Cheap flights from the United States to Caribbean from $75

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the United States to Caribbean departing on 5/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from the United States to Caribbean

Recent round-trip flight deals from the United States to Caribbean

Enter your travel dates to find the best prices.
Frontier Logo
5:15 am - 8:04 am
MCO
-
SJU
2h 49mnonstop
Frontier Logo
7:30 am - 9:53 pm
SJU
-
MCO
14h 23m
1 stop
$166Frontier
Sun, May 10 - Wed, May 13
Frontier Logo
7:52 pm - 10:43 pm
MCO
-
SJU
2h 51mnonstop
Frontier Logo
7:30 am - 9:53 pm
SJU
-
MCO
14h 23m
1 stop
$167Frontier
Mon, May 11 - Wed, May 13
American Airlines Logo
9:00 pm - 9:39 am
JFK
-
SJU
12h 39m
1 stop
American Airlines Logo
7:15 pm - 11:34 am
SJU
-
JFK
16h 19m
1 stop
$266American Airlines
Sun, May 24 - Tue, Jun 2
JetBlue Logo
1:50 pm - 5:51 pm
JFK
-
SJU
4h 01mnonstop
JetBlue Logo
5:07 am - 9:00 am
SJU
-
JFK
3h 53mnonstop
$267JetBlue
Tue, Jun 9 - Wed, Jun 17
JetBlue Logo
8:00 pm - 12:10 am
JFK
-
SJU
4h 10mnonstop
JetBlue Logo
1:30 pm - 5:23 pm
SJU
-
JFK
3h 53mnonstop
$268JetBlue
Tue, Jul 14 - Tue, Jul 21
American Airlines Logo
6:30 am - 4:03 pm
JFK
-
SJU
9h 33m
2 stops
American Airlines Logo
7:14 pm - 9:14 am
SJU
-
JFK
14h 00m
1 stop
$271American Airlines
Wed, Aug 19 - Wed, Aug 26
Delta Logo
7:25 pm - 11:43 pm
JFK
-
SJU
4h 18mnonstop
Delta Logo
7:35 am - 11:30 am
SJU
-
JFK
3h 55mnonstop
$277Delta
Sat, Jul 4 - Tue, Jul 21
United Airlines Logo
6:10 am - 12:40 pm
EWR
-
AUA
6h 30m
1 stop
United Airlines Logo
1:50 pm - 6:47 pm
AUA
-
EWR
4h 57mnonstop
$351United Airlines
Sun, May 10 - Wed, May 13
United Airlines Logo
6:10 am - 12:40 pm
EWR
-
AUA
6h 30m
1 stop
United Airlines Logo
4:30 pm - 11:59 pm
AUA
-
EWR
7h 29m
1 stop
$361United Airlines
Sun, May 10 - Wed, May 13
Delta Logo
9:00 pm - 12:59 am
JFK
-
STI
3h 59mnonstop
Delta Logo
8:59 pm - 12:52 am
STI
-
JFK
3h 53mnonstop
$417Delta
Thu, May 14 - Mon, May 18

Frontier flights from United States to Caribbean

Our best Frontier deals on United States to Caribbean flight tickets
Frontier
May 12
MCO11:20 pmOrlando
2h 48m
SJU2:08 amSan Juan Luis Munoz Marin Intl
May 14
SJU5:15 pmSan Juan Luis Munoz Marin Intl
13h 25m
1 stop
MCO6:40 amOrlando
$166
Frontier
May 11
MCO7:52 pmOrlando
2h 51m
SJU10:43 pmSan Juan Luis Munoz Marin Intl
May 13
SJU7:30 amSan Juan Luis Munoz Marin Intl
14h 23m
1 stop
MCO9:53 pmOrlando
$167
Frontier
May 15
MCO9:04 amOrlando
18h 57m
1 stop
SJU4:01 amSan Juan Luis Munoz Marin Intl
May 23
SJU6:30 amSan Juan Luis Munoz Marin Intl
17h 25m
1 stop
MCO11:55 pmOrlando
$168

JetBlue flights from United States to Caribbean

Our best JetBlue deals on United States to Caribbean flight tickets
JetBlue
May 28
EWR8:30 pmNewark
4h 05m
SJU12:35 amSan Juan Luis Munoz Marin Intl
Jun 4
SJU8:41 amSan Juan Luis Munoz Marin Intl
4h 04m
EWR12:45 pmNewark
$249
JetBlue
May 25
EWR8:30 pmNewark
4h 05m
SJU12:35 amSan Juan Luis Munoz Marin Intl
May 29
SJU6:42 pmSan Juan Luis Munoz Marin Intl
4h 10m
EWR10:52 pmNewark
$257
JetBlue
Jun 9
JFK1:50 pmNew York John F Kennedy Intl
4h 01m
SJU5:51 pmSan Juan Luis Munoz Marin Intl
Jun 17
SJU5:07 amSan Juan Luis Munoz Marin Intl
3h 53m
JFK9:00 amNew York John F Kennedy Intl
$267

momondo Fare Finder

 
Customize your flight search to find flights from United States 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 29, 2026.
Use the filters below to find and compare flights from the United States to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Sun 5/10

