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Find cheap flights to Caribbean from $49

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 9/4. 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
0 bags
Mon 7/1
Mon 7/8

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Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cananonstop$179
Montego Bay
Montego Baynonstop$201
Santo Domingo
Santo Domingononstop$178
Oranjestad
Oranjestadnonstop$252
Nassau
Nassaunonstop$228
Kingston
Kingstonnonstop$297
Simpson Bay
Simpson Bay1 stop$171
Providenciales
Providencialesnonstop$255
Port of Spain
Port of Spain1 stop$207
Bridgetown
Bridgetown1 stop$192
George Town
George Townnonstop$306
Aguadilla
Aguadillanonstop$100
Willemstad
Willemstad1 stop$358
St. John's
St. John'snonstop$319

Good to know

Low season

September

High season

December

Cheapest flight

$49
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 22% increase in price.
Flight from Orlando Airport to San Juan Airport

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 long is the flight to Caribbean?

    An average nonstop flight from the United States to Caribbean takes 3h 57m, covering a distance of 1567 miles. The most popular route is New York - San Juan with an average flight time of 3h 52m.

  • What is the cheapest flight to Caribbean?

    The cheapest ticket to Caribbean from the United States found in the last 72 hours was $39 one-way, and $73 round-trip. The most popular route is New York John F Kennedy Intl to San Juan Luis Munoz Marin Intl and the cheapest round-trip airline ticket found on this route in the last 72 hours was $178.

  • Which airlines fly to Caribbean?

    JetBlue, Qatar Airways & Delta fly the most frequently from the United States to Caribbean. The most popular route is from New York to San Juan, and JetBlue, Qatar Airways and Turkish Airlines fly this route the most.

  • What are the most popular destinations in Caribbean?

    Based on KAYAK flight searches, the most popular destination is Punta Cana (32% of total searches to Caribbean). The next most popular destinations are Santo Domingo (15%) and Montego Bay (15%). Searches for flights to Oranjestad (12%), to Santiago de los Caballeros (11%) and to Nassau (3%) are also popular.

  • How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

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

See more FAQs

Top tips for finding cheap flights to Caribbean

  • 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.
See more tips

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.
8.0
DeltaOverall score based on 10419 reviews
7.9Comfort
8.0Entertainment
8.6Crew
7.4Food
8.2Boarding
Airline reviews

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

10.0 ExcellentBarb, Jun 2024MSP - JFK
Read more about Delta reviews

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Safe and on time were the positives. The plane wasn't cleaned before boarding, there was garbage and food on the floor and in the seat pocket. The TV screen was small and the picture fuzzy, audio quality was poor. Seatbelt was fraying and seat did not recline properly. No charging ports near the seats,

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

I had a great flight. Everything went smoothly and the flight arrived early.

Well....let's start from the point that I had to stay in airport for 12 hours instead of 2 that was scheduled. Poor company and even worst customer service. Never again....

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

We liked the fully reclinable seats. Had center seats, so it was difficult to talk to spouse. Crew was great

Aisle chair was good and liked the foot bar preventing you from putting your foot in the isle, The breakfast on this international flight to Zurich was horrible (Europeans, specially, used to good food) may make this a dealbreaker for booking with United Airlines again. I agreed with my Spanish fellow passenger.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

The flight was delayed almost 2 hours. Bad customer service etc. I will never fly Luthansa. Ever!!!

On time take off…US cabins look tired and need of refresh!

Nothing, terrible travel experience due to weather and maintenance delays and was left stranded in Austin.

Missed connection from Philadelphia to London because flight from DC was seriously delayed. Was re-routed the next day (had to pay for hotel) to Zurich and was given a main cabin middle seat while I had paid for premium. Great job AA!!!

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Experience was bad. 3.5 hour delay for a 2.5 hour trip. There was no r Transparency about the reason for the delay and it was done 30 mins at a time.

Original flight delayed several times and finally canceled at 2:30 in the morning. Staff at the gate was not very helpful in resolving problems or communicating why there were delays. I spent 34 hours at the airport before I could leave, they couldn't book me on another early flight even after canceling my original flight. Next flight available after my original flight was canceled was 22 hours later. I will never fly American Airlines again.

very very tight seats unfriendly crew who do not seem to care about the comfort of their passengers and do not know how to smile poor ground staff support at LHR and PHX

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

The plane was not on time for boarding or departure or arrivals.

EVERYTHING WAS WONDERFUL HOSPITALITY THE HELP.THE SEATING FRIENDLY ALWAYS HAVE A GOOD RIDE NOT ONE BAD EXPERIENCE WITH THEM

This was the smoothest flight I have had in awhile. I was also offered an exit row seat for a great upgrade cost and was able to sleep almost thr whole flight due to comfort and a smooth flight. We left on time and arrived on time.

