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Flights to Caribbean

$38 Find cheap flights to Caribbean

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Find the cheapest flights from the United States to Caribbean

Cheap round-trip flights

These are some of the best round-trip flight deals from the United States to Caribbean that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from the United States to Caribbean.

Cheap last minute flights

Planning a quick getaway from the United States to Caribbean? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from theUnited States to Caribbean

Find recent round-trip train or bus tickets from the United States to Caribbean.

All round-trip flight deals to Caribbean

The cheapest plane tickets to Caribbean found on KAYAK recently.
10:03 am - 3:07 pmBOS-SJU
4h 04mnonstop
5:35 am - 9:03 amSJU-BOS
4h 28mnonstop
$88Frontier
Find Deal
Mon, Feb 3 - Fri, Feb 7
10:03 am - 3:07 pmBOS-SJU
4h 04mnonstop
5:35 am - 9:03 amSJU-BOS
4h 28mnonstop
$89Frontier
Find Deal
Tue, Jan 21 - Wed, Jan 29
8:10 am - 1:18 pmBOS-SJU
4h 08mnonstop
2:13 pm - 5:40 pmSJU-BOS
4h 27mnonstop
$213Delta
Find Deal
Tue, Dec 10 - Tue, Dec 17
10:25 am - 10:22 pmBOS-SJU
10h 57m2 stops
2:05 am - 2:01 pmSJU-BOS
12h 56m2 stops
$222United Airlines
Find Deal
Tue, Jan 28 - Mon, Feb 10
9:30 am - 12:36 amBOS-SJU
14h 06m2 stops
2:05 am - 10:11 amSJU-BOS
9h 06m1 stop
$226United Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
11:25 am - 4:39 pmBOS-SJU
4h 14mnonstop
5:00 am - 8:17 amSJU-BOS
4h 17mnonstop
$233JetBlue
Find Deal
Sat, Feb 1 - Sun, Feb 9
6:00 am - 3:32 pmBOS-SJU
8h 32m1 stop
1:59 am - 5:04 amSJU-BOS
4h 05mnonstop
$239JetBlue
Find Deal
Tue, Dec 10 - Thu, Dec 12
8:00 am - 3:50 pmJFK-SJU
6h 50m1 stop
4:35 pm - 10:29 pmSJU-JFK
6h 54m1 stop
$246American Airlines
Find Deal
Mon, Feb 3 - Thu, Feb 6
6:00 am - 2:14 pmIAD-SJU
7h 14m1 stop
7:10 am - 12:55 pmSJU-IAD
6h 45m1 stop
$248Delta
Find Deal
Wed, Dec 11 - Mon, Dec 16
6:21 pm - 12:20 pmJFK-PUJ
16h 59m1 stop
1:04 pm - 4:14 pmPUJ-JFK
4h 10mnonstop
$371American Airlines
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Sun, Jan 12 - Sun, Jan 19
10:26 am - 3:31 pmBOS-SJU
4h 05mnonstop
$38Frontier
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Tue, Jan 14
12:43 pm - 5:53 pmBOS-SJU
4h 10mnonstop
$40Spirit Airlines
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Tue, Jan 7
3:54 pm - 5:00 amBOS-SJU
12h 06m1 stop
$93American Airlines
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Wed, Feb 19
5:16 am - 3:43 pmBOS-SJU
9h 27m1 stop
$107American Airlines
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Mon, Nov 25
9:55 pm - 2:45 amJFK-SJU
3h 50mnonstop
$114JetBlue
Find Deal
Mon, Dec 30
7:45 pm - 12:42 amEWR-SJU
3h 57mnonstop
$114JetBlue
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Tue, Dec 31
5:14 pm - 12:59 amIAD-SJU
6h 45m1 stop
$124Delta
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Sat, Dec 7
5:30 am - 12:38 pmMCO-SJU
6h 08m1 stop
