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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$292
Santo Domingo
Santo Domingononstop$297
Montego Bay
Montego Bay1 stop$327
Nassau
Nassaunonstop$276
Kingston
Kingston1 stop$429
Providenciales
Providenciales1 stop$326
Port of Spain
Port of Spain1 stop$280
Bridgetown
Bridgetown1 stop$343
Willemstad
Willemstad1 stop$338
Aguadilla
Aguadillanonstop$168
Puerto Plata
Puerto Plata1 stop$440
St. John's
St. John's2 stops$430
Punta Cana
Punta Cananonstop$292
Santo Domingo
Santo Domingononstop$297
Montego Bay
Montego Bay1 stop$327
Nassau
Nassaunonstop$276
Kingston
Kingston1 stop$429
Providenciales
Providenciales1 stop$326
Port of Spain
Port of Spain1 stop$280
Bridgetown
Bridgetown1 stop$343
Willemstad
Willemstad1 stop$338
Aguadilla
Aguadillanonstop$168
Puerto Plata
Puerto Plata1 stop$440
St. John's
St. John's2 stops$430
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 $116 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 $116.

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 $192 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $285 and $277 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 3 weeks before departure, which saves you about 12% 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 $192.

Good to know

Low season

September

Cheapest flight

$69
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 18% 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 $489. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $538 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 $375, from Newark $643, from Chicago O'Hare Intl $758
  • 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 8699 reviews
8.1Boarding
8.5Crew
7.2Food
7.8Comfort
7.8Entertainment
Airline reviews

A 6hr delay is going to put a damper on all reviews. It was almost impossible to get into the Delta club also. Zero conveyance. I could not use my status for anything. Makes me wonder why am I loyal to delta?

4.0 OkayJustin, Nov 2026
Read more Delta reviews

A 6hr delay is going to put a damper on all reviews. It was almost impossible to get into the Delta club also. Zero conveyance. I could not use my status for anything. Makes me wonder why am I loyal to delta?

I fly coach so there is always the feeling everyone up front has more space than me. Everything was fine - on time which is the most important thing!

Great overall experience and use of the Delta One lounge was amazing!

I used by Skymiles to upgrade to First so that I could comfortably work using my laptop. But WiFi was intermittent and unavailable for long periods. I feel like I wasted 70,000 miles :(

Great as one can be for a one connection 6 hour flight

Packed flight and not sure why dinner service would start at midnight while passengers we’re trying to sleep

The gate attendant was not clear w message on flight delays.

Chairs don’t recline and the ones that do recline, barely do recline. It was most uncomfortable flight i ever been on.

Good but not on par when compared with foreign flag carriers.

Good service but not on par when compared to foreign flag carriers.

Tiny seat made for midgets. You can’t put a normal size human in such a tiny seat for 8 god damn hours! Hot plane, no air. Lost bags at Rome airport for 8 hours, lucky to have found them. Horrible flying experience, United Airlines should be embarrassed!

The issue is the flight is delayed, which causes me Missing the connecting flight by 3 mins. Remember the connecting flight is a US codeshare flight so UA should be able to inform the operating airline about the delay.

Seats are made for children. An 8 hour flight with tiny seats is more like a cattle car. Lost bags at Rome airport caused a 7 hour delay.

We sat on the tarmac in Denver for over 30 minutes because a plane was in our gate. The pilot kept saying it will just be 5 minutes or less. However, we sat for over 30 minutes. Experiences like this make customers not trust what the pilot is saying.

Waited on tarmac for approximately 15-25 minutes before taking off. When landing, the time it took to taxi to our gate was the also 15-25 minutes.

Waited on tarmac to take off for approximately 15-25 minutes. When landing, the taxi to our gate took a similar amount of time. This happened on both of my United flights.

The plane was so old. I paid a ridiculous amount to fly business and there was no internet for six hours! This can't be happening in 2026 and especially in cross country flights where there are a high volume of business travelers.

Loved the easy process to board and the experience overall was smooth

Set on the plane for two hours before pushing off the gate due to the power source issue being fixed which was known before letting people board the plane. On top of that it was very hot as AC was not working properly. Terrible experience and limited communication provided by the crew on the status of the issue. They should let people deplane while issue is addressed instead of frying them and glued to the seats.

