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

Breeze Airways, American Airlines, and United Airlines are the most popular carriers operating from Key West to Caribbean Islands

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

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

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

There is 1 operator available for flights from Key West Airport to Caribbean Islands as of June 2026.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Key West Airport to Caribbean Islands.

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

The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$200 Cheap Flights from Key West to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Key West to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:04 am - 12:41 am

EYW

SJU

13h 37m

1 stop

5:22 pm - 1:54 pm

SJU

EYW

20h 32m

1 stop

$330Multiple Airlines

Thu, Jul 16 - Fri, Jul 31

11:04 am - 12:41 am

EYW

SJU

13h 37m

1 stop

3:36 pm - 12:31 pm

SJU

EYW

20h 55m

2 stops

$378Multiple Airlines

Thu, Jul 16 - Sun, Jul 19

8:48 pm - 12:23 am

EYW

SJU

27h 35m

2 stops

5:22 pm - 1:54 pm

SJU

EYW

20h 32m

1 stop

$387Multiple Airlines

Thu, Jul 16 - Fri, Jul 31

1:11 pm - 12:41 am

EYW

SJU

11h 30m

1 stop

6:44 am - 9:41 am

SJU

EYW

26h 57m

2 stops

$394Multiple Airlines

Fri, Jul 10 - Thu, Jul 16

7:53 pm - 8:55 am

EYW

NAS

13h 02m

1 stop

9:55 am - 12:34 pm

NAS

EYW

26h 39m

1 stop

$426Breeze Airways

Thu, Jul 9 - Mon, Jul 13

7:53 pm - 8:55 am

EYW

NAS

13h 02m

1 stop

9:55 am - 12:34 pm

NAS

EYW

26h 39m

1 stop

$437Breeze Airways

Thu, Jul 9 - Mon, Jul 13

12:00 pm - 2:48 pm

EYW

MHH

2h 48m

1 stop

3:28 pm - 7:29 pm

MHH

EYW

4h 01m

1 stop

$534American Airlines

Fri, Nov 6 - Fri, Nov 13

8:00 pm - 2:48 pm

EYW

MHH

18h 48m

1 stop

11:56 am - 4:39 pm

MHH

EYW

4h 43m

1 stop

$545American Airlines

Mon, Nov 9 - Mon, Nov 16

2:15 pm - 1:54 pm

EYW

KIN

24h 39m

2 stops

2:57 pm - 1:29 pm

KIN

EYW

21h 32m

2 stops

$1,182United Airlines

Tue, Sep 1 - Sat, Sep 5

2:20 pm - 1:54 pm

EYW

KIN

24h 34m

2 stops

2:57 pm - 1:29 pm

KIN

EYW

21h 32m

2 stops

$1,192United Airlines

Tue, Sep 1 - Sat, Sep 5

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United Airlines flights from Key West to Caribbean Islands

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

United Airlines

Sep 1

EYW2:15 pmKey West

9h 35m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Sep 5

SJU6:45 pmSan Juan Luis Munoz Marin Intl

18h 44m

1 stop

EYW1:29 pmKey West

$853

United Airlines

Sep 1

EYW2:20 pmKey West

9h 30m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Sep 5

SJU6:45 pmSan Juan Luis Munoz Marin Intl

18h 44m

1 stop

EYW1:29 pmKey West

$863

United Airlines

Aug 28

EYW2:20 pmKey West

9h 30m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Aug 30

SJU1:00 amSan Juan Luis Munoz Marin Intl

12h 29m

1 stop

EYW1:29 pmKey West

$872

American Airlines flights from Key West to Caribbean Islands

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

American Airlines

Sep 2

EYW1:50 pmKey West

10h 09m

1 stop

SJU11:59 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

Nov 6

EYW12:00 pmKey West

2h 48m

1 stop

MHH2:48 pmMarsh Harbour

Nov 13

MHH3:28 pmMarsh Harbour

4h 01m

1 stop

EYW7:29 pmKey West

$534

American Airlines

Nov 9

EYW8:00 pmKey West

18h 48m

1 stop

MHH2:48 pmMarsh Harbour

Nov 16

MHH11:56 amMarsh Harbour

4h 43m

1 stop

EYW4:39 pmKey West

$545

momondo Fare Finder

Use the filters below to find and compare flights from Key West to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 7/16

