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 August 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.

$139 Cheap Flights from Key West to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

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.

10:59 am - 5:43 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

6h 44m1 stop Orlando

2:57 am - 10:19 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

7h 22m1 stop Orlando

$311Multiple Airlines

Thu, Sep 10 - Sun, Sep 13

10:59 am - 5:43 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

6h 44m1 stop Orlando

6:55 pm - 9:24 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

38h 29m2 stops Philadelphia Tampa

$387Multiple Airlines

Thu, Sep 10 - Mon, Sep 14

4:24 pm - 11:59 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

6h 35m1 stop Miami

5:51 pm - 11:56 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

7h 05m1 stop Miami

$466American Airlines

Fri, Jan 29 - Thu, Feb 4

4:24 pm - 11:59 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

6h 35m1 stop Miami

1:58 pm - 9:47 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

8h 49m1 stop Charlotte Douglas

$466American Airlines

Thu, Jan 28 - Thu, Feb 4

7:08 am - 6:22 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

10h 14m2 stops Charlotte Douglas Miami

1:58 pm - 9:47 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

8h 49m1 stop Charlotte Douglas

$506American Airlines

Thu, Jan 28 - Thu, Feb 4

7:08 am - 6:22 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

10h 14m2 stops Charlotte Douglas Miami

7:12 pm - 11:56 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

5h 44m1 stop Miami

$506American Airlines

Fri, Jan 29 - Thu, Feb 4

12:01 pm - 8:30 amEYW Key West-NAS Nassau Intl

20h 29m1 stop Tampa

10:20 am - 12:19 pmNAS Nassau Intl-EYW Key West

25h 59m1 stop Tampa

$510Breeze Airways

Sun, Sep 27 - Sun, Oct 4

10:15 am - 4:41 pmEYW Key West-NAS Nassau Intl

6h 26m1 stop Miami

11:18 am - 7:21 pmNAS Nassau Intl-EYW Key West

8h 03m1 stop Miami

$580American Airlines

Wed, Dec 23 - Mon, Dec 28

6:27 pm - 9:24 amEYW Key West-SJU San Juan Luis Munoz Marin Intl

14h 57m2 stops Charlotte Douglas Miami

6:00 am - 5:55 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

11h 55m2 stops Miami Charlotte Douglas

$626American Airlines

Thu, Sep 10 - Mon, Sep 14

12:01 pm - 8:30 amEYW Key West-NAS Nassau Intl

20h 29m1 stop Tampa

7:15 am - 10:04 amNAS Nassau Intl-EYW Key West

26h 49m2 stops Fort Lauderdale Knoxville McGhee Tyson

$659Multiple Airlines

Sun, Sep 27 - Sun, Oct 4

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American Airlines flights from Key West to Caribbean

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

American Airlines

Jan 28

EYW4:24 pmKey West

6h 35m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Feb 4

SJU1:58 pmSan Juan Luis Munoz Marin Intl

8h 49m

1 stop

EYW9:47 pmKey West

$466

American Airlines

Jan 28

EYW7:08 amKey West

10h 14m

2 stops

SJU6:22 pmSan Juan Luis Munoz Marin Intl

Feb 4

SJU1:58 pmSan Juan Luis Munoz Marin Intl

8h 49m

1 stop

EYW9:47 pmKey West

$506

American Airlines

Dec 23

EYW10:15 amKey West

6h 26m

1 stop

NAS4:41 pmNassau Intl

Dec 28

NAS11:18 amNassau Intl

8h 03m

1 stop

EYW7:21 pmKey West

$580

United Airlines flights from Key West to Caribbean

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

United Airlines

Jan 29

EYW3:04 pmKey West

21h 11m

2 stops

SJU1:15 pmSan Juan Luis Munoz Marin Intl

Feb 4

SJU7:35 pmSan Juan Luis Munoz Marin Intl

20h 37m

2 stops

EYW3:12 pmKey West

$914

United Airlines

Sep 23

EYW2:20 pmKey West

23h 13m

1 stop

NAS1:33 pmNassau Intl

Sep 26

NAS2:35 pmNassau Intl

22h 54m

1 stop

EYW1:29 pmKey West

$960

United Airlines

Oct 23

EYW2:15 pmKey West

23h 30m

1 stop

SJU1:45 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU4:50 pmSan Juan Luis Munoz Marin Intl

21h 04m

2 stops

EYW1:54 pmKey West

$961

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

Thu 9/10

10:59 am-5:43 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Sun 9/13

2:57 am-10:19 am

1 stop7h 22m

$311

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Thu 9/10

10:59 am-5:43 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Mon 9/14

6:55 pm-9:24 am

2 stops38h 29m

$387

Quickest round-trip

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Fri 1/29

4:24 pm-11:59 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Thu 2/4

5:51 pm-11:56 pm

1 stop7h 05m

$466

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Thu 1/28

4:24 pm-11:59 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Thu 2/4

1:58 pm-9:47 pm

1 stop8h 49m

$466

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Thu 1/28

7:08 am-6:22 pm

2 stops10h 14m

San Juan Luis Munoz Marin Intl

Thu 2/4

1:58 pm-9:47 pm

1 stop8h 49m

$506

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Fri 1/29

7:08 am-6:22 pm

2 stops10h 14m

San Juan Luis Munoz Marin Intl

Thu 2/4

7:12 pm-11:56 pm

1 stop5h 44m

$506

Key WestNassau

EYW Key West - NAS Nassau Intl

EYWNAS

Key West

Sun 9/27

12:01 pm-8:30 am

1 stop20h 29m

Nassau Intl

Sun 10/4

10:20 am-12:19 pm

1 stop25h 59m

$510

Key WestNassau

EYW Key West - NAS Nassau Intl

EYWNAS

Key West

Wed 12/23

10:15 am-4:41 pm

1 stop6h 26m

Nassau Intl

Mon 12/28

11:18 am-7:21 pm

1 stop8h 03m

$580

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Thu 9/10

6:27 pm-9:24 am

2 stops14h 57m

San Juan Luis Munoz Marin Intl

Mon 9/14

6:00 am-5:55 pm

2 stops11h 55m

$626

Key WestNassau

EYW Key West - NAS Nassau Intl

EYWNAS

Key West

Sun 9/27

12:01 pm-8:30 am

1 stop20h 29m

Nassau Intl

Sun 10/4

7:15 am-10:04 am

2 stops26h 49m

$659

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	$139
Fastest flight time	2h 54m
Direct flights	None

The best one-way flight to Caribbean from Key West in the past 72 hours is $139. The best round-trip flight deal from Key West to Caribbean found on momondo in the last 72 hours is $311.

The fastest flight from Key West to Caribbean takes 2h 54m

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 August 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 7.1 12,027 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.