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Cheap Flights to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cananonstop$283
Santo Domingo
Santo Domingononstop$295
Montego Bay
Montego Baynonstop$306
Nassau
Nassaunonstop$283
Kingston
Kingston1 stop$301
Providenciales
Providenciales1 stop$356
Port of Spain
Port of Spain1 stop$310
Bridgetown
Bridgetownnonstop$430
Willemstad
Willemstad2 stops$331
Aguadilla
Aguadilla1 stop$163
Puerto Plata
Puerto Platanonstop$462
St. John's
St. John's1 stop$471
Punta Cana
Punta Cananonstop$283
Santo Domingo
Santo Domingononstop$295
Montego Bay
Montego Baynonstop$306
Nassau
Nassaunonstop$283
Kingston
Kingston1 stop$301
Providenciales
Providenciales1 stop$356
Port of Spain
Port of Spain1 stop$310
Bridgetown
Bridgetownnonstop$430
Willemstad
Willemstad2 stops$331
Aguadilla
Aguadilla1 stop$163
Puerto Plata
Puerto Platanonstop$462
St. John's
St. John's1 stop$471
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?

The cheapest ticket to Caribbean from the United States found in the last 5 days was to San Juan Luis Munoz Marin Intl Airport, at $128 round-trip. The most popular route is Atlanta (ATL) to San Juan Luis Munoz Marin Intl Airport (SJU) and the cheapest round-trip airline ticket found on this route in the last 5 days was $128.

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

The cheapest month for flights from the United States to Caribbean is January, when tickets cost $191 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $286 and $268 respectively.

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

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 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 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 Nassau Intl Airport (NAS), with an average flight price of $171.

Good to know

Low season

September

Cheapest flight

$68
Most popular time to fly with an average 14% 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-Apr 2026
Earlier is better for accuracy. Later is better to avoid crowds
SephanyahFlew with Caribbean Airlines-Nov 2025
Reach on time for you check-in or use web check-in.
Verified travelerFlew with Frontier-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-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-Aug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix
Verified travelerFlew with Spirit Airlines-Apr 2024
Check in very early Eat a complete meal before flying Don't be overweight
Verified travelerFlew with United Airlines-Apr 2024
Early check in online, get on time for the flight
NicoleFlew with Spirit Airlines-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-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 $485. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $532 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 $437, from Newark $546, from Chicago O'Hare Intl $681
  • 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.
7.8
DeltaOverall score based on 8651 reviews
7.2Food
7.8Entertainment
7.8Comfort
8.5Crew
8.1Boarding
Airline reviews

Everything was great, from the flight and crew to the seating and snacks.

10.0 ExcellentEric, Oct 2026
Read more Delta reviews

Everything was great, from the flight and crew to the seating and snacks.

Rude staff from baggage check to gate crew. Poor instructions. Inconsistent application of baggage rules.

There was an incredibly surly flight attendant that ruined the experience

Good but since we got in early we had to wait on runway for our gate. That was kind of a bummer but we still got in earlier than planned For entertainment I was watching a movie and getting close to the end of it with 15 min left but it kept jumping automatically to the next movie before finishing.

Delta seems to be getting worse. They are trying to take any comfort away from poorer people to make more money selling it to the rich. I paid for delta comfort and on my flight from Rome to jfk I had a tv that would go on and off automatically and literally no electrical outlets or usbs worked which was advertised in the price of the fare. The infotainment system wasn’t fully working. Luckily the movies worked and the plane was needing a lot of repairs. The jfk to Tampa flight they stuck me next to this really larger guy who was half in my seat and they should have made other accommodations for him because now you’re interfering with the fare class I paid for and act like I shouldn’t care because I didn’t pay for first class. I couldn’t even pull out my tray table because of this guy. The safety video tv screen you couldn’t even see it. It made me a little scared to fly delta anymore, because if these planes are this much in need of servicing, I have to wonder if the plane is going to make it to the destination.

Delayed departure, 30min. but arrived nearly on time. Crew was reassuring.