$142Delta
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Wed, Nov 27
6:00 am - 9:26 pmBOS-SJU
14h 26m2 stops
$147United Airlines
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Sat, Dec 7
9:30 am - 12:36 amBOS-SJU
14h 06m2 stops
$161United Airlines
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Sat, Dec 7
6:19 am - 10:07 amMCO-SJU
2h 48mnonstop
10:44 pm - 1:04 amSJU-MCO
3h 20mnonstop
$136Spirit Airlines
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Fri, Nov 22 - Thu, Dec 5
5:30 am - 12:42 amBOS-SJU
18h 12m1 stop
5:01 am - 8:27 amSJU-BOS
4h 26mnonstop
Mon, Nov 25 - Sat, Dec 7
6:00 am - 3:43 pmBOS-SJU
8h 43m2 stops
6:30 am - 8:22 pmSJU-BOS
14h 52m1 stop
$200American Airlines
Find Deal
Mon, Nov 25 - Sat, Dec 7
6:00 am - 3:54 pmBOS-SJU
8h 54m2 stops
5:50 am - 11:48 amSJU-BOS
6h 58m1 stop
$214American Airlines
Find Deal
Sun, Nov 24 - Wed, Nov 27
8:10 am - 1:15 pmBOS-SJU
4h 05mnonstop
2:08 pm - 5:30 pmSJU-BOS
4h 22mnonstop
$239Delta
Find Deal
Sat, Nov 23 - Wed, Dec 4
10:45 am - 8:55 pmBOS-SJU
9h 10m1 stop
2:05 am - 7:43 amSJU-BOS
6h 38m1 stop
$244United Airlines
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Mon, Nov 25 - Wed, Nov 27
7:55 pm - 12:55 amBOS-SJU
4h 00mnonstop
1:26 pm - 4:41 pmSJU-BOS
4h 15mnonstop
$245JetBlue
Find Deal
Sat, Nov 23 - Wed, Nov 27
9:30 am - 12:36 amBOS-SJU
14h 06m2 stops
2:05 am - 10:11 amSJU-BOS
9h 06m1 stop
$248United Airlines
Find Deal
Mon, Nov 25 - Fri, Dec 6
10:20 pm - 3:13 amBOS-SJU
3h 53mnonstop
6:01 am - 9:10 amSJU-BOS
4h 09mnonstop
$259JetBlue
Find Deal
Sun, Nov 24 - Wed, Dec 4
8:10 am - 1:15 pmBOS-SJU
4h 05mnonstop
2:08 pm - 5:30 pmSJU-BOS
4h 22mnonstop
$264Delta
Find Deal
Fri, Nov 22 - Tue, Dec 3
10:03 am - 3:07 pmBOS-SJU
4h 04mnonstop
5:35 am - 9:03 amSJU-BOS
4h 28mnonstop
$88Frontier
Find Deal
Mon, Feb 3 - Fri, Feb 7
10:03 am - 3:07 pmBOS-SJU
4h 04mnonstop
5:35 am - 9:03 amSJU-BOS
4h 28mnonstop
$89Frontier
Find Deal
Tue, Jan 21 - Wed, Jan 29
10:50 pm - 3:48 amBOS-SJU
3h 58mnonstop
8:00 am - 11:14 amSJU-BOS
4h 14mnonstop
$195JetBlue
Find Deal
Tue, Dec 31 - Fri, Jan 17
6:30 am - 10:22 amMCO-SJU
2h 52mnonstop
7:50 pm - 10:09 pmSJU-MCO
3h 19mnonstop
$199JetBlue
Find Deal
Tue, Jan 14 - Tue, Jan 14
8:10 am - 1:18 pmBOS-SJU
4h 08mnonstop
2:13 pm - 5:40 pmSJU-BOS
4h 27mnonstop
$213Delta
Find Deal
Tue, Dec 10 - Fri, Dec 13
8:10 am - 1:15 pmBOS-SJU
4h 05mnonstop
2:13 pm - 5:40 pmSJU-BOS
4h 27mnonstop
$248Delta
Find Deal
Wed, Dec 4 - Tue, Dec 10
7:41 pm - 12:36 amEWR-SJU
3h 55mnonstop
2:05 am - 5:22 amSJU-EWR
4h 17mnonstop
$273United Airlines
Find Deal
Mon, Jan 13 - Fri, Jan 17
7:41 pm - 12:36 amEWR-SJU
3h 55mnonstop
2:05 am - 5:22 amSJU-EWR
4h 17mnonstop
$283United Airlines
Find Deal
Thu, Jan 23 - Tue, Jan 28
7:00 am - 11:55 amJFK-PUJ
3h 55mnonstop
1:04 pm - 4:14 pmPUJ-JFK
4h 10mnonstop
$402American Airlines
Find Deal
Thu, Feb 6 - Sun, Feb 9
6:54 am - 11:49 amJFK-PUJ
3h 55mnonstop
1:04 pm - 4:14 pmPUJ-JFK
4h 10mnonstop
$405American Airlines
Find Deal
Sat, Jan 18 - Wed, Feb 5

