What is the cheapest airline that flies from Key West to Caribbean?

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

When did momondo last update prices for flights from Key West Airport to Caribbean?

Prices for flights from Key West Airport to Caribbean are refreshed on a daily basis.

How many operators does momondo search for flights from Key West Airport to Caribbean?

The number of operators available for flights from Key West Airport to Caribbean is 1 as of December 2025.

How old do you have to be to fly from Key West Airport to Caribbean?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Key West Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$134 Cheap Flights from Key West to Caribbean in 2025/26

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Find the cheapest flights from Key West to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:01 am - 4:57 pm

EYW

SJU

28h 56m2 stops

6:00 am - 12:26 pm

SJU

EYW

7h 26m1 stop

$298Multiple Airlines

Thu, Feb 5 - Mon, Feb 9

9:46 am - 11:59 pm

EYW

SJU

13h 13m1 stop

6:00 am - 12:26 pm

SJU

EYW

7h 26m1 stop

$311Multiple Airlines

Thu, Feb 5 - Mon, Feb 9

7:35 pm - 11:55 am

EYW

SJU

15h 20m1 stop

7:00 am - 7:20 pm

SJU

EYW

13h 20m1 stop

$365American Airlines

Sat, Feb 14 - Sun, Feb 22

10:49 am - 11:40 pm

EYW

SJU

35h 51m2 stops

3:58 am - 12:26 pm

SJU

EYW

9h 28m1 stop

$384Multiple Airlines

Wed, Jan 14 - Sun, Jan 18

10:49 am - 7:26 pm

EYW

SJU

31h 37m2 stops

8:05 pm - 12:26 pm

SJU

EYW

17h 21m1 stop

$397Multiple Airlines

Wed, Jan 21 - Sun, Jan 25

7:08 am - 6:22 pm

EYW

SJU

10h 14m2 stops

4:49 pm - 11:56 pm

SJU

EYW

8h 07m1 stop

$405American Airlines

Tue, Jan 13 - Tue, Jan 27

1:33 pm - 11:59 pm

EYW

SJU

9h 26m1 stop

6:00 am - 4:49 pm

SJU

EYW

11h 49m1 stop

$425American Airlines

Fri, Jan 30 - Sun, Feb 8

6:05 pm - 9:00 pm

EYW

SJU

25h 55m2 stops

5:50 pm - 1:03 pm

SJU

EYW

20h 13m2 stops

$745United Airlines

Tue, Jan 13 - Tue, Jan 27

4:15 pm - 12:36 am

EYW

SJU

31h 21m2 stops

5:50 pm - 3:17 pm

SJU

EYW

22h 27m2 stops

$827United Airlines

Thu, Feb 5 - Mon, Feb 9

1:00 pm - 12:46 pm

EYW

NAS

23h 46m2 stops

6:03 pm - 12:05 pm

NAS

EYW

18h 02m2 stops

$1,240JetBlue

Tue, Jan 13 - Tue, Jan 20

American Airlines flights from Key West to Caribbean

Our best American Airlines deals on Key West to Caribbean flight tickets

American Airlines

Feb 14

EYW7:35 pmKey West

15h 20m

1 stop

SJU11:55 amSan Juan Luis Munoz Marin Intl

Feb 22

SJU7:00 amSan Juan Luis Munoz Marin Intl

13h 20m

1 stop

EYW7:20 pmKey West

$365

Find similar

American Airlines

Jan 13

EYW7:08 amKey West

10h 14m

2 stops

SJU6:22 pmSan Juan Luis Munoz Marin Intl

Jan 27

SJU4:49 pmSan Juan Luis Munoz Marin Intl

8h 07m

1 stop

EYW11:56 pmKey West

$405

Find similar

American Airlines

Jan 30

EYW1:33 pmKey West

9h 26m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Feb 8

SJU6:00 amSan Juan Luis Munoz Marin Intl

11h 49m

1 stop

EYW4:49 pmKey West

$425

Find similar

United Airlines flights from Key West to Caribbean

Our best United Airlines deals on Key West to Caribbean flight tickets

United Airlines

Jan 13

EYW6:05 pmKey West

25h 55m

2 stops

SJU9:00 pmSan Juan Luis Munoz Marin Intl

Jan 27

SJU5:50 pmSan Juan Luis Munoz Marin Intl

20h 13m

2 stops

EYW1:03 pmKey West

$745

Find similar

United Airlines

Feb 5

EYW4:15 pmKey West

31h 21m

2 stops

SJU12:36 amSan Juan Luis Munoz Marin Intl

Feb 9

SJU5:50 pmSan Juan Luis Munoz Marin Intl

22h 27m

2 stops

EYW3:17 pmKey West

$827

Find similar

United Airlines

Feb 22

EYW6:40 pmKey West

19h 00m

2 stops

SJU2:40 pmSan Juan Luis Munoz Marin Intl

Feb 26

SJU8:35 amSan Juan Luis Munoz Marin Intl