I am United’s newest fan. The planes are clean, the staff is so friendly and snacks are more than just old pretzel crumbles. The captain came and said hello! Truly amazing experience

Entertainment, clean plane and funny pilot over the intercom was excellent… however, gate agent was rude and was probably a Spirit employee before they went bankrupt… there were 3 flight attendants - 2 of them didn’t want to be there the other one was kind and nice… I want you to recognize how you have to compete with Delta or South West airlines or even American Airlines which would choose over you at any given day from here on out. Please treat people respectfully. If you hate working in this industry - go and work somewhere else. The flight was very empty and it shouldn’t be hard to crack a smile once in a while. Very disappointing… I remember flying Jet Blue back in the day from Dulles IAD to LAX and you guys were super cool and fancy and made flying fun again - truly elevated the experience. Don’t become the next most hated airline… you can do better . I want you to succeed…

Free wifi was almost impossible to get, kept dropping the connection

Not good - we boarded and taxied for an hour before they told us there were technical issues with the plane. They told us we were going to need to deplane, parked back at the gate but then didn’t tell us we didn’t have to anymore. There was just a lot of uncertainties with poor communication.

3.5 hour delay because of “mundane” mx issue. Aircraft had to be towed 3 times.

Overall great experience, though my screen for entertainment was not working and I could see that others were.

Plane was very comfortable,ore legroom, help yourself snack are so weren't disturbed by staff passing up and down cabin, gluten free food availability and really efficient and friendly staff . Boarding and good to time. Highly recommend t

The boarding agent and checked bag agent were both rude. It only takes a second to be kind. However, the flight crew was amazing. I got a turkey sandwich and it wasn't bad---not great but not bad. The internet was my biggest problem. This was a work trip and I REALLY needed the internet to meet a deadline but it didn't work for 80% of the trip. Very disappointing.

I tried to check in beforehand from Ireland. The Jet Blue website sent me to the Aer Lingus website and vice versa. I tried to get a boarding pass at Dublin Airport as well, but they said they couldn't help me either. I had to wait until I arrived at the gate in Boston to secure a boarding pass...it was a bit nerve wracking.

Great flight. Best in years. Very clean craft. Easy boarding. Communicative pilot. Friendly flight attendants. Absolutely smooth take off, in flight and landing. Very comfortable seats. Smoothest flight I've experienced in years. THANK YOU JET BLUE!

I was asked to pony up an additional $239 (over the $735 paid originally) for a one way middle seat, which was very uncomfortable. Where did you expect me to sit?

Seats are getting smaller and smaller. In flight movies are poor compared to other airlines. Food is mediocre.

There was a 4 hour delay, some of which was attributed to ATC weather but started with maintenance and then later also log books. Though the flight went far beyond the scheduled time, there were no accommodations such as additional meal options or anything else.

My flight left Honolulu EIGHT hours late due to lack of flight crew. This was the second time in 2026. The first class staff were excellent ... personable and friendly. The food was okay ...

The food in first class has taken a big downturn

Delay for 1 hour due to maintenance issue and late boarding

Had issues (application error) selecting my seat before checking in. Return Flight was delayed over 2 hours. Sat on the tarmac for 20 mins after landing Overall, not good of an experience compared to the times I have flown AA. Not sure I’m coming back.

Im reviewing a flight that hasn’t even taken off because it’s been delayed for almost 5 hours. Amazing. Great time. No vouchers. Nothing. Thanks.

WiFi broken, very long wait for valet bags, and the typical long wait at O'Hare on a thursday to get clearance to take off and then again long taxi and wait for the gate.

Got to gate late and they made me check my bag but when I got on flight there was lots of overheard bin space .

The gate agent in BNA got irritated with a lady for asking her about standby's and refused to hand out assigned standby tickets to ANYONE until Group 6 . She punished all standby passengers because of the one lady she did not like. When we boarded she said thank you to everyone as we scanned our boarding passes except the lady in front of me. Very petty and unprofessional

Airport staff was terrible, they made up excusses on how I can get to my terminal, I missed my flight then had to pay for A whole other flight! Worst experience ever, even A employee also loughed and said yea sorry for our poor training.

