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

American Airlines, Spirit 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 March 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.

$211 Cheap Flights from Key West to Caribbean Islands in 2026

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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.

9:49 am - 7:52 am

EYW

SJU

22h 03m

1 stop

8:47 pm - 12:21 pm

SJU

EYW

15h 34m

1 stop

$303Multiple Airlines

Fri, Apr 3 - Mon, Apr 6

1:06 pm - 7:19 pm

EYW

SJU

30h 13m

2 stops

8:47 pm - 12:21 pm

SJU

EYW

15h 34m

1 stop

$315Multiple Airlines

Fri, Apr 3 - Mon, Apr 6

11:51 am - 9:59 pm

EYW

SJU

10h 08m

1 stop

8:47 pm - 10:21 am

SJU

EYW

13h 34m

1 stop

$321Multiple Airlines

Wed, Apr 1 - Sat, Apr 4

11:51 am - 12:02 am

EYW

SJU

12h 11m

1 stop

7:54 pm - 10:21 am

SJU

EYW

14h 27m

2 stops

$323Multiple Airlines

Wed, Apr 1 - Sat, Apr 4

9:46 am - 8:53 am

EYW

SJU

23h 07m

1 stop

4:35 pm - 12:21 pm

SJU

EYW

19h 46m

1 stop

$353Multiple Airlines

Thu, Apr 2 - Mon, Apr 6

11:01 am - 10:10 am

EYW

SJU

23h 09m

1 stop

7:54 pm - 1:37 pm

SJU

EYW

17h 43m

1 stop

$395Multiple Airlines

Sun, Apr 5 - Thu, Apr 9

12:25 pm - 11:58 pm

EYW

SJU

35h 33m

3 stops

7:54 pm - 11:30 am

SJU

EYW

15h 36m

1 stop

$423Spirit Airlines

Wed, Apr 1 - Sat, Apr 4

6:45 am - 12:20 pm

EYW

MHH

5h 35m

1 stop

1:00 pm - 10:58 pm

MHH

EYW

9h 58m

1 stop

$526American Airlines

Wed, May 6 - Wed, May 13

6:45 am - 12:20 pm

EYW

MHH

5h 35m

1 stop

10:10 am - 7:10 pm

MHH

EYW

9h 00m

1 stop

$532American Airlines

Tue, May 19 - Mon, May 25

4:47 pm - 1:54 pm

EYW

KIN

46h 07m

2 stops

2:59 pm - 3:07 pm

KIN

EYW

23h 08m

2 stops

$828United Airlines

Thu, May 14 - Sun, May 17

Spirit Airlines flights from Key West to Caribbean Islands

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

Spirit Airlines

Apr 1

EYW12:25 pmKey West

35h 33m

3 stops

SJU11:58 pmSan Juan Luis Munoz Marin Intl

Apr 4

SJU7:54 pmSan Juan Luis Munoz Marin Intl

15h 36m

1 stop

EYW11:30 amKey West

$423

Spirit Airlines

Apr 1

EYW12:25 pmKey West

20h 28m

2 stops

SJU8:53 amSan Juan Luis Munoz Marin Intl

Apr 4

SJU11:03 amSan Juan Luis Munoz Marin Intl

24h 27m

3 stops

EYW11:30 amKey West

$439

Spirit Airlines

Apr 1

EYW12:25 pmKey West

35h 33m

3 stops

SJU11:58 pmSan Juan Luis Munoz Marin Intl

Apr 4

SJU11:03 amSan Juan Luis Munoz Marin Intl

24h 27m

3 stops

EYW11:30 amKey West

$460

American Airlines flights from Key West to Caribbean Islands

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

American Airlines

Jun 20

EYW7:49 pmKey West

13h 50m

1 stop

SJU9:39 amSan Juan Luis Munoz Marin Intl

Jun 28

SJU10:29 amSan Juan Luis Munoz Marin Intl

8h 41m

1 stop

EYW7:10 pmKey West

$436

American Airlines

Sep 2

EYW4:51 pmKey West

16h 51m

2 stops

SJU9:42 amSan Juan Luis Munoz Marin Intl

Sep 6

SJU10:32 amSan Juan Luis Munoz Marin Intl

8h 07m

1 stop

EYW6:39 pmKey West

$441

American Airlines

Sep 2

EYW4:51 pmKey West

16h 51m

2 stops

SJU9:42 amSan Juan Luis Munoz Marin Intl

Sep 6

SJU6:00 amSan Juan Luis Munoz Marin Intl

6h 53m

1 stop

EYW12:53 pmKey West

$446

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

Fri 4/3

9:49 am-7:52 am

1 stop22h 03m

San Juan Luis Munoz Marin Intl

Mon 4/6

8:47 pm-12:21 pm

1 stop15h 34m

$303

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Fri 4/3

1:06 pm-7:19 pm

2 stops30h 13m

San Juan Luis Munoz Marin Intl

Mon 4/6

8:47 pm-12:21 pm

1 stop15h 34m

$315

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 4/1

11:51 am-9:59 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Sat 4/4

8:47 pm-10:21 am

1 stop13h 34m

$321

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 4/1

11:51 am-12:02 am

1 stop12h 11m

San Juan Luis Munoz Marin Intl

Sat 4/4

7:54 pm-10:21 am

2 stops14h 27m

$323

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 4/2

9:46 am-8:53 am

1 stop23h 07m

San Juan Luis Munoz Marin Intl

Mon 4/6

4:35 pm-12:21 pm

1 stop19h 46m

$353

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Sun 4/5

11:01 am-10:10 am

1 stop23h 09m

San Juan Luis Munoz Marin Intl

Thu 4/9

7:54 pm-1:37 pm

1 stop17h 43m

$395

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 4/1

12:25 pm-11:58 pm

3 stops35h 33m

San Juan Luis Munoz Marin Intl

Sat 4/4

7:54 pm-11:30 am

1 stop15h 36m

$423

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Wed 5/6

6:45 am-12:20 pm

1 stop5h 35m

Marsh Harbour

Wed 5/13

1:00 pm-10:58 pm

1 stop9h 58m

$526

Quickest round-trip

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Tue 5/19

6:45 am-12:20 pm

1 stop5h 35m

Marsh Harbour

Mon 5/25

10:10 am-7:10 pm

1 stop9h 00m

$532

Key WestKingston

EYW - KIN

EYWKIN

Key West

Thu 5/14

4:47 pm-1:54 pm

2 stops46h 07m

Kingston Norman Manley

Sun 5/17

2:59 pm-3:07 pm

2 stops23h 08m

$828

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 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	4h 20m
Direct flights	None

The fastest flight from Key West to Caribbean Islands takes 4h 20m

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

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 March 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 A319, representing 19.41% of all bookings. The subsequent popular models are Airbus A220-300 at 19.25%, Embraer 175 at 12.56%, and Embraer 170 at 10.60%.

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 11,487 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.