36 pm

2 stops14h 06m

$621

Key WestSan José

EYW - SJO

EYWSJO

Key West

Mon 6/8

4:44 pm-1:08 pm

2 stops22h 24m

San José Juan Santamaria Intl

Sat 6/20

3:08 pm-12:16 pm

2 stops19h 08m

$635

Key WestSan José

EYW - SJO

EYWSJO

Key West

Mon 6/8

7:29 pm-1:08 pm

2 stops19h 39m

San José Juan Santamaria Intl

Sat 6/20

3:08 pm-12:16 pm

2 stops19h 08m

$639

Key WestSan José

EYW - SJO

EYWSJO

Key West

Mon 6/8

11:28 am-7:24 pm

1 stop9h 56m

San José Juan Santamaria Intl

Sat 6/20

3:08 pm-7:10 pm

1 stop26h 02m

$642

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 4/24

11:24 am-7:07 pm

1 stop9h 43m

San José Juan Santamaria Intl

Sat 5/2

6:30 am-10:58 pm

1 stop14h 28m

$652

Key WestSan José

EYW - SJO

EYWSJO

Key West

Fri 4/24

8:05 am-7:07 pm

2 stops13h 02m

San José Juan Santamaria Intl

Sat 5/2

6:30 am-4:30 pm

1 stop8h 00m

$657

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 5/21

6:45 am-7:24 pm

1 stop14h 39m

San José Juan Santamaria Intl

Mon 5/25

6:00 am-7:10 pm

1 stop11h 10m

$702

Key WestSan José

EYW - SJO

EYWSJO

Key West

Thu 5/21

6:45 am-11:50 am

1 stop7h 05m

San José Juan Santamaria Intl

Mon 5/25

3:08 pm-12:16 pm

2 stops19h 08m

$707
Quickest round-trip

Key WestSan José

EYW - SJO

EYWSJO

Key West

Wed 4/22

6:45 am-11:07 am

1 stop6h 22m

San José Juan Santamaria Intl

Wed 4/29

2:22 pm-10:58 pm

1 stop6h 36m

$747

Key WestSan José

EYW - SJO

EYWSJO

Key West

Mon 6/8

1:39 pm-7:24 pm

1 stop7h 45m

San José Juan Santamaria Intl

Sat 6/20

3:08 pm-7:10 pm

1 stop26h 02m

$773

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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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 airline that flies from Key West to Costa Rica?

American Airlines is the most popular carrier operating from Key West to Costa Rica

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

Fastest flight time

19h 29m

Direct flights

None
The fastest flight from Key West to Costa Rica takes 19h 29m
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 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.

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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