First, off the bat, the Delta gate attendant was rude, inattentive and gave us an attitude when we asked for clarification of our seats for this rebooked flight as we missed our connecting flight due to the delay from Berlin. Flight attendants were all but friendly, rushed through for water refills so you couldn’t even catch them to request more water. Snacks were just OK. Headphones for the movies were so bad that with the airplane noise, the volume of the movie wouldn’t go up enough to even understand the voices. I had to turn on CC to even know what was being said.

Great flight. Thank you for the upgrade to first class.

The landing was sooooo bad. I have never seen such a hit to the ground.i got a jerk to my back as i was sitting on the rear emergency exit. So felt the impact eveb stronger. While we exit from the plane the power to the plane was cut off

Not up to Delta standards. Flight attendant in FC seemed more about just going through the motions than providing friendly customer service. Efficient but mechanical. Never smiled. Never acknowledged pleasantries. Never offered to hang my suit jacket. Just did her tasks. Fine, but not an optimal customer experience. .

United, from whom we bought this code-shared flight, mid-flight canceled our tickets for the rest of our itinerary, without explanation. After long delay they tried to re-issue the tickets, but Air Canada could not find the re-issue. It finally resolved after escalation to several layers of supervisors.

Takeoff delayed 2 hrs. Boarded on time to find we were missing part of the flight crew. Then informed that they had loaded too much fuel. Spent 1 1/2 hrs sitting there burning off the excess, which included a couple of laps around the runway until we were light enough to fly! Ridiculous!

The WiFi went out an hour before the flight was due to land so I did not get my money's worth.

I have been flying united for a long time but now I’m done

It's not United, but TSA security at Terminal A in Newark is a disaster and seriously makes me consider switching to flying out of JFK. The touchless TSA pre-check had a line of over 50 people and the bag screening was so slow that it limited the flow of people through the facial recognition process. It is the only airport that I frequent that has this issue and makes me reconsider whether I should fly out of Newark given the wasted time and frustration it causes. As I said, it is not a United issue but will impact United if people choose to stop utilizing Newark airport because of the poor experience.

The food could be much better. Also very unfortunate that most of business class seats were empty but I could not upgrade.

Requested for warm or hot water because of throat pain, it was denied. The entertainment system was hung, requested the crew to turn it off, instead of turning it off they rebooted the device. It was stuck again, no one bothered to check.

Horrible on the chicago end. They change hates then there is a plane at the new gate so we can’t pull in. Then that plane has mechanical issue and needs to be pulled back to the gate but we can’t get to another new gate due the other plane being in the way. Horrible gate management which will cause many customers to miss connections.

- delayed because video screens not working - delayed getting a gate at DCA Just continued bad experience IAH to DCA.

Bag got checked but I thought one personal item was guaranteed.

I am always very pleased with the service u receive from JetBlue employees

Your Jet Blue representative at the check in desk in Boston on Sunday morning, October 13, was unkind and unhelpful. For that reason alone I will avoid JetBlue airlines in the future. No food or beverage on the flight due to turbulence (not your fault). However I paid extra to sit in the upgraded section in the front and did not benefit from most amenities.

we used to fly with a different airline but it shut down. We had to find an alternative airline that we like in order to make domestic trips and this fits the bill. Not only is it a similar price but the customer service and the experience overall is much much better. We will be using JetBlue again.

Uncomfortable seat. No help for my disability. Staff refused to help me put my carry-on in the overhead bin. So I had to check the bag.

Terrible. Quality has gone down significantly. Plane was delayed. No instructions from the staff. Will try to avoid in the future!

The flight left unexpectedly early. Although I checked in at the gate, the crew made no attempt to contact me to inform me that what had been a delayed flight was now departing before the scheduled departure time. No announcement on the PA, no phone call. When I checked back at the gate for the delay status just before the scheduled departure time, I was told the doors were already locked and the flight had left.