Flight prices to countries in Caribbean

Interested in flights to Caribbean? Find the countries in Caribbean that you can fly to for the biggest bang for your buck

Price

$589 - $1,086

CHEAPEST COUNTRYJamaica21% cheaperUsers typically spent $159 less on flights to Jamaica
MOST EXPENSIVE COUNTRYTrinidad and Tobago45% more expensiveUsers typically spent $338 more on trips to Trinidad and Tobago
MOST POPULAR COUNTRY TO FLY TOPuerto Rico306% more popularAs a popular travel destination, more of our users plan to visit Puerto Rico than any other country in Caribbean

Where are the most popular flight destinations in Caribbean?

The most popular flight destination in Caribbean, according to our users, is Puerto Rico, followed by Dominican Republic, Jamaica, The Bahamas and Cuba.

Cheapest flights to cities in Caribbean

Click on the cities below to find out when it's cheapest to fly to Caribbean from United States
San Juan Luis Munoz Marin Intl Airport
Caribbean

Cheapest flight to Caribbean from San Juan Luis Munoz Marin Intl Airport

Christiansted

When booking a flight to Caribbean, the best-priced flight will typically be to Christiansted for $54, which is 89% less than the continental average.

Most expensive flight to Caribbean from San Juan Luis Munoz Marin Intl Airport

Castries

Flights to Caribbean are typically 67% more expensive when flying to Castries, where the average price is $486


Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price

$38

Best Round-Trip Price

$88

Fastest flight time

2h 50m

Popular in

December
The best one-way flight price to Caribbean from United States in the last 72 hours is $38 (Boston Logan Intl to San Juan Luis Munoz Marin Intl).
The best round-trip flight price to Caribbean from United States in the last 72 hours is $88 (Boston Logan Intl to San Juan Luis Munoz Marin Intl).
The fastest flight to Caribbean from United States takes 2h 50m (Orlando to San Juan Luis Munoz Marin Intl).
December has the highest demand for flights to Caribbean, with a 2% price increase on average.

Frequently asked questions about flying to Caribbean

Where is it cheapest to fly into Caribbean?

If you're headed to Caribbean, consider flying into San Juan Luis Munoz Marin Intl airport in San Juan for the best deals, with an average airfare of $42. Alternatively, Port Au Prince Mais Gate airport in Port Au Prince is a close second for cheapest flights to Caribbean with an average airfare of $54.

When did momondo last update prices for flights to Caribbean?

Prices for flights to Caribbean are refreshed on a daily basis.

How many operators does momondo search for flights to Caribbean?

How old do you have to be to fly to Caribbean?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel 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.


Why use momondo?

Why should I use momondo to find a flight deal to Caribbean?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Caribbean. Millions of users trust and use momondo every year so you are in good company.

Can I find flights to Caribbean with flexible booking policies on momondo?

Flights 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 to Caribbean?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Caribbean.

I’m not ready to book a flight to Caribbean right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean. 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheapest flight routes to Caribbean

These routes have the cheapest flights to Caribbean found by momondo users in United States
DepartingDestinationBest TimeBest Price
MiamiSan Juan2h 28m$86
BostonSan Juan3h 56m$89
BaltimoreSan Juan3h 42m$93
New OrleansSan Juan3h 45m$95
Fort LauderdaleSan Juan2h 25m$103
OrlandoSan Juan2h 45m$103
New YorkChristiansted5h 44m$106
AtlantaSan Juan3h 23m$113
ChicagoSan Juan4h 32m$117
New YorkSan Juan3h 50m$118
West Palm BeachSan Juan7h 40m$120
Fort LauderdaleSaint Thomas Island2h 36m$125
NewarkSan Juan3h 47m$125
New YorkAguadilla6h 46m$126
TampaSan Juan2h 50m$130
OrlandoSaint Thomas Island2h 52m$130