31h 25m

1 stop

EYW3:00 pmKey West

$916

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 2/5

11:01 am-4:57 pm

2 stops28h 56m

San Juan Luis Munoz Marin Intl

Mon 2/9

6:00 am-12:26 pm

1 stop7h 26m

$298

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 2/5

9:46 am-11:59 pm

1 stop13h 13m

San Juan Luis Munoz Marin Intl

Mon 2/9

6:00 am-12:26 pm

1 stop7h 26m

$311

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Sat 2/14

7:35 pm-11:55 am

1 stop15h 20m

San Juan Luis Munoz Marin Intl

Sun 2/22

7:00 am-7:20 pm

1 stop13h 20m

$365

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 1/14

10:49 am-11:40 pm

2 stops35h 51m

San Juan Luis Munoz Marin Intl

Sun 1/18

3:58 am-12:26 pm

1 stop9h 28m

$384

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 1/21

10:49 am-7:26 pm

2 stops31h 37m

San Juan Luis Munoz Marin Intl

Sun 1/25

8:05 pm-12:26 pm

1 stop17h 21m

$397

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Tue 1/13

7:08 am-6:22 pm

2 stops10h 14m

San Juan Luis Munoz Marin Intl

Tue 1/27

4:49 pm-11:56 pm

1 stop8h 07m

$405

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Fri 1/30

1:33 pm-11:59 pm

1 stop9h 26m

San Juan Luis Munoz Marin Intl

Sun 2/8

6:00 am-4:49 pm

1 stop11h 49m

$425

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Tue 1/13

6:05 pm-9:00 pm

2 stops25h 55m

San Juan Luis Munoz Marin Intl

Tue 1/27

5:50 pm-1:03 pm

2 stops20h 13m

$745

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 2/5

4:15 pm-12:36 am

2 stops31h 21m

San Juan Luis Munoz Marin Intl

Mon 2/9

5:50 pm-3:17 pm

2 stops22h 27m

$827

Key WestNassau

EYW - NAS

EYWNAS

Key West

Tue 1/13

1:00 pm-12:46 pm

2 stops23h 46m

Nassau Intl

Tue 1/20

6:03 pm-12:05 pm

2 stops18h 02m

$1,240

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Key West to Caribbean

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

Prices

Airlines

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

In the morning is the cheapest time of day to fly from Key West to Caribbean when you can find flight prices for as low as $404. Flying to Caribbean in the morning is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $448.

Cheap Key West to Caribbean flight deals and tips

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

Fastest flight time	4h 50m
Direct flights	None

The fastest flight from Key West to Caribbean takes 4h 50m

There are no direct flights from Key West to Caribbean. There are no popular flight routes from Key West to Caribbean.

Search flight deals

When did momondo last update prices for flights from Key West Airport to Caribbean?
Prices for flights from Key West Airport to Caribbean are refreshed on a daily basis.
How many operators does momondo search for flights from Key West Airport to Caribbean?
The number of operators available for flights from Key West Airport to Caribbean is 1 as of December 2025.
How old do you have to be to fly from Key West Airport to Caribbean?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Key West Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Key West to Caribbean

Compare and see reviews for airlines that fly from Key West to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $360	Free Cancellation	Rating 7.2 11,048 reviews		Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Key West to Caribbean flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean that suits you.

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

Flights from Key West to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Key West to Caribbean flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Caribbean from Key West. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.