Cheap flights from Key West to Caribbean from $259

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Key West to Caribbean departing on 7/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:22 pm - 10:10 am
EYW
-
SJU
17h 48m
1 stop
Multiple Airlines Logo
12:57 pm - 9:09 am
SJU
-
EYW
20h 12m
2 stops
$311Multiple Airlines
Sun, Apr 12 - Thu, Apr 16
Multiple Airlines Logo
1:14 pm - 11:58 pm
EYW
-
SJU
10h 44m
1 stop
Multiple Airlines Logo
5:15 pm - 11:25 am
SJU
-
EYW
18h 10m
2 stops
$324Multiple Airlines
Tue, Jun 2 - Sat, Jun 6
Multiple Airlines Logo
1:14 pm - 11:58 pm
EYW
-
SJU
10h 44m
1 stop
Multiple Airlines Logo
9:00 am - 12:31 pm
SJU
-
EYW
27h 31m
2 stops
$330Multiple Airlines
Tue, Jun 2 - Sun, Jun 7
Multiple Airlines Logo
4:22 pm - 10:10 am
EYW
-
SJU
17h 48m
1 stop
Multiple Airlines Logo
12:57 pm - 1:35 pm
SJU
-
EYW
24h 38m
1 stop
$331Multiple Airlines
Sun, Apr 12 - Thu, Apr 16
American Airlines Logo
11:28 am - 2:59 pm
EYW
-
MHH
3h 31m
1 stop
American Airlines Logo
10:10 am - 7:10 pm
MHH
-
EYW
9h 00m
1 stop
$507American Airlines
Sun, Jun 14 - Fri, Jun 19
American Airlines Logo
6:45 am - 12:20 pm
EYW
-
MHH
5h 35m
1 stop
American Airlines Logo
1:00 pm - 10:58 pm
MHH
-
EYW
9h 58m
1 stop
$521American Airlines
Tue, May 12 - Tue, May 19
American Airlines Logo
11:28 am - 5:50 pm
EYW
-
NAS
6h 22m
1 stop
American Airlines Logo
8:00 am - 7:10 pm
NAS
-
EYW
11h 10m
1 stop
$536American Airlines
Tue, May 26 - Fri, May 29
American Airlines Logo
6:45 am - 1:20 pm
EYW
-
MHH
6h 35m
1 stop
American Airlines Logo
2:00 pm - 10:58 pm
MHH
-
EYW
8h 58m
1 stop
$540American Airlines
Wed, May 6 - Tue, May 12
United Airlines Logo
3:52 pm - 4:15 pm
EYW
-
EIS
48h 23m
2 stops
United Airlines Logo
11:21 am - 3:57 pm
EIS
-
EYW
28h 36m
2 stops
$1,349United Airlines
Sun, Apr 12 - Thu, Apr 16
United Airlines Logo
3:52 pm - 6:30 pm
EYW
-
EIS
26h 38m
2 stops
United Airlines Logo
11:21 am - 3:57 pm
EIS
-
EYW
28h 36m
2 stops
$1,744United Airlines
Sun, Apr 12 - Thu, Apr 16

American Airlines flights from Key West to Caribbean

Our best American Airlines deals on Key West to Caribbean flight tickets
American Airlines
Jun 11
EYW11:28 amKey West
10h 31m
1 stop
SJU9:59 pmSan Juan Luis Munoz Marin Intl
Jun 14
SJU11:55 amSan Juan Luis Munoz Marin Intl
7h 15m
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
SJU12:00 pmSan Juan Luis Munoz Marin Intl
6h 39m
1 stop
EYW6:39 pmKey West
$441
American Airlines
Apr 29
EYW6:45 amKey West
4h 08m
1 stop
SJU10:53 amSan Juan Luis Munoz Marin Intl
May 6
SJU11:43 amSan Juan Luis Munoz Marin Intl
11h 15m
1 stop
EYW10:58 pmKey West
$456

