Cheap flights from Key West to Caribbean from $163

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 7/21. 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
8:54 pm - 8:58 am
EYW
-
SJU
11h 04m
1 stop
Multiple Airlines Logo
7:42 pm - 10:19 am
SJU
-
EYW
15h 37m
1 stop
$423Multiple Airlines
Sun, Nov 8 - Thu, Nov 12
American Airlines Logo
1:49 pm - 9:14 pm
EYW
-
SJU
7h 25m
1 stop
American Airlines Logo
10:33 am - 7:39 pm
SJU
-
EYW
9h 06m
1 stop
$441American Airlines
Wed, Sep 2 - Sun, Sep 6
Multiple Airlines Logo
9:16 pm - 3:57 am
EYW
-
SJU
30h 41m
2 stops
Multiple Airlines Logo
5:15 pm - 12:34 pm
SJU
-
EYW
19h 19m
1 stop
$474Multiple Airlines
Thu, Jun 11 - Mon, Jun 15
Multiple Airlines Logo
9:16 pm - 2:09 am
EYW
-
SJU
28h 53m
1 stop
Multiple Airlines Logo
5:15 pm - 12:34 pm
SJU
-
EYW
19h 19m
1 stop
$499Multiple Airlines
Thu, Jun 11 - Mon, Jun 15
Multiple Airlines Logo
10:59 am - 2:50 am
EYW
-
SJU
14h 51m
1 stop
Multiple Airlines Logo
9:30 am - 9:24 am
SJU
-
EYW
24h 54m
2 stops
$531Multiple Airlines
Sun, Nov 8 - Thu, Nov 12
American Airlines Logo
11:28 am - 5:54 pm
EYW
-
NAS
6h 26m
1 stop
American Airlines Logo
1:31 pm - 7:06 pm
NAS
-
EYW
5h 35m
1 stop
$536American Airlines
Tue, Jul 7 - Thu, Jul 9
Multiple Airlines Logo
10:56 am - 1:50 pm
EYW
-
NAS
26h 54m
2 stops
Multiple Airlines Logo
9:55 am - 7:13 pm
NAS
-
EYW
9h 18m
1 stop
$537Multiple Airlines
Thu, Jun 25 - Thu, Jul 2
American Airlines Logo
11:30 am - 4:03 pm
EYW
-
SJU
4h 33m
1 stop
American Airlines Logo
6:00 am - 4:11 pm
SJU
-
EYW
10h 11m
2 stops
$541American Airlines
Wed, Sep 2 - Sun, Sep 6
Multiple Airlines Logo
12:05 pm - 4:25 pm
EYW
-
NAS
4h 20m
1 stop
Multiple Airlines Logo
9:55 am - 7:13 pm
NAS
-
EYW
9h 18m
1 stop
$549Multiple Airlines
Thu, Jun 25 - Thu, Jul 2
United Airlines Logo
2:26 pm - 1:54 pm
EYW
-
KIN
24h 28m
2 stops
United Airlines Logo
2:56 pm - 1:30 pm
KIN
-
EYW
21h 34m
2 stops
$1,337United Airlines
Mon, Jul 13 - Wed, Jul 15

American Airlines flights from Key West to Caribbean

Our best American Airlines deals on Key West to Caribbean flight tickets
American Airlines
Sep 2
EYW1:49 pmKey West
7h 25m
1 stop
SJU9:14 pmSan Juan Luis Munoz Marin Intl
Sep 6
SJU10:33 amSan Juan Luis Munoz Marin Intl
9h 06m
1 stop
EYW7:39 pmKey West
$441
American Airlines
Jul 7
EYW11:28 amKey West
6h 26m
1 stop
NAS5:54 pmNassau Intl
Jul 9
NAS1:31 pmNassau Intl
5h 35m
1 stop
EYW7:06 pmKey West
$536
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
$541

United Airlines flights from Key West to Caribbean

Our best United Airlines deals on Key West to Caribbean 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
$835
United Airlines
May 28
EYW3:55 pmKey West
31h 55m
2 stops
SJU11:50 pmSan Juan Luis Munoz Marin Intl
Jun 1
SJU6:45 pmSan Juan Luis Munoz Marin Intl
20h 24m
2 stops
EYW3:09 pmKey West
$956
United Airlines
May 28
EYW3:55 pmKey West
28h 39m
1 stop
SJU8:34 pmSan Juan Luis Munoz Marin Intl
May 31
SJU1:00 amSan Juan Luis Munoz Marin Intl
12h 30m
1 stop
EYW1:30 pmKey West
$999

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 May 12, 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 11/8

8:54 pm-8:58 am

1 stop11h 04m

San Juan Luis Munoz Marin Intl

Thu 11/12

7:42 pm-10:19 am

1 stop15h 37m

$423

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 9/2

1:49 pm-9:14 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Sun 9/6

10:33 am-7:39 pm

1 stop9h 06m

$441

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 6/11

9:16 pm-3:57 am

2 stops30h 41m

San Juan Luis Munoz Marin Intl

Mon 6/15

5:15 pm-12:34 pm

1 stop19h 19m

$474

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Thu 6/11

9:16 pm-2:09 am

1 stop28h 53m

San Juan Luis Munoz Marin Intl

Mon 6/15

5:15 pm-12:34 pm

1 stop19h 19m

$499

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Sun 11/8

10:59 am-2:50 am

1 stop14h 51m

San Juan Luis Munoz Marin Intl

Thu 11/12

9:30 am-9:24 am

2 stops24h 54m

$531
Quickest round-trip

Key WestNassau

EYW - NAS

EYWNAS

Key West

Tue 7/7

11:28 am-5:54 pm

1 stop6h 26m

Nassau Intl

Thu 7/9

1:31 pm-7:06 pm

1 stop5h 35m

$536

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 6/25

10:56 am-1:50 pm

2 stops26h 54m

Nassau Intl

Thu 7/2

9:55 am-7:13 pm

1 stop9h 18m

$537

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

$541

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 6/25

12:05 pm-4:25 pm

1 stop4h 20m

Nassau Intl

Thu 7/2

9:55 am-7:13 pm

1 stop9h 18m

$549

Key WestKingston

EYW - KIN

EYWKIN

Key West

Mon 7/13

2:26 pm-1:54 pm

2 stops24h 28m

Kingston Norman Manley

Wed 7/15

2:56 pm-1:30 pm

2 stops21h 34m

$1,337

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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
11,661 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
Thu 6/11
Thu 6/18

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