11:04 am-12:41 am

1 stop13h 37m

San Juan Luis Munoz Marin Intl

Fri 7/31

5:22 pm-1:54 pm

1 stop20h 32m

$330

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 7/16

11:04 am-12:41 am

1 stop13h 37m

San Juan Luis Munoz Marin Intl

Sun 7/19

3:36 pm-12:31 pm

2 stops20h 55m

$378

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 7/16

8:48 pm-12:23 am

2 stops27h 35m

San Juan Luis Munoz Marin Intl

Fri 7/31

5:22 pm-1:54 pm

1 stop20h 32m

$387

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Fri 7/10

1:11 pm-12:41 am

1 stop11h 30m

San Juan Luis Munoz Marin Intl

Thu 7/16

6:44 am-9:41 am

2 stops26h 57m

$394

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 7/9

7:53 pm-8:55 am

1 stop13h 02m

Nassau Intl

Mon 7/13

9:55 am-12:34 pm

1 stop26h 39m

$426

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 7/9

7:53 pm-8:55 am

1 stop13h 02m

Nassau Intl

Mon 7/13

9:55 am-12:34 pm

1 stop26h 39m

$437

Quickest round-trip

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Fri 11/6

12:00 pm-2:48 pm

1 stop2h 48m

Marsh Harbour

Fri 11/13

3:28 pm-7:29 pm

1 stop4h 01m

$534

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Mon 11/9

8:00 pm-2:48 pm

1 stop18h 48m

Marsh Harbour

Mon 11/16

11:56 am-4:39 pm

1 stop4h 43m

$545

Key WestKingston

EYW - KIN

EYWKIN

Key West

Tue 9/1

2:15 pm-1:54 pm

2 stops24h 39m

Kingston Norman Manley

Sat 9/5

2:57 pm-1:29 pm

2 stops21h 32m

$1,182

Key WestKingston

EYW - KIN

EYWKIN

Key West

Tue 9/1

2:20 pm-1:54 pm

2 stops24h 34m

Kingston Norman Manley

Sat 9/5

2:57 pm-1:29 pm

2 stops21h 32m

$1,192

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first

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

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 Islands flights?

No. A direct flight is the cheapest option for a flight between Key West to Caribbean Islands.

Cheap Key West to Caribbean Islands flight deals and tips

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

Fastest flight time	2h 48m
Direct flights	None

The fastest flight from Key West to Caribbean Islands takes 2h 48m

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

Search flight deals

Frequently asked questions about flying from Key West to Caribbean Islands

When did momondo last update prices for flights from Key West Airport to Caribbean Islands?
Prices for flights from Key West Airport to Caribbean Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Key West Airport to Caribbean Islands?
There is 1 operator available for flights from Key West Airport to Caribbean Islands as of June 2026.
How old do you have to be to fly from Key West Airport to Caribbean Islands?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Key West Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Key West to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Key West to Caribbean Islands is Airbus A220-300, representing 19.69% of all bookings. The subsequent popular models are Airbus A319 at 17.51%, Embraer 170 at 11.38%, and Boeing 737-700 at 9.63%.

Best airlines flying from Key West to Caribbean Islands

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

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $390	Free Cancellation	Rating 7.1 11,715 reviews		Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Key West to Caribbean Islands 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 Islands that suits you.

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

All flight searches from Key West to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Key West to Caribbean Islands 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 Islands right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Caribbean Islands, momondo offers a useful price alert feature which will track prices for flights to Caribbean Islands from Key West and alert you when they change.