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 October 2026.

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.

$183 Cheap Flights from Key West to Caribbean in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Key West to Caribbean

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:59 pm - 9:49 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

7h 50m1 stop Tampa

6:25 am - 1:12 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

31h 47m2 stops Fort Lauderdale Knoxville McGhee Tyson

$380Multiple Airlines

Fri, Nov 27 - Sun, Dec 6

12:59 pm - 9:49 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

7h 50m1 stop Tampa

5:16 pm - 10:19 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

18h 03m2 stops Philadelphia Orlando

$388Multiple Airlines

Fri, Nov 27 - Mon, Dec 7

12:59 pm - 9:49 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

7h 50m1 stop Tampa

7:17 am - 10:19 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

28h 02m1 stop Orlando

$400Multiple Airlines

Fri, Nov 27 - Mon, Dec 7

12:59 pm - 9:49 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

7h 50m1 stop Tampa

3:43 am - 10:19 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

7h 36m1 stop Orlando

$425Multiple Airlines

Fri, Nov 27 - Sat, Dec 5

10:04 am - 9:49 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

10h 45m1 stop Tampa

3:43 am - 10:19 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

7h 36m1 stop Orlando

$466Multiple Airlines

Sat, Nov 28 - Sun, Dec 6

6:25 pm - 8:35 pmEYW Key West-PUJ Punta Cana

25h 10m1 stop Orlando Sanford Intl

6:42 pm - 10:39 amPUJ Punta Cana-EYW Key West

16h 57m2 stops San Juan Luis Munoz Marin Intl Orlando

$488Multiple Airlines

Thu, Jan 21 - Tue, Jan 26

10:04 am - 9:49 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

10h 45m1 stop Tampa

3:43 am - 10:19 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

7h 36m1 stop Orlando

$490Multiple Airlines

Sat, Nov 28 - Sat, Dec 5

10:04 am - 9:49 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

10h 45m1 stop Tampa

6:25 am - 5:05 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

11h 40m2 stops Fort Lauderdale Indianapolis

$491Multiple Airlines

Sat, Nov 28 - Sun, Dec 6

4:41 pm - 12:58 pmEYW Key West-STT Saint Thomas Island Cyril E King

20h 17m2 stops Charlotte Douglas Miami

3:58 pm - 5:02 pmSTT Saint Thomas Island Cyril E King-EYW Key West

25h 04m2 stops Miami Charlotte Douglas

$629American Airlines

Tue, Oct 27 - Sat, Oct 31

7:57 pm - 10:19 amEYW Key West-SDQ Santo Domingo Las Americas

13h 22m1 stop Miami

11:09 am - 6:53 pmSDQ Santo Domingo Las Americas-EYW Key West

8h 44m1 stop Miami

$630American Airlines

Fri, Nov 13 - Fri, Nov 20

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United Airlines flights from Key West to Caribbean

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

United Airlines

Oct 27

EYW4:10 pmKey West

21h 01m

2 stops

SJU1:11 pmSan Juan Luis Munoz Marin Intl

Oct 31

SJU2:46 pmSan Juan Luis Munoz Marin Intl

25h 43m

2 stops

EYW4:29 pmKey West

$822

United Airlines

Oct 27

EYW4:10 pmKey West

21h 30m

2 stops

SJU1:40 pmSan Juan Luis Munoz Marin Intl

Oct 31

SJU7:25 amSan Juan Luis Munoz Marin Intl

33h 04m

1 stop

EYW4:29 pmKey West

$842

United Airlines

Oct 27

EYW4:10 pmKey West

27h 50m

1 stop

SJU8:00 pmSan Juan Luis Munoz Marin Intl

Oct 31

SJU3:55 pmSan Juan Luis Munoz Marin Intl

24h 34m

1 stop

EYW4:29 pmKey West

$865

American Airlines flights from Key West to Caribbean

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

American Airlines

Oct 27

EYW4:41 pmKey West

20h 17m

2 stops

STT12:58 pmSaint Thomas Island Cyril E King

Oct 31

STT3:58 pmSaint Thomas Island Cyril E King

25h 04m

2 stops

EYW5:02 pmKey West

$629

American Airlines

Nov 13

EYW7:57 pmKey West

13h 22m

1 stop

SDQ10:19 amSanto Domingo Las Americas

Nov 20

SDQ11:09 amSanto Domingo Las Americas

8h 44m

1 stop

EYW6:53 pmKey West

$630

American Airlines

Nov 13

EYW7:18 pmKey West

18h 37m

2 stops

SDQ2:55 pmSanto Domingo Las Americas

Nov 20

SDQ6:00 amSanto Domingo Las Americas

13h 53m

1 stop

EYW6:53 pmKey West

$635

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Fri 11/27

12:59 pm-9:49 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Sun 12/6

6:25 am-1:12 pm

2 stops31h 47m

$380

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Fri 11/27

12:59 pm-9:49 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Mon 12/7

5:16 pm-10:19 am

2 stops18h 03m

$388

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Fri 11/27

12:59 pm-9:49 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Mon 12/7

7:17 am-10:19 am

1 stop28h 02m

$400

Quickest round-trip

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Fri 11/27

12:59 pm-9:49 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Sat 12/5

3:43 am-10:19 am

1 stop7h 36m

$425

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Sat 11/28

10:04 am-9:49 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Sun 12/6

3:43 am-10:19 am

1 stop7h 36m

$466

Key WestPunta Cana

EYW Key West - PUJ Punta Cana

EYWPUJ

Key West

Thu 1/21

6:25 pm-8:35 pm

1 stop25h 10m

Punta Cana

Tue 1/26

6:42 pm-10:39 am

2 stops16h 57m

$488

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Sat 11/28

10:04 am-9:49 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Sat 12/5

3:43 am-10:19 am

1 stop7h 36m

$490

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Sat 11/28

10:04 am-9:49 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Sun 12/6

6:25 am-5:05 pm

2 stops11h 40m

$491

Key WestSaint Thomas Island

EYW Key West - STT Saint Thomas Island Cyril E King

EYWSTT

Key West

Tue 10/27

4:41 pm-12:58 pm

2 stops20h 17m

Saint Thomas Island Cyril E King

Sat 10/31

3:58 pm-5:02 pm

2 stops25h 04m

$629

Key WestSanto Domingo

EYW Key West - SDQ Santo Domingo Las Americas

EYWSDQ

Key West

Fri 11/13

7:57 pm-10:19 am

1 stop13h 22m

Santo Domingo Las Americas

Fri 11/20

11:09 am-6:53 pm

1 stop8h 44m

$630

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

Can stopping save me money on Key West to Caribbean flights?

You could potentially save up to 29% on your flight if you consider stops on a Key West to Caribbean flight.

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

Best Price Found	$183
Fastest flight time	4h 24m
Direct flights	None

The best one-way flight to Caribbean from Key West in the past 72 hours is $183. The best round-trip flight deal from Key West to Caribbean found on momondo in the last 72 hours is $380.

The fastest flight from Key West to Caribbean takes 4h 24m

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

Search flight deals

Frequently asked questions about flying 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 October 2026.
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 $415	Free Cancellation	Rating 7.0 12,169 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.