THE BARE METAL SEATS AT THE FRONTIER GATE IN CLEVELAND HOPKINS AIRPORT ARE DISGUSTING...BUT JUST A LITTLE BETTER THAN THE SEAT MATERIALS ON THE PLANE! THE "COMMERCIAL" ANNOUNCMENT PUSHING THE CREDIT CARD DEAL IS OBNOXIOUS AND UNWELCOME! THE VOLUME OF THE OFFER ANNOUNCMENET BLARES LOUDLY AND IS FILLED WITH A HYPED UP, CANNED SCRIPT. BOTTOM LINE IS THE FLIGHT AND THE CREW WERE VERY GOOD EXCEPT FOR THE ABOVE.

Maximizing profits is one way to a healthy bottom line, the other is repeat business and referrals from satisfied customers. Frontier has clearly chosen the former. One of many examples: Family emergency required me to cut trip short. Headed to the airport to fly standby for the return trip I had already paid for (yes I understand prices vary with demand etc). Was told there is no standby and that I would need to pay for, despite what it's called by the company, what amounts to a new ticket. And surprise surprise, there turned out to be dozens of empty seats on that flight. To say nothing of the sleazy third and fourth party resellers, the flight/ticket insurance I elected and thought I had paid for that mysteriously wasn't there when I needed it before I left, and on and on with third world sleazy management decisions. The inflight coffee (that I had to pay for) was very good though.

You have to be super careful when purchasing as *everything*, a carryon or a sip of soda, has a fee. They relentlessly chip away at you with surcharges and extra costs … and it’s not always clear what you are getting when you buy your ticket. Will not fly them again. And … crew were not friendly until off boarding .. like they don’t like working for Frontier.

Air was off while waiting on the runway and the temperatures became very uncomfortably hot. Flight attendants were very loud and rude the entire flight.

I booked tickets from San Diego to Cincinnati months in advance to attend my sister’s wedding, a wedding where I was serving as the officiant. At 10:00 PM the night before my 6:00 AM flight (just 8 hours before departure), I received an alert that my first leg to Denver was delayed, causing me to miss my connecting flight to Cincinnati. When I called Frontier customer service, they informed me that they couldn't get me on any other flight that would get me there in time for the Saturday wedding, let alone the rehearsal dinner. Because I had a critical role in the wedding, I was forced to buy a last-minute ticket on another airline for three times the original price, costing me well over $1,000 extra. Even with the emergency flight, I still missed the rehearsal dinner entirely. When I spoke with Frontier, they agreed to refund my original ticket, but showed zero care or accountability for the massive financial burden and distress they caused. Their "compensation" for causing me to spend an extra $1,000+ and miss an irreplaceable family event? A $75 Frontier voucher. Frontier completely dropped the ball. Their customer service showed zero empathy, and their reliability is non-existent. I will never fly Frontier again, and no one else should either if they actually need to get where they want to go. Tip for anyone flying from Denver to Cincinnati: Avoid Frontier connecting flights or layovers at all costs, especially for time-sensitive events. Book direct flights with an airline that actually offers reliable customer support and rebooking options when delays occur.

I booked tickets from San Diego to Cincinnati months in advance to attend my sister’s wedding, a wedding where I was serving as the officiant. At 10:00 PM the night before my 6:00 AM flight (just 8 hours before departure), I received an alert that my first leg to Denver was delayed, causing me to miss my connecting flight to Cincinnati. When I called Frontier customer service, they informed me that they couldn't get me on any other flight that would get me there in time for the Saturday wedding, let alone the rehearsal dinner. Because I had a critical role in the wedding, I was forced to buy a last-minute ticket on another airline for three times the original price, it costing me well over $1,000 extra. Even with the emergency flight, I still missed the rehearsal dinner entirely. When I spoke with Frontier, they agreed to refund my original ticket, but showed zero care or accountability for the massive financial burden and distress they caused. Their "compensation” for causing me to spend an extra $1,000+ and miss an irreplaceable family event? A $75 Frontier voucher. Frontier completely dropped the ball. Their customer service showed zero empathy letting me know that it was Frontier who was the real victim by refunding my ticket price, and their reliability is non-existent. I will never fly Frontier again, and I strongly advise anyone who actually needs to arrive at their destination on time for an important event to book with literally any other airline.

Flight delayed and missed connection. Next available flight was a 10 hour delay.

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.

More options for your flight to Caribbean

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