5:15 am-8:04 am

Nonstop2h 49m

San Juan Luis Munoz Marin Intl

Wed 5/13

7:30 am-9:53 pm

1 stop14h 23m

$166

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Mon 5/11

7:52 pm-10:43 pm

Nonstop2h 51m

San Juan Luis Munoz Marin Intl

Wed 5/13

7:30 am-9:53 pm

1 stop14h 23m

$167

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 5/24

9:00 pm-9:39 am

1 stop12h 39m

San Juan Luis Munoz Marin Intl

Tue 6/2

7:15 pm-11:34 am

1 stop16h 19m

$266

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 6/9

1:50 pm-5:51 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Wed 6/17

5:07 am-9:00 am

Nonstop3h 53m

$267

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 7/14

8:00 pm-12:10 am

Nonstop4h 10m

San Juan Luis Munoz Marin Intl

Tue 7/21

1:30 pm-5:23 pm

Nonstop3h 53m

$268

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 8/19

6:30 am-4:03 pm

2 stops9h 33m

San Juan Luis Munoz Marin Intl

Wed 8/26

7:14 pm-9:14 am

1 stop14h 00m

$271

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 7/4

7:25 pm-11:43 pm

Nonstop4h 18m

San Juan Luis Munoz Marin Intl

Tue 7/21

7:35 am-11:30 am

Nonstop3h 55m

$277

NewarkOranjestad

EWR - AUA

EWRAUA

Newark

Sun 5/10

6:10 am-12:40 pm

1 stop6h 30m

Oranjestad Reina Beatrix

Wed 5/13

1:50 pm-6:47 pm

Nonstop4h 57m

$351

NewarkOranjestad

EWR - AUA

EWRAUA

Newark

Sun 5/10

6:10 am-12:40 pm

1 stop6h 30m

Oranjestad Reina Beatrix

Wed 5/13

4:30 pm-11:59 pm

1 stop7h 29m

$361
Quickest round-trip

New YorkSantiago de los Caballeros

JFK - STI

JFKSTI

New York John F Kennedy Intl

Thu 5/14

9:00 pm-12:59 am

Nonstop3h 59m

Santiago de los Caballeros

Mon 5/18

8:59 pm-12:52 am

Nonstop3h 53m

$417

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 United States 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 month to fly to Caribbean?

In general, September is the cheapest month to fly from United States to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $405. If you don’t want to visit Caribbean in September, then you should wait until October to fly from United States, when ticket prices are also cheap, with an average price of $418.

What is the cheapest United States to Caribbean flight route?

Fly from Miami to San Juan Luis Munoz Marin Intl for the best United States - Caribbean flight prices

How far in advance should I book a flight to Caribbean?

You are more likely to see cheaper flights to Caribbean from United States when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $306 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from United States for as low as $263 on momondo.

Can stopping save me money on United States to Caribbean flights?

You could potentially save up to 3% on your flight if you consider stops on a United States to Caribbean flight.

Cheap United States to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from United States to Caribbean

Best Price Found

$69

Fastest flight time

0h 45m

Direct flights

Every day

Airports in Caribbean

195 airports
The best one-way flight to Caribbean from United States in the past 72 hours is $69. The best round-trip flight deal from United States to Caribbean found on momondo in the last 72 hours is $156.
The fastest flight from United States to Caribbean takes 0h 45m
Direct flights go from United States to Caribbean every day.
There are 195 airports in Caribbean. From United States there are direct flights to San Juan Luis Munoz Marin Intl (SJU).

Frequently asked questions about flying from the United States to Caribbean

  • When did momondo last update prices for flights from United States to Caribbean?

    Prices for flights from United States to Caribbean were last updated today.

  • How many operators does momondo search for flights from United States to Caribbean?

  • How old do you have to be to fly from United States to Caribbean?

    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 United States to Caribbean.

  • What documentation or ID do you need to fly to Caribbean?

    The travel and health documents you'll need for your trip to Caribbean may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from United States to Caribbean?

Best airlines flying from United States to Caribbean

Compare and see reviews for airlines that fly from United States to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $83Free CancellationRating
6.3
8,632 reviews
Search Spirit Airlines flights
FrontierPriceFrom $84Free CancellationRating
5.6
2,970 reviews
Search Frontier flights
ArajetPriceFrom $99Free CancellationRating
6.5
47 reviews
Search Arajet flights
DeltaPriceFrom $108Free CancellationRating
7.9
8,466 reviews
Search Delta flights
Caribbean AirlinesPriceFrom $112Free CancellationRating
7.9
226 reviews
Search Caribbean Airlines flights
JetBluePriceFrom $120Free CancellationRating
7.2
2,967 reviews
Search JetBlue flights
Air CanadaPriceFrom $129Free CancellationRating
7.1
10,981 reviews
Search Air Canada flights
Alaska AirlinesPriceFrom $131Free CancellationRating
7.9
12,319 reviews
Search Alaska Airlines flights
AviancaPriceFrom $144Free CancellationRating
6.5
2,517 reviews
Search Avianca flights
Hahn AirPriceFrom $147Free CancellationRating
0.0
Search Hahn Air flights

Why use momondo?

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

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

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

momondo does allow users to show only those flights to Caribbean from United States which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from United States 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 from United States to Caribbean.

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

Price alerts on flights to Caribbean from United States are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Caribbean trip

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1 adult
Fri 5/29
Fri 6/5

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