$73 Find Cheap Flights to Caribbean - Compare and Save

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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 Domingo1 stop$281
Montego Bay
Montego Baynonstop$272
Nassau
Nassaunonstop$275
Kingston
Kingston1 stop$397
Providenciales
Providenciales1 stop$324
Port of Spain
Port of Spainnonstop$249
Bridgetown
Bridgetown1 stop$347
Willemstad
Willemstad2 stops$274
Aguadilla
Aguadilla1 stop$180
St. John's
St. John's1 stop$470
Puerto Plata
Puerto Plata1 stop$395
Punta Cana
Punta Cananonstop$283
Santo Domingo
Santo Domingo1 stop$281
Montego Bay
Montego Baynonstop$272
Nassau
Nassaunonstop$275
Kingston
Kingston1 stop$397
Providenciales
Providenciales1 stop$324
Port of Spain
Port of Spainnonstop$249
Bridgetown
Bridgetown1 stop$347
Willemstad
Willemstad2 stops$274
Aguadilla
Aguadilla1 stop$180
St. John's
St. John's1 stop$470
Puerto Plata
Puerto Plata1 stop$395
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 $121 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 $121.

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 $189 (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 $262 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 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 $167.

Good to know

Low season

September

Cheapest flight

$73
Most popular time to fly with an average 13% 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 $478. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $523 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 $495, from Chicago O'Hare Intl $544, from Newark $615
  • 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 8590 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.8Comfort
7.2Food
Airline reviews

It was delayed over an hour and a lot of announcements disrupting movie.

2.0 MediocreJaveon, Sep 2026
Read more Delta reviews

It was delayed over an hour and a lot of announcements disrupting movie.

My flight experience was generally good, but the boarding process was stressful. I was pulled out of line at the gate during the photo ID check, and after being cleared, I was never given an explanation for the delay despite asking for clarification. This lack of communication was the only downside to an otherwise smooth trip.

I didn't use the onboard amenities, so it is difficult to comment on those services. Otherwise, the flight from Nashville to Toronto was quite crowded, but the boarding process and the flight itself were perfectly fine.

Seats were old and very uncomfortable. Coach seating is way too tight

WiFi was a major problem and if it does not work on a 4 hour flight then that lowers the overall experience

The wifi was barely operable. just enough to charge me, not enough to be useful. I wasted 2 hours of time I could have been working. So now, I' have two hours of work this weekend to catch up on thanks to Delta's crappy technology. Plus I'm out the money!

got ahead of the schedule, nothing else to like. crew management of boarding when overhead bag space was virtually gone in the midst of their priority zone 3 should have been better. but they absolutely did not care. ryanair crew is better than this!

It’s a 3 hour flight with no entertainment and no WiFi due to Delta using old planes on this route and food is cold. Today we were told no potable water on the flight to even make coffee or tea. Ridiculous service in this direct route for business travelers and non business travelers

The crew was excellent but the entertainment did not work. The 3mm jack for the headphones was faulty and no sound was available for entertainment.

The number of interim flight delays has been higher than I can remember in my history of travel making any connection a mystery as to whether you will actually make it.

I enjoyed it, again I believe air Canada has better seating options and better drink options

Plane congestion resulted in a 1 hr wait from landing to arrival at the gate. This was in addition to also experiencing extreme delays on my incoming flight.

Delayed too much. 1.5 hrs in the airport and another 1 hr in the runway. Got too late in the night. There was no proper food available.

awesome team work seen since on board till off plane in my destination. thanks you so much.

Job well done, being treated for good and helping a lot . thanks you so much till will meet against.

Very disappointing that on an international business class flight they would not give me access to the lounge in Boston. They said it was because it was a codeshare flight. International business class should include lounge access regardless of codeshare.

They did not have free WIFI and I was not okay with that!

Food was very bad Crew was not so welcoming. Chairs was so uncomfortable

Flight was on time, clean, etc. Despite connecting to your wi fi I was unable to use your app to watch entertainment.