Late boarding, had to check the bag even though there was space on the flight and I was I row 7

Our seats were moved for no reason. The plane was old and wifi and tv were slow. The flight was delayed over an hour for a paperwork issue. Only bright spot was the flight attendants good service.

Unacceptable pre-boarding ticket issues. Paid for and reserved Mint seat approximately a month in advance. Checked in to flight in Mint seat 24 hours before flight. Shortly before flight, was bumped out of Mint entirely, even though other Mint seats were still available and for sale. Was told it was "operational", however seats were still available/being sold. Got to gate and they could not explain it, but the gate agent was able to put me back into Mint (however to a different seat). Nothing proactive done by Jetblue, I would have been bumped had I not arrived at gate early enough to have a helpful gate agent rectify. No explanations from Jetblue.

The crew did not ensure the Evermore seats had their carry on space available. When my family and I boarded, we saw people putting their carry on suitcases in the overhead spaces above our seats and then proceed to the rear part of the plane. This resulted in us having to check our bags and being late to our meetings/events.

At 5:46 am EST, when I arrived at my departing gate, your gqte agent told me that I could not board the flight because the flight is closed 15 minuets before departure. However, the same gate agent escorted a woman (standing right next to me) at the gate onto the flight which, proves that I could have boarded the flight just like the woman I watched board the flight. The gate agent stated "she was here before you". 1-why was she not already on the flight & 2-how and why was she able to board a "closed" flight that I was not. Additionally, although 6am EST was the time of departure, the plane did not 'pullback' from the gate until 6:15am EST The same gate agent told me that the "boarding closes 15 before departure time" is printed on my boarding pass. This statement is not displayed on my digital boarding pass that I downloaded from AA.com. She also told me that this in stated on AA.com whent I booked my ticket however, since am travelling for work, I booked my flight thru my firm's (Deloitte Consulting) corporate travel app, not AA.com. Marc W Brown

What an amazing plane! We flew a 787 to Miami. Although the Internet was not functioning, it was a wonderful flight.

Although it was a smaller plane, the flight was quick and uneventful.

This trip on American was the WORST I have ever experienced. The plan was LATE taking off from Tucson due to mechanical issues. It caused me to arrive late in Dallas, so I tried to move flights so I would not miss my dinner meeting. First attempt, that flight was delayed, Second attempt, that flight was also delayed. Got back on original flight, the mechanical issue was NOT fixed, so we de-planed and had to find the new gate. Overall, was which was 4 hours delayed and missed the dinner meeting. Friday return, flight from Orlando was on time and landed early. Then the next flight was delayed due to crew coming in late, and them waiting on other passengers. After 90 minutes of delay, we boarded, and then were informed the Fist Officer could not fly due to time constraints. At 12:15 AM we were offered a hotel for a 4:20 boarding flight. Not happening. DFW was COLD and no place to sleep. Plane delayed again to 6:50, but was late taking off AGAIN. Finally landed in Tucson at around 8AM. Should be refunded 75% of the ticket costs due to negligence, nothing more.

Same the delay was not ideal and the credits to move flights was not sufficient

The delay was not handled well and the offers to move flights and get travel credit was also not ideal.

The worst seat in any business class. Food are worst then economy class.

Plane was in good shape, multiple passes from the drink cart, and one of the smoothest flights I've had in a while.

We left nearly 40 minutes late, which is a long time when you're just seated and waiting. Otherwise, it went well.

American eagle and American Airlines are bad, cancelations, delays and no customer service

It got me to my destination? However we were an hour delayed departing, and we never received any updates or notifications from staff. Poor communication and customer service.

Frontier didn’t give us enough notice that our flight had been delayed. I was just entering the airport when I received the notice, less than 2hrs before my scheduled flight. They delayed it 1hr 22min because another jet left late out of Vegas. Frontier needs better communication with customers because I could have eaten at home and had someone drive me instead of paying for an Uber.

Great flight, no problems. I wish they would increase the checked bag weight limit. Packing was very stressful.

