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

American Airlines is the most popular carrier 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 May 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.

$171 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.

12:07 pm - 1:15 pm

EYW

SJU

25h 08m

1 stop

6:30 am - 12:34 pm

SJU

EYW

30h 04m

2 stops

$438Multiple Airlines

Mon, Jun 1 - Mon, Jun 8

1:49 pm - 6:24 pm

EYW

SJU

4h 35m

1 stop

6:00 am - 7:39 pm

SJU

EYW

13h 39m

1 stop

$441American Airlines

Wed, Sep 2 - Sun, Sep 6

12:07 pm - 1:15 pm

EYW

SJU

25h 08m

1 stop

4:46 pm - 12:34 pm

SJU

EYW

19h 48m

1 stop

$525Multiple Airlines

Mon, Jun 1 - Mon, Jun 8

11:30 am - 4:03 pm

EYW

SJU

4h 33m

1 stop

6:00 am - 4:11 pm

SJU

EYW

10h 11m

2 stops

$551American Airlines

Wed, Sep 2 - Sun, Sep 6

4:53 pm - 10:48 am

EYW

SJU

17h 55m

1 stop

3:44 pm - 10:58 pm

SJU

EYW

7h 14m

1 stop

$596American Airlines

Sat, May 16 - Wed, May 20

1:39 pm - 5:50 pm

EYW

NAS

4h 11m

1 stop

10:17 am - 7:10 pm

NAS

EYW

8h 53m

1 stop

$596American Airlines

Mon, Jun 15 - Fri, Jun 19

4:00 pm - 2:57 pm

EYW

NAS

22h 57m

1 stop

12:35 pm - 1:30 pm

NAS

EYW

24h 55m

1 stop

$788United Airlines

Mon, Aug 3 - Thu, Aug 6

2:49 pm - 11:50 pm

EYW

SJU

9h 01m

1 stop

7:00 am - 4:02 pm

SJU

EYW

9h 02m

1 stop

$811United Airlines

Fri, May 15 - Tue, May 19

11:56 am - 2:30 pm

EYW

KIN

27h 34m

2 stops

3:30 pm - 7:51 pm

KIN

EYW

27h 21m

2 stops

$1,612WestJet

Mon, Jul 13 - Wed, Jul 15

11:56 am - 2:30 pm

EYW

KIN

27h 34m

2 stops

3:30 pm - 5:23 pm

KIN

EYW

24h 53m

2 stops

$1,616WestJet

Mon, Jul 13 - Wed, Jul 15

United Airlines flights from Key West to Caribbean Islands

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

United Airlines

Aug 3

EYW4:00 pmKey West

22h 57m

1 stop

NAS2:57 pmNassau Intl

Aug 6

NAS12:35 pmNassau Intl

24h 55m

1 stop

EYW1:30 pmKey West

$788

United Airlines

May 14

EYW2:49 pmKey West

30h 35m

2 stops

SJU9:24 pmSan Juan Luis Munoz Marin Intl

May 18

SJU7:20 amSan Juan Luis Munoz Marin Intl

30h 25m

2 stops

EYW1:45 pmKey West

$906

United Airlines

May 28

EYW2:26 pmKey West

9h 24m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Jun 1

SJU6:45 pmSan Juan Luis Munoz Marin Intl

18h 45m

1 stop

EYW1:30 pmKey West

$939

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

EYW1:49 pmKey West

4h 35m

1 stop

SJU6:24 pmSan Juan Luis Munoz Marin Intl

Sep 6

SJU6:00 amSan Juan Luis Munoz Marin Intl

13h 39m

1 stop

EYW7:39 pmKey West

$441

American Airlines

Sep 2

EYW11:30 amKey West

4h 33m

1 stop

SJU4:03 pmSan Juan Luis Munoz Marin Intl

Sep 6

SJU6:00 amSan Juan Luis Munoz Marin Intl

10h 11m

2 stops

EYW4:11 pmKey West

$551

American Airlines

May 16

EYW4:53 pmKey West

17h 55m

1 stop

SJU10:48 amSan Juan Luis Munoz Marin Intl

May 20

SJU3:44 pmSan Juan Luis Munoz Marin Intl

7h 14m

1 stop

EYW10:58 pmKey West

$596

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Mon 6/1

12:07 pm-1:15 pm

1 stop25h 08m

San Juan Luis Munoz Marin Intl

Mon 6/8

6:30 am-12:34 pm

2 stops30h 04m

$438

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 9/2

1:49 pm-6:24 pm

1 stop4h 35m

San Juan Luis Munoz Marin Intl

Sun 9/6

6:00 am-7:39 pm

1 stop13h 39m

$441

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Mon 6/1

12:07 pm-1:15 pm

1 stop25h 08m

San Juan Luis Munoz Marin Intl

Mon 6/8

4:46 pm-12:34 pm

1 stop19h 48m

$525

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 9/2

11:30 am-4:03 pm

1 stop4h 33m

San Juan Luis Munoz Marin Intl

Sun 9/6

6:00 am-4:11 pm

2 stops10h 11m

$551

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Sat 5/16

4:53 pm-10:48 am

1 stop17h 55m

San Juan Luis Munoz Marin Intl

Wed 5/20

3:44 pm-10:58 pm

1 stop7h 14m

$596

Quickest round-trip

Key WestNassau

EYW - NAS

EYWNAS

Key West

Mon 6/15

1:39 pm-5:50 pm

1 stop4h 11m

Nassau Intl

Fri 6/19

10:17 am-7:10 pm

1 stop8h 53m

$596

Key WestNassau

EYW - NAS

EYWNAS

Key West

Mon 8/3

4:00 pm-2:57 pm

1 stop22h 57m

Nassau Intl

Thu 8/6

12:35 pm-1:30 pm

1 stop24h 55m

$788

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Fri 5/15

2:49 pm-11:50 pm

1 stop9h 01m

San Juan Luis Munoz Marin Intl

Tue 5/19

7:00 am-4:02 pm

1 stop9h 02m

$811

Key WestKingston

EYW - KIN

EYWKIN

Key West

Mon 7/13

11:56 am-2:30 pm

2 stops27h 34m

Kingston Norman Manley

Wed 7/15

3:30 pm-7:51 pm

2 stops27h 21m

$1,612

Key WestKingston

EYW - KIN

EYWKIN

Key West

Mon 7/13

11:56 am-2:30 pm

2 stops27h 34m

Kingston Norman Manley

Wed 7/15

3:30 pm-5:23 pm

2 stops24h 53m

$1,616

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 57m
Direct flights	None

The fastest flight from Key West to Caribbean Islands takes 2h 57m

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 May 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 20.19% of all bookings. The subsequent popular models are Airbus A319 at 18.11%, Embraer 175 at 10.38%, and Embraer 170 at 10.38%.

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 11,667 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.