Spirit Airlines flights from Key West to Caribbean

Our best Spirit Airlines deals on Key West to Caribbean flight tickets
Spirit Airlines
Apr 12
EYW12:25 pmKey West
6h 30m
1 stop
SJU6:55 pmSan Juan Luis Munoz Marin Intl
Apr 16
SJU7:00 amSan Juan Luis Munoz Marin Intl
30h 35m
3 stops
EYW1:35 pmKey West
$403
Spirit Airlines
Apr 12
EYW12:25 pmKey West
20h 28m
2 stops
SJU8:53 amSan Juan Luis Munoz Marin Intl
Apr 16
SJU7:00 amSan Juan Luis Munoz Marin Intl
30h 35m
3 stops
EYW1:35 pmKey West
$481
Spirit Airlines
Apr 12
EYW12:25 pmKey West
31h 25m
3 stops
SJU7:50 pmSan Juan Luis Munoz Marin Intl
Apr 16
SJU7:00 amSan Juan Luis Munoz Marin Intl
30h 35m
3 stops
EYW1:35 pmKey West
$559

momondo Fare Finder

 
Customize your flight search to find flights from Key West to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 2, 2026.
Use the filters below to find and compare flights from Key West to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Sun 4/12

4:22 pm-10:10 am

1 stop17h 48m

San Juan Luis Munoz Marin Intl

Thu 4/16

12:57 pm-9:09 am

2 stops20h 12m

$311

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Tue 6/2

1:14 pm-11:58 pm

1 stop10h 44m

San Juan Luis Munoz Marin Intl

Sat 6/6

5:15 pm-11:25 am

2 stops18h 10m

$324

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Tue 6/2

1:14 pm-11:58 pm

1 stop10h 44m

San Juan Luis Munoz Marin Intl

Sun 6/7

9:00 am-12:31 pm

2 stops27h 31m

$330

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Sun 4/12

4:22 pm-10:10 am

1 stop17h 48m

San Juan Luis Munoz Marin Intl

Thu 4/16

12:57 pm-1:35 pm

1 stop24h 38m

$331
Quickest round-trip

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Sun 6/14

11:28 am-2:59 pm

1 stop3h 31m

Marsh Harbour

Fri 6/19

10:10 am-7:10 pm

1 stop9h 00m

$507

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Tue 5/12

6:45 am-12:20 pm

1 stop5h 35m

Marsh Harbour

Tue 5/19

1:00 pm-10:58 pm

1 stop9h 58m

$521

Key WestNassau

EYW - NAS

EYWNAS

Key West

Tue 5/26

11:28 am-5:50 pm

1 stop6h 22m

Nassau Intl

Fri 5/29

8:00 am-7:10 pm

1 stop11h 10m

$536

Key WestMarsh Harbour

EYW - MHH

EYWMHH

Key West

Wed 5/6

6:45 am-1:20 pm

1 stop6h 35m

Marsh Harbour

Tue 5/12

2:00 pm-10:58 pm

1 stop8h 58m

$540

Key WestRoad Town

EYW - EIS

EYWEIS

Key West

Sun 4/12

3:52 pm-4:15 pm

2 stops48h 23m

Road Town Beef Island

Thu 4/16

11:21 am-3:57 pm

2 stops28h 36m

$1,349

Key WestRoad Town

EYW - EIS

EYWEIS

Key West

Sun 4/12

3:52 pm-6:30 pm

2 stops26h 38m

Road Town Beef Island

Thu 4/16

11:21 am-3:57 pm

2 stops28h 36m

$1,744

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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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

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

American Airlines is the most popular carrier operating from Key West to Caribbean

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

2h 57m

Direct flights

None
The fastest flight from Key West to Caribbean takes 2h 57m
There are no direct flights from Key West to Caribbean. There are no popular flight routes from Key West to Caribbean.

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?

  • 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 AirlinesPriceFrom $390Free CancellationRating
7.1
11,550 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.

An easier way to manage your Caribbean trip

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1 adult
Sat 5/2
Sat 5/9

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