My experience with Frontier was terrible. We were delayed for 2 hours. At one point during the wait at the gate I left to go get a sandwich - I was gone probably 15 minutes. In my absence, they decided to move our flight up, boarded and left. When I came back the two attendants were very rude and I unavoidably had to purchase another ticket on the next flight. During this whole time, the Frontier app did not update the departure time, so I was SOL.

Flight delayed 9 hours. On tarmac for over an hour after arrival. Will never book with Frontier under any circumstances ever again.

My ATL–CVG Frontier flight was disappointing due to both an operational issue and unprofessional customer service. After everyone had boarded and the aircraft had pushed back from the gate, we were delayed because the passenger count did not match the flight manifest. The crew counted passengers approximately six times before the aircraft returned to the gate and gate agents boarded to help resolve the discrepancy. We were ultimately advised that a family had been allowed to board but not all of their boarding passes had been properly scanned. This resulted in a departure delay of nearly an hour. I did appreciate that the pilot kept passengers informed and tried to reassure us that some of the delay could be recovered during the flight. My greater concern was the customer-service experience. I am a Frontier Elite Platinum member and was seated within the first five rows. When I boarded, the overhead bins near my seat were already closed. I opened two bins to see whether my small backpack would fit. A female flight attendant sharply told me that a closed bin meant it was full, although the second bin clearly had available space. When I tried to ask whether I could simply place my backpack in that available space, she ignored me. Later, while the gate agents were working to resolve the passenger-count problem, I heard the same flight attendant make jokes about how many gate agents it takes to count passengers. She then made unnecessary comments about the male gate agent doing the count, men thinking they can do things better than women, and women knowing better and outliving men. Later in the flight, she also commented that passengers should know that the first thing they need to do is always be nice to the flight attendants. Courtesy absolutely should go both ways. Flight attendants deserve respect from passengers, but passengers also deserve respectful and professional treatment from the crew. Joking about colleagues who were actively trying to correct an operational problem, making gender-based comments in front of passengers, and being dismissive toward a passenger asking a simple baggage question were unnecessary and unprofessional. I fly enough to understand that delays and mistakes happen. What determines the quality of the experience is how those situations are handled. Unfortunately, the customer-service attitude on this flight made an already frustrating operational delay considerably worse.

Did not get on the flight, they had a gate change and my app never updated me! Trying to get flight credit

Flight was delayed by about an hour, once we arrived at LAX we had to take a shuttle to the baggage claim - it was completely disorganized. The agents at the shuttles were rude and unable to provide any information. Frontier charges extra for everything from bags to drinks - at the end it ends up being more expensive than flying the better airlines

Sat in the airport waiting for my flight for 5 hours. Finally got on the plane only to be thrown off and told that my flight was cancelled. Zero customer service. Nobody spoke to us. Just the worst

When I was boarding my departure from Raleigh to Orlando I was inappropriately scolded by a female dog named Mia because I didn’t pay in advance for my carry on bag ($75). Frontiers website is confusing regarding pre-paying for carryons so it was a simple mistake. I also had paid for “upfront plus” meaning me and my son were seated in the front row with no one in the middle seat ($450 upgrade). When we were boarding Mia said “sir, you didn’t pay for your carryon” in a not so polite tone and told me to get out of line and come back to the counter to pay for my carryon. The way they had the retractable rope left me no room to circle back without making the people behind me move so I just stood there and then she said a second time “sir!! Go pay for your carryon” in an embarrassing tone. I then moved their rope so I could get back to the counter when a second female dog then asked “are you done!?!?” because I had said “do you want me to bulldoze the people behind me?” I then said you do realize I paid over $400 for upfront plus so I was certainly not trying to sneak a carryon bag without paying. Long story short, I am soooo done with discount airlines!!! By the time you pay for all the “extras” you might as well have paid for Delta Southwest or American! Frontier airlines sucks and I was embarrassed by a female dog named Mia!!!

More options for your flight to Caribbean

Complete your trip to Caribbean with a hotel stay or car rental