$78 Find Cheap Flights to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from the United States to Caribbean departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$250
Santo Domingo
Santo Domingononstop$239
Montego Bay
Montego Bay1 stop$254
Nassau
Nassaunonstop$264
Kingston
Kingstonnonstop$334
Providenciales
Providencialesnonstop$386
Port of Spain
Port of Spainnonstop$282
Bridgetown
Bridgetown1 stop$304
Willemstad
Willemstad2 stops$271
Aguadilla
Aguadillanonstop$182
Puerto Plata
Puerto Plata1 stop$322
St. John's
St. John'snonstop$434
Punta Cana
Punta Cana1 stop$250
Santo Domingo
Santo Domingononstop$239
Montego Bay
Montego Bay1 stop$254
Nassau
Nassaunonstop$264
Kingston
Kingstonnonstop$334
Providenciales
Providencialesnonstop$386
Port of Spain
Port of Spainnonstop$282
Bridgetown
Bridgetown1 stop$304
Willemstad
Willemstad2 stops$271
Aguadilla
Aguadillanonstop$182
Puerto Plata
Puerto Plata1 stop$322
St. John's
St. John'snonstop$434

Book Cheap Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Caribbean

อา., พ.ค. 10 - พ., พ.ค. 13
Frontier Logo
5:15 am - 8:04 am
MCO
-
SJU
2h 49mnonstop
Frontier Logo
5:15 pm - 6:40 am
SJU
-
MCO
13h 25m
1 stop
$166Frontier
ศ., พ.ค. 8 - พฤ., พ.ค. 14
Frontier Logo
6:15 am - 12:21 am
MCO
-
SJU
18h 06m
1 stop
Frontier Logo
3:03 am - 6:10 am
SJU
-
MCO
3h 07mnonstop
$167Frontier
อ., มิ.ย. 2 - อ., มิ.ย. 16
JetBlue Logo
6:40 pm - 10:53 pm
JFK
-
SJU
4h 13mnonstop
JetBlue Logo
7:50 pm - 11:54 pm
SJU
-
JFK
4h 04mnonstop
$262JetBlue
จ., ส.ค. 17 - พ., ส.ค. 19
American Airlines Logo
8:00 am - 11:59 pm
JFK
-
SJU
15h 59m
1 stop
American Airlines Logo
10:33 am - 9:30 pm
SJU
-
JFK
10h 57m
1 stop
$266American Airlines
อ., มิ.ย. 9 - พ., มิ.ย. 17
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
พ., ส.ค. 19 - พ., ส.ค. 26
American Airlines Logo
6:35 am - 11:59 pm
JFK
-
SJU
17h 24m
1 stop
American Airlines Logo
7:14 pm - 9:14 am
SJU
-
JFK
14h 00m
1 stop
$271American Airlines
อา., พ.ค. 10 - พฤ., พ.ค. 28
United Airlines Logo
10:30 am - 3:20 pm
EWR
-
AUA
4h 50mnonstop
United Airlines Logo
5:50 pm - 10:47 pm
AUA
-
EWR
4h 57mnonstop
$347United Airlines
อา., พ.ค. 10 - พฤ., พ.ค. 28
United Airlines Logo
6:10 am - 12:40 pm
EWR
-
AUA
6h 30m
1 stop
United Airlines Logo
5:50 pm - 10:47 pm
AUA
-
EWR
4h 57mnonstop
$351United Airlines
พฤ., มิ.ย. 4 - ส., มิ.ย. 13
Delta Logo
9:00 pm - 12:59 am
JFK
-
STI
3h 59mnonstop
Delta Logo
6:00 am - 9:46 am
STI
-
JFK
3h 46mnonstop
$417Delta
พฤ., มิ.ย. 4 - จ., มิ.ย. 15
Delta Logo
9:00 pm - 12:59 am
JFK
-
STI
3h 59mnonstop
Delta Logo
6:00 am - 9:46 am
STI
-
JFK
3h 46mnonstop
$425Delta
Booking Insights

KAYAK's insights & trends for flights to Caribbean

Get data-powered insights and trends for flights to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Caribbean?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

The cheapest ticket to Caribbean from the United States found in the last 72 hours was to San Juan Luis Munoz Marin Intl Airport, at $124 round-trip. The most popular route is Boston (BOS) to San Juan Luis Munoz Marin Intl Airport (SJU) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $124.