No food not even water offered unless you buy it and no usb in the seat but other than that everything was good

Because our flight from marsh Harbor to Fort Lauderdale was over three hours delayed it caused us to miss our flight in Fort Lauderdale. Because we missed that flight, it cost us nearly $100 apiece for four different travelers which totaled nearly $400. We are seeking a reimbursement for the flight that we missed in Fort Lauderdale Florida.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

Flight was cancelled just 6 days before. No more flights that day, and the following date was sold out. Had to obtain a refund and buy more expensive flights on another airline.

The flight was on time and nice as always for me with spirit but the cabin crew were not good. They left the lights on on a red eye for the entire flight.

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

Book Cheap Caribbean Plane Tickets

Recent round-trip flight deals

6/11Tue
1 stopSpirit Airlines
12h 45mPHL-SJU
6/14Fri
1 stopSpirit Airlines
12h 54mSJU-PHL
$87
6/11Tue
1 stopSpirit Airlines
12h 45mPHL-SJU
6/14Fri
1 stopSpirit Airlines
12h 54mSJU-PHL
$97
7/4Thu
nonstopJetBlue
4h 04mEWR-SJU
7/11Thu
nonstopJetBlue
4h 06mSJU-EWR
$196
8/6Tue
1 stopJetBlue
10h 34mJFK-SJU
8/13Tue
1 stopJetBlue
9h 44mSJU-JFK
$244
10/15Tue
1 stopDelta
7h 49mPHL-SJU
10/25Fri
1 stopDelta
10h 00mSJU-PHL
$254
6/4Tue
1 stopAmerican Airlines
6h 33mLGA-SJU
6/5Wed
1 stopAmerican Airlines
11h 14mSJU-LGA
$255
9/10Tue
2 stopsAmerican Airlines
9h 51mEWR-AUA
9/11Wed
2 stopsAmerican Airlines
18h 01mAUA-EWR
$268
6/9Sun
nonstopDelta
4h 05mJFK-STI
6/11Tue
nonstopDelta
4h 01mSTI-JFK
$289
9/7Sat
1 stopUnited Airlines
9h 15mEWR-AUA
9/12Thu
nonstopUnited Airlines
4h 54mAUA-EWR
$296
6/5Wed
nonstopUnited Airlines
4h 00mEWR-PUJ
6/8Sat
nonstopUnited Airlines
4h 20mPUJ-EWR
$318

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Recent one-way flight deals

9/4Wed
nonstopFrontier
2h 57mMCO-SJU
$49
6/11Tue
1 stopSpirit Airlines
6h 28mMCO-SJU
$57
9/16Mon
nonstopUnited Airlines
4h 46mEWR-AUA
$98
9/16Mon
2 stopsAmerican Airlines
20h 23mEWR-AUA
$106
8/22Thu
1 stopAmerican Airlines
8h 22mJFK-SJU
$111
8/29Thu
nonstopJetBlue
4h 45mEWR-AUA
$119
8/6Tue
1 stopJetBlue
10h 34mJFK-SJU
$122
6/4Tue
1 stopDelta
7h 59mEWR-SJU
$128
7/1Mon
nonstopDelta
4h 16mJFK-SJU
$132
6/4Tue
1 stopUnited Airlines
6h 35mEWR-PUJ
$156

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Last minute flights to Caribbean

Last minute flight, train and bus deals

6/6Thu
multi-stop
12h 13mPHL-SJU
6/14Fri
multi-stop
12h 54mSJU-PHL
$149
6/2Sun
multi-stop
17h 47mPHL-SJU
6/11Tue
multi-stop
8h 39mSJU-PHL
$150
6/6Thu
multi-stopSpirit Airlines
14h 07mEWR-SJU
6/26Wed
nonstopSpirit Airlines
4h 15mSJU-EWR
$218
6/2Sun
nonstopSpirit Airlines
3h 50mPHL-SJU
6/14Fri
multi-stopSpirit Airlines
12h 54mSJU-PHL
$220
6/6Thu
nonstopJetBlue
2h 58mMCO-SJU
6/9Sun
nonstopJetBlue
3h 15mSJU-MCO
$233
6/3Mon
nonstopJetBlue
2h 54mMCO-SJU
6/9Sun
nonstopJetBlue
3h 15mSJU-MCO
$243
6/3Mon
multi-stopAmerican Airlines
14h 16mJFK-SJU
6/4Tue
multi-stopAmerican Airlines
12h 00mSJU-JFK
$247
6/3Mon
multi-stopAmerican Airlines
9h 05mJFK-SJU
6/5Wed
multi-stopAmerican Airlines
14h 04mSJU-JFK
$254
6/4Tue
multi-stopDelta
9h 52mPHL-SJU
6/13Thu
multi-stopDelta
11h 11mSJU-PHL
$266
6/6Thu
nonstopDelta
3h 56mJFK-STI
6/12Wed
nonstopDelta
3h 57mSTI-JFK
$279

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Flights to Caribbean

Return flight deals:

Caribbean - United States

Cabin classes:

$184
$277
$219
$59

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