Cheap flights from Key West to Caribbean from $147

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 3/2. 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
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
12:15 pm - 12:33 pm
EYW
-
SJU
24h 18m
1 stop
Multiple Airlines Logo
9:49 pm - 1:30 pm
SJU
-
EYW
15h 41m
1 stop
$268Multiple Airlines
Thu, May 7 - Sun, May 10
Multiple Airlines Logo
12:15 pm - 8:44 pm
EYW
-
SJU
8h 29m
1 stop
Multiple Airlines Logo
6:00 am - 1:30 pm
SJU
-
EYW
7h 30m
1 stop
$290Multiple Airlines
Thu, May 7 - Fri, May 8
Multiple Airlines Logo
12:15 pm - 8:44 pm
EYW
-
SJU
8h 29m
1 stop
Multiple Airlines Logo
7:05 pm - 11:25 am
SJU
-
EYW
16h 20m
1 stop
$309Multiple Airlines
Thu, May 7 - Sat, May 9
American Airlines Logo
6:45 am - 4:34 pm
EYW
-
NAS
9h 49m
1 stop
American Airlines Logo
8:18 am - 4:30 pm
NAS
-
EYW
8h 12m
1 stop
$521American Airlines
Fri, Apr 24 - Wed, Apr 29
American Airlines Logo
4:20 pm - 9:29 am
EYW
-
NAS
17h 09m
2 stops
American Airlines Logo
2:33 pm - 10:58 pm
NAS
-
EYW
8h 25m
2 stops
$635American Airlines
Fri, Apr 24 - Wed, Apr 29
American Airlines Logo
3:51 pm - 8:08 pm
EYW
-
KIN
4h 17m
1 stop
American Airlines Logo
7:32 am - 1:15 pm
KIN
-
EYW
5h 43m
1 stop
$764American Airlines
Wed, Feb 18 - Tue, Feb 24
American Airlines Logo
3:56 pm - 9:03 pm
EYW
-
EIS
5h 07m
1 stop
American Airlines Logo
11:32 am - 7:12 pm
EIS
-
EYW
7h 40m
1 stop
$849American Airlines
Mon, Mar 23 - Mon, Mar 30
United Airlines Logo
6:35 pm - 1:53 pm
EYW
-
KIN
19h 18m
2 stops
United Airlines Logo
3:00 pm - 4:07 pm
KIN
-
EYW
25h 07m
2 stops
$975United Airlines
Wed, Feb 18 - Tue, Feb 24
United Airlines Logo
4:05 pm - 1:54 pm
EYW
-
KIN
46h 49m
2 stops
United Airlines Logo
2:59 pm - 3:15 pm
KIN
-
EYW
47h 16m
2 stops
$4,826United Airlines
Sun, May 31 - Wed, Jun 3
United Airlines Logo
4:05 pm - 1:54 pm
EYW
-
KIN
46h 49m
2 stops
United Airlines Logo
2:59 pm - 3:15 pm
KIN
-
EYW
47h 16m
2 stops
$5,097United Airlines
Sun, May 31 - Wed, Jun 3

Delta flights from Key West to Caribbean

Our best Delta deals on Key West to Caribbean flight tickets
Delta
May 5
EYW7:33 amKey West
8h 50m
1 stop
SJU4:23 pmSan Juan Luis Munoz Marin Intl
May 10
SJU12:50 pmSan Juan Luis Munoz Marin Intl
6h 59m
1 stop
EYW7:49 pmKey West
$571
Delta
Feb 14
EYW11:59 amKey West
10h 59m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Feb 22
SJU6:15 amSan Juan Luis Munoz Marin Intl
11h 46m
1 stop
EYW5:01 pmKey West
$616

American Airlines flights from Key West to Caribbean

Our best American Airlines deals on Key West to Caribbean flight tickets
American Airlines
Feb 27
EYW1:55 pmKey West
8h 39m
1 stop
SJU11:34 pmSan Juan Luis Munoz Marin Intl
Mar 6
SJU2:23 pmSan Juan Luis Munoz Marin Intl
5h 52m
1 stop
EYW7:15 pmKey West
$446
American Airlines
Feb 21
EYW4:40 pmKey West
18h 00m
1 stop
SJU11:40 amSan Juan Luis Munoz Marin Intl
Mar 7
SJU8:00 amSan Juan Luis Munoz Marin Intl
9h 49m
1 stop
EYW4:49 pmKey West
$511
American Airlines
Apr 24
EYW6:45 amKey West
4h 14m
1 stop
NAS10:59 amNassau Intl
Apr 29
NAS8:18 amNassau Intl
8h 12m
1 stop
EYW4:30 pmKey West
$521

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 February 8, 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

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 5/7

12:15 pm-12:33 pm

1 stop24h 18m

San Juan Luis Munoz Marin Intl

Sun 5/10

9:49 pm-1:30 pm

1 stop15h 41m

$268

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 5/7

12:15 pm-8:44 pm

1 stop8h 29m

San Juan Luis Munoz Marin Intl

Fri 5/8

6:00 am-1:30 pm

1 stop7h 30m

$290

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 5/7

12:15 pm-8:44 pm

1 stop8h 29m

San Juan Luis Munoz Marin Intl

Sat 5/9

7:05 pm-11:25 am

1 stop16h 20m

$309

Key WestNassau

EYW - NAS

EYWNAS

Key West

Fri 4/24

6:45 am-4:34 pm

1 stop9h 49m

Nassau Intl

Wed 4/29

8:18 am-4:30 pm

1 stop8h 12m

$521

Key WestNassau

EYW - NAS

EYWNAS

Key West

Fri 4/24

4:20 pm-9:29 am

2 stops17h 09m

Nassau Intl

Wed 4/29

2:33 pm-10:58 pm

2 stops8h 25m

$635

Key WestKingston

EYW - KIN

EYWKIN

Key West

Wed 2/18

3:51 pm-8:08 pm

1 stop4h 17m

Kingston Norman Manley

Tue 2/24

7:32 am-1:15 pm

1 stop5h 43m

$764

Key WestRoad Town

EYW - EIS

EYWEIS

Key West

Mon 3/23

3:56 pm-9:03 pm

1 stop5h 07m

Road Town Beef Island

Mon 3/30

11:32 am-7:12 pm

1 stop7h 40m

$849

Key WestKingston

EYW - KIN

EYWKIN

Key West

Wed 2/18

6:35 pm-1:53 pm

2 stops19h 18m

Kingston Norman Manley

Tue 2/24

3:00 pm-4:07 pm

2 stops25h 07m

$975

Key WestKingston

EYW - KIN

EYWKIN

Key West

Sun 5/31

4:05 pm-1:54 pm

2 stops46h 49m

Kingston Norman Manley

Wed 6/3

2:59 pm-3:15 pm

2 stops47h 16m

$4,826

Key WestKingston

EYW - KIN

EYWKIN

Key West

Sun 5/31

4:05 pm-1:54 pm

2 stops46h 49m

Kingston Norman Manley

Wed 6/3

2:59 pm-3:15 pm

2 stops47h 16m

$5,097

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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?

Spirit Airlines and American Airlines are the most popular carriers 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

4h 40m

Direct flights

None
The fastest flight from Key West to Caribbean takes 4h 40m
There are no direct flights from Key West to Caribbean. There are no popular flight routes 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 $376Free CancellationRating
7.2
11,248 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.

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1 adult
Tue 3/10
Tue 3/17

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