What is the cheapest month to fly from the United States to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from the United States to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from the United States to Caribbean is October, when tickets cost $250 (return) on average. On the other hand, the most expensive months are December and April, when the average cost of round-trip tickets is $442 and $340 respectively.

How far in advance should I book a flight from the United States to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from the United States to Caribbean, you should book around 2 weeks before departure, which saves you about 8% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Which is the cheapest airport to fly into in Caribbean?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Caribbean is Ponce Mercedita Airport (PSE), with an average flight price of $152.

Good to know

Low seasonSeptember
Cheapest flight$78
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Philadelphia to San Juan Airport

Flights to Caribbean: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Caribbean 
SteveFlew with Spirit Airlines
FLL
-
STI
Apr 2026
Earlier is better for accuracy. Later is better to avoid crowds
SephanyahFlew with Caribbean Airlines
FLL
-
POS
Nov 2025
Reach on time for you check-in or use web check-in.
Verified travelerFlew with Frontier
RDU
-
SJU
May 2025
If you are in the first group to board, stay standing early next to the gate entrance so you really enter first. Otherwise you end up entering all groups at the same time and will loose your carry on space over your seat.
JoseFlew with United Airlines
IAH
-
SJU
Sep 2024
Eat before your boarding. Buy snacks or anything you like before departure, also download a movie, music or an audio book to enjoy during your flight.
Maria AlejandraFlew with Frontier
JFK
-
SJU
Aug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix
Verified travelerFlew with Spirit Airlines
FLL
-
KIN
Apr 2024
Check in very early Eat a complete meal before flying Don't be overweight
Verified travelerFlew with United Airlines
EWR
-
SDQ
Apr 2024
Early check in online, get on time for the flight
NicoleFlew with Spirit Airlines
TPA
-
SJU
Feb 2024
Follow the rules on the backpack and will not have any trouble, the payment for the bag at the gate is $99 almost the price of the ticket, is not worth it.
KerryFlew with United Airlines
IAH
-
POS
Dec 2023
There was no internet and it seems like there never is. Charge your devices and pre-download your movies or audio.

FAQs - booking Caribbean flights

  • What are the passport and visa requirements when traveling from the United States to the Bahamas?

    As a citizen of the United States, you need to have a valid passport to travel to the Bahamas and make sure that your passport remains valid during your entire length of stay in the country. It is also important to remember to keep two blank pages in your passport for entry and exit stamps from the country. If you're traveling to the Bahamas on vacation and you do not plan on staying for more than 90 days, you do not need to obtain a visa before your trip.

  • If I would like to go see the Panama Canal, what is the best way to get there from the United States?

    Most travelers want to start the journey from the United States to this world-famous landmark by flying to the Tocumen International Airport Panama (PTY). From John F. Kennedy International Airport, for example, you will find nonstop flights to this airport. Once you arrive at the airport, they are plentiful taxi options that can take you to the Panama Canal in only about 25 minutes.

  • If I would like to fly to the Caribbean and take a cruise ship back to the United States, what would be a good city to fly to?

    One of the most popular cruise ship destinations is in the eastern part of Mexico on the island of Cozumel. To travel to this area from a city in the United States like Atlanta and the Atlanta Hartsfield-Jackson International Airport (ATL), you will find nonstop flights aboard both American Airlines and United Airlines to the Cozumel Airport (CZM).

  • If I plan on traveling to Saint Lucia in July for Carnival, what are some of the best ways to get there from the United States?

    Many travelers making their way to this part of the Caribbean for this event will fly to the George F. L. Charles Airport (SLU). If you plan on making your way here from a major city like New York and John F. Kennedy International Airport, you will find one-stop flights here aboard Caribbean Airlines.

  • If I would like to travel from the United States to the Dominican Republic, what is the best airport to utilize in that country?

