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

American Airlines and United Airlines are the most popular carriers 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 July 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.

$205 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.

1:11 pm - 12:56 am

EYW

SJU

11h 45m

1 stop

6:35 am - 12:31 pm

SJU

EYW

29h 56m

2 stops

$272Multiple Airlines

Fri, Aug 21 - Sun, Aug 23

1:11 pm - 12:56 am

EYW

SJU

11h 45m

1 stop

5:15 pm - 12:31 pm

SJU

EYW

19h 16m

1 stop

$284Multiple Airlines

Fri, Aug 21 - Sun, Aug 23

1:11 pm - 12:41 am

EYW

SJU

11h 30m

1 stop

5:22 pm - 12:34 pm

SJU

EYW

19h 12m

1 stop

$309Multiple Airlines

Mon, Aug 3 - Mon, Aug 10

11:46 am - 12:41 am

EYW

SJU

12h 55m

1 stop

5:45 pm - 11:25 am

SJU

EYW

41h 40m

2 stops

$341Multiple Airlines

Wed, Aug 5 - Tue, Aug 11

7:53 pm - 8:55 am

EYW

NAS

13h 02m

1 stop

9:55 am - 12:34 pm

NAS

EYW

26h 39m

1 stop

$375Breeze Airways

Thu, Aug 27 - Mon, Aug 31

1:49 pm - 9:55 pm

EYW

SJU

8h 06m

1 stop

7:24 pm - 12:55 pm

SJU

EYW

17h 31m

2 stops

$451American Airlines

Wed, Sep 2 - Sun, Sep 6

11:30 am - 1:17 pm

EYW

MHH

25h 47m

1 stop

1:30 pm - 7:39 pm

MHH

EYW

6h 09m

1 stop

$568American Airlines

Tue, Sep 1 - Sun, Sep 6

2:15 pm - 1:33 pm

EYW

NAS

23h 18m

1 stop

2:35 pm - 1:29 pm

NAS

EYW

22h 54m

1 stop

$893United Airlines

Tue, Sep 29 - Fri, Oct 2

2:15 pm - 7:00 pm

EYW

EIS

28h 45m

2 stops

9:45 am - 1:29 pm

EIS

EYW

27h 44m

2 stops

$1,295United Airlines

Sun, Aug 30 - Thu, Sep 3

6:15 pm - 2:30 pm

EYW

KIN

45h 15m

2 stops

3:30 pm - 1:00 pm

KIN

EYW

20h 30m

2 stops

$1,653WestJet

Wed, Aug 5 - Wed, Aug 12

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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

Sep 2

EYW1:49 pmKey West

8h 06m

1 stop

SJU9:55 pmSan Juan Luis Munoz Marin Intl

Sep 6

SJU7:24 pmSan Juan Luis Munoz Marin Intl

17h 31m

2 stops

EYW12:55 pmKey West

$451

American Airlines

Dec 4

EYW12:00 pmKey West

4h 52m

1 stop

SJU5:52 pmSan Juan Luis Munoz Marin Intl

Dec 12

SJU2:50 pmSan Juan Luis Munoz Marin Intl

5h 44m

1 stop

EYW7:34 pmKey West

$481

American Airlines

Sep 1

EYW11:30 amKey West

25h 47m

1 stop

MHH1:17 pmMarsh Harbour

Sep 6

MHH1:30 pmMarsh Harbour

6h 09m

1 stop

EYW7:39 pmKey West

$568

United Airlines flights from Key West to Caribbean

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

United Airlines

Dec 4

EYW2:30 pmKey West

9h 06m

1 stop

SJU12:36 amSan Juan Luis Munoz Marin Intl

Dec 12

SJU5:50 pmSan Juan Luis Munoz Marin Intl

20h 12m

2 stops

EYW1:02 pmKey West

$767

United Airlines

Dec 4

EYW4:05 pmKey West

18h 45m

2 stops

SJU11:50 amSan Juan Luis Munoz Marin Intl

Dec 12

SJU8:30 amSan Juan Luis Munoz Marin Intl

29h 32m

2 stops

EYW1:02 pmKey West

$839

United Airlines

Sep 29

EYW2:15 pmKey West

23h 18m

1 stop

NAS1:33 pmNassau Intl

Oct 2

NAS2:35 pmNassau Intl

22h 54m

1 stop

EYW1:29 pmKey West

$893

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Fri 8/21

1:11 pm-12:56 am

1 stop11h 45m

San Juan Luis Munoz Marin Intl

Sun 8/23

6:35 am-12:31 pm

2 stops29h 56m

$272

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Fri 8/21

1:11 pm-12:56 am

1 stop11h 45m

San Juan Luis Munoz Marin Intl

Sun 8/23

5:15 pm-12:31 pm

1 stop19h 16m

$284

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Mon 8/3

1:11 pm-12:41 am

1 stop11h 30m

San Juan Luis Munoz Marin Intl

Mon 8/10

5:22 pm-12:34 pm

1 stop19h 12m

$309

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 8/5

11:46 am-12:41 am

1 stop12h 55m

San Juan Luis Munoz Marin Intl

Tue 8/11

5:45 pm-11:25 am

2 stops41h 40m

$341

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 8/27

7:53 pm-8:55 am

1 stop13h 02m

Nassau Intl

Mon 8/31

9:55 am-12:34 pm

1 stop26h 39m

$375

Quickest round-trip

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 9/2

1:49 pm-9:55 pm

1 stop8h 06m

San Juan Luis Munoz Marin Intl

Sun 9/6

7:24 pm-12:55 pm

2 stops17h 31m

$451

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Tue 9/1

11:30 am-1:17 pm

1 stop25h 47m

Marsh Harbour

Sun 9/6

1:30 pm-7:39 pm

1 stop6h 09m

$568

Key WestNassau

EYW - NAS

EYWNAS

Key West

Tue 9/29

2:15 pm-1:33 pm

1 stop23h 18m

Nassau Intl

Fri 10/2

2:35 pm-1:29 pm

1 stop22h 54m

$893

Key WestRoad Town

EYW - EIS

EYWEIS

Key West

Sun 8/30

2:15 pm-7:00 pm

2 stops28h 45m

Road Town Beef Island

Thu 9/3

9:45 am-1:29 pm

2 stops27h 44m

$1,295

Key WestKingston

EYW - KIN

EYWKIN

Key West

Wed 8/5

6:15 pm-2:30 pm

2 stops45h 15m

Kingston Norman Manley

Wed 8/12

3:30 pm-1:00 pm

2 stops20h 30m

$1,653

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

Fastest flight time	5h 22m
Direct flights	None

The fastest flight from Key West to Caribbean takes 5h 22m

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 July 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 $390	Free Cancellation	Rating 7.1 11,781 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.