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 August 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.

$168 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

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:59 pm - 11:58 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

10h 59m1 stop Tampa

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

7h 22m1 stop Orlando

$267Multiple Airlines

Fri, Sep 25 - Sat, Sep 26

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

6h 44m1 stop Orlando

7:00 am - 12:19 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

29h 19m2 stops Fort Lauderdale Tampa

$294Multiple Airlines

Fri, Sep 25 - Sun, Sep 27

3:03 pm - 12:38 amEYW Key West-SJU San Juan Luis Munoz Marin Intl

32h 35m2 stops Asheville Regional Fort Lauderdale

2:36 pm - 10:19 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

20h 43m1 stop Orlando

$410Multiple Airlines

Sun, Nov 15 - Sat, Nov 21

8:54 pm - 8:58 amEYW Key West-SJU San Juan Luis Munoz Marin Intl

11h 04m1 stop Orlando Sanford Intl

3:38 am - 10:19 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

7h 41m1 stop Orlando

$450Multiple Airlines

Sun, Nov 15 - Sat, Nov 21

10:59 am - 8:58 amEYW Key West-SJU San Juan Luis Munoz Marin Intl

20h 59m1 stop Orlando

2:36 pm - 10:19 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

20h 43m1 stop Orlando

$463Multiple Airlines

Sun, Nov 15 - Sat, Nov 21

7:57 pm - 10:44 amEYW Key West-SJU San Juan Luis Munoz Marin Intl

13h 47m1 stop Miami

10:32 am - 7:27 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

9h 55m1 stop Miami

$466American Airlines

Sun, Nov 15 - Sun, Nov 22

7:57 pm - 10:44 amEYW Key West-SJU San Juan Luis Munoz Marin Intl

13h 47m1 stop Miami

10:32 am - 7:27 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

9h 55m1 stop Miami

$466American Airlines

Sun, Nov 15 - Sun, Nov 22

10:18 am - 9:30 pmEYW Key West-SJU San Juan Luis Munoz Marin Intl

10h 12m1 stop Miami

10:32 am - 7:27 pmSJU San Juan Luis Munoz Marin Intl-EYW Key West

9h 55m1 stop Miami

$466American Airlines

Mon, Nov 16 - Sun, Nov 22

8:54 pm - 8:58 amEYW Key West-SJU San Juan Luis Munoz Marin Intl

11h 04m1 stop Orlando Sanford Intl

7:00 am - 9:05 amSJU San Juan Luis Munoz Marin Intl-EYW Key West

27h 05m2 stops Baltimore/Washington Knoxville McGhee Tyson

$485Multiple Airlines

Sun, Nov 15 - Sun, Nov 22

7:40 am - 1:53 pmEYW Key West-NAS Nassau Intl

6h 13m1 stop Atlanta Hartsfield-Jackson

1:16 pm - 8:00 pmNAS Nassau Intl-EYW Key West

6h 44m1 stop Atlanta Hartsfield-Jackson

$487Delta

Thu, Sep 10 - Mon, Sep 14

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American Airlines flights from Key West to Caribbean Islands

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

American Airlines

Nov 15

EYW7:57 pmKey West

13h 47m

1 stop

SJU10:44 amSan Juan Luis Munoz Marin Intl

Nov 22

SJU10:32 amSan Juan Luis Munoz Marin Intl

9h 55m

1 stop

EYW7:27 pmKey West

$466

American Airlines

Nov 16

EYW6:26 pmKey West

15h 18m

2 stops

SJU10:44 amSan Juan Luis Munoz Marin Intl

Nov 22

SJU10:32 amSan Juan Luis Munoz Marin Intl

9h 55m

1 stop

EYW7:27 pmKey West

$506

American Airlines

Sep 25

EYW3:30 pmKey West

17h 54m

2 stops

SJU9:24 amSan Juan Luis Munoz Marin Intl

Sep 27

SJU6:00 amSan Juan Luis Munoz Marin Intl

12h 52m

2 stops

EYW6:52 pmKey West

$541

United Airlines flights from Key West to Caribbean Islands

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

United Airlines

Oct 25

EYW2:50 pmKey West

8h 46m

1 stop

SJU11:36 pmSan Juan Luis Munoz Marin Intl

Oct 29

SJU7:25 amSan Juan Luis Munoz Marin Intl

32h 04m

1 stop

EYW3:29 pmKey West

$880

United Airlines

Sep 17

EYW2:20 pmKey West

9h 30m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Sep 19

SJU1:00 amSan Juan Luis Munoz Marin Intl

12h 29m

1 stop

EYW1:29 pmKey West

$895

United Airlines

Oct 2

EYW2:15 pmKey West

23h 18m

1 stop

NAS1:33 pmNassau Intl

Oct 5

NAS2:35 pmNassau Intl

22h 54m

1 stop

EYW1:29 pmKey West

$919

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 Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Fri 9/25

12:59 pm-11:58 pm

1 stop10h 59m

San Juan Luis Munoz Marin Intl

Sat 9/26

2:57 am-10:19 am

1 stop7h 22m

$267

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Fri 9/25

10:59 am-5:43 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Sun 9/27

7:00 am-12:19 pm

2 stops29h 19m

$294

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Sun 11/15

3:03 pm-12:38 am

2 stops32h 35m

San Juan Luis Munoz Marin Intl

Sat 11/21

2:36 pm-10:19 am

1 stop20h 43m

$410

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Sun 11/15

8:54 pm-8:58 am

1 stop11h 04m

San Juan Luis Munoz Marin Intl

Sat 11/21

3:38 am-10:19 am

1 stop7h 41m

$450

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Sun 11/15

10:59 am-8:58 am

1 stop20h 59m

San Juan Luis Munoz Marin Intl

Sat 11/21

2:36 pm-10:19 am

1 stop20h 43m

$463

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Sun 11/15

7:57 pm-10:44 am

1 stop13h 47m

San Juan Luis Munoz Marin Intl

Sun 11/22

10:32 am-7:27 pm

1 stop9h 55m

$466

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Sun 11/15

7:57 pm-10:44 am

1 stop13h 47m

San Juan Luis Munoz Marin Intl

Sun 11/22

10:32 am-7:27 pm

1 stop9h 55m

$466

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Mon 11/16

10:18 am-9:30 pm

1 stop10h 12m

San Juan Luis Munoz Marin Intl

Sun 11/22

10:32 am-7:27 pm

1 stop9h 55m

$466

Key WestSan Juan

EYW Key West - SJU San Juan Luis Munoz Marin Intl

EYWSJU

Key West

Sun 11/15

8:54 pm-8:58 am

1 stop11h 04m

San Juan Luis Munoz Marin Intl

Sun 11/22

7:00 am-9:05 am

2 stops27h 05m

$485

Quickest round-trip

Key WestNassau

EYW Key West - NAS Nassau Intl

EYWNAS

Key West

Thu 9/10

7:40 am-1:53 pm

1 stop6h 13m

Nassau Intl

Mon 9/14

1:16 pm-8:00 pm

1 stop6h 44m

$487

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 54m
Direct flights	None

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

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 August 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 20.33% of all bookings. The subsequent popular models are Airbus A220-300 at 18.91%, Airbus A320-100/200 at 12.53%, and Boeing 737-700 at 9.69%.

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 $415	Free Cancellation	Rating 7.1 11,899 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.