    One of the most popular airports in this country is the Las Américas International Airport SDQ, which has a location in the city of Santo Domingo on the southern coast of the country. When traveling from a west coast airport like Los Angeles International Airport, you will find one-stop flights aboard Spirit Airlines, American Airlines, JetBlue, and Aeromexico.

  • If I plan on traveling to Aruba, what type of travel documentation is necessary?

    Citizens of the United States need to have a valid passport that remains valid for the entire time in Aruba, and they also need to make sure they have a blank page for an entry stamp. There is no need to obtain a visa before traveling here, so long still plan on staying for more than 30 days.

  • How does KAYAK find such low prices on flights from the United States to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from the United States to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from the United States to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from the United States to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from the United States to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from the United States to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from the United States to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from the United States to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Caribbean?

    Based on KAYAK data, the cheapest day to fly to Caribbean is Tuesday where round-trip tickets can be as cheap as $429. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $478 on average.

Top tips for finding cheap flights to Caribbean

  • Looking for cheap airfare to Caribbean? 25% of our users found round-trip tickets to Caribbean for the following prices or less: From Miami $315, from Newark $499, from Chicago O'Hare Intl $578
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Caribbean flight deals.
  • By far, one of the most popular destinations in the Caribbean is the city of Nassau in the Bahamas, and travelers often fly to the Lynden Pindling International Airport (NAS). From John F. Kennedy International Airport (JFK) passengers will find nonstop flights to this airport or JetBlue and Delta Airlines.
  • One destination that is quite often overlooked in the Caribbean that is a beautiful place for a vacation is Bermuda. One of the best features of this island nation is that the L.F. Wade International Airport (BDA) has one-stop flights available from airports in the United States, such as Philadelphia International Airport (PHL) and Washington Dulles International Airport (IAD).
  • A popular destination in the Caribbean for travelers from the United States is Luis Munoz Marin International Airport (SJU) because Puerto Rico is a territory of the United States, making it quite easy to travel here without any immigration and customs hassles.
  • Maybe one of the best-known tropical destinations in the Caribbean is Montego Bay, and when traveling from large airports like John F. Kennedy International Airport (JFK), passengers will find nonstop flights aboard both JetBlue and Caribbean airlines to Sangster International Airport (MBJ) in Montego Bay.
  • A unique destination in the Caribbean is Turks and Caicos and when passengers want to travel here from the central portion of the United States and airports like Chicago O' Hare International Airport (ORD), they can find very convenient one-stop flights aboard American Airlines.
  • A popular destination for the spring break crowd heading away from college in the United States is to travel to Cancun on the eastern coast of the Yucatán peninsula. Travelers on the west coast of the United States leaving from airports like Los Angeles International Airport (LAX) will find one-stop flights aboard American Airlines to Cancun International Airport (CUN).
  • Parents that will be traveling with children to the Dominican Republic who plan on renting a car should know that children up to the age of six need to travel in a forward-facing car seat, and then up to the age of 12 need to travel in a booster seat. All children 12 years of age and younger need to travel in the rear seat.

Reviews of the top 5 airlines flying to Caribbean

 
Need help choosing which airline to fly with from the United States to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8458 reviews
8.5Crew
7.8Entertainment
7.2Food
8.1Boarding
7.9Comfort
Airline reviews

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

10.0 ExcellentFredrick, Apr 2026
GSO - ATL
Read more Delta reviews

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

Everything was great. The only issue is unfixable. Seats are too small. 😁🤪

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

United Airline crews were very friendly and very attentive. 12 hours flight was gone like in a shorter one.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

Food was surprisingly delicious. Space in the seat is horrible when the seating front is reclined. Movie offerings were terrible. Crew was friendly and helpful.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Crew was very friendly. Did not like being jammed in the back middle seat. Don’t understand why I can not select an aisle for free based on first come first serve. Also first time I’ve been on a flight which attempted land then circled Detroit airport multiple times.

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

My experience with Jet Blue was wonderful. My experience with Kayak sucked and will never use again.

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

Entertainment and wifi were very sub-par - audio issues and no wifi

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

On time departure and early arrival. Flight attendant very nice.

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Everything you need to know for your flight to Caribbean

Cabin class types available on flights to Caribbean

Cabin classes available on flights to Caribbean. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.