I initially boarded in a very comfortable and large plane and was told there was a mechanical issue with a waste receptacle. We sat on the plan for a good few hours, then were told we can deplane and that we would take off shortly. Delays continued and four hours later my flight was cancelled, and I had to quickly rebook another. The flight I rebooked was also delayed, and I when we boarded, I wound up on a small plane in a middle seat for the 6-hour journey and it was extremely uncomfortable. No issues with the staff in any way, just the overall experience of the delays, cancellations, and downgrade in comfort on such a long flight. It is significantly impactful on how you feel post travel and I was exhausted and sore from the experience.

KUDOS TO ALL THE CREW PROVIDING ASSISTANCE WITH PASSENGERS ON A WHEELCHAIR. ON BOTH FLIGHTS THEY HUSTLED TO TAKE MY RELATIVE TO CONNECTION ON TIME. THEY DESERVE A LOT OF CREDIT!

Good experience with this flight. Boarding was smooth with no issues. The short flight was good with quick drink & snack service. Nice easy way to get back from DC.

Very good flight that left on time and arrived earlier than anticipated, which was a plus! The crew members were very welcoming and helpful. However, the temperature on the flight was very cold - almost to the point of extreme discomfort. Additionally, requiring passengers to pay $8 for headphones to access the JetBlue entertainment was disappointing. Those earbud jacks are not used with most technology and would not be able to be used. There was no option to use Bluetooth for my own earbuds. Beyond those inconveniences, the flight was good.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

Fabulous! This was the first time we've flown with JetBlue and the entire experience was flawless!

First time flying JetBlue and my perception changed. Love it.

Poor, had a 5+ hours delay. Kept sitting in the aircraft with three kids. It was terrible

We had a 1 hour delay due to mechanical issues, then another hour, then 2, and eventually it was an 8 hour delay. The airport staff was confused about gate changes, as they were not getting good communication. They were trying, but we changed gates 5 times in one hour!

Seats are uncomfortable and my impressive barely 5’10” frame meant my knees were touching the seat in front of me. My 5’3” sweetheart found the seats equally uncomfortable The crew were transactional. The food edible. The entertainment manageable. The boarding process efficient. The experience okay.

Flight was 2 hr late but at least I was upgraded to first class

I am absolutely furious with American. they shut the door in my face when I was trying to board the flight and kicked me off of it. They made no attempt to call my name or contact me or anything. They just said they gave my seat away. The customer service response has been atrocious. I will never fly this airline again as long as I live.

Little communication with passengers after sitting over 1 hour for a maintenance issue Then we had to deplane- no crew communication Poor gate information after deplaned WiFi would not connect AT ALL

Hey as long as you bring me back to earth in one piece I’m good! Otherwise great flight smooth take off and landing good staff Only thing is the staff at the back of the aircraft chatters a lot it’s annoying at times but I’ll let that go because they are very sweet overall.

I liked the fact that I was able to choose different food than typical all-in-one or two options. The refreshments kept coming so I really did not sleep & I am adjusting time different much better than the past experiences. I like the variety of movies & shows that I was able to watch.

Confusion at boarding with my seat (there wasn't one) that I had to have corrected using my status; then because of that had to check bags. And then a very long delay on the tarmac with no air conditioning on a very warm day. It was just a miserable experience all around.

Flight was delayed which isn’t the airline’s fault, but the communication around it was terrible. I left the lounge to show up at the gate to board at the time in my app, and the flight in front of mine was still boarding and the inbound plane hadn’t even taken off yet. Delays were slow to show up in my app. Improved communication could have let me have a more pleasant experience in the lounge vs waiting 1.5 hours at the gate.

We had to de-board do to maintenance and there was ZERO help with getting rebooked. The flight was delayed by over 24 hours. Quite ridiculous. When I. called Kayak to get help to rebook, they said they couldn't and that it had to be done at the American counter that didn't exist without going outside TSA security, which I did.

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!!!

Frontier is good until they cancel your flight. Way too many cancellations.

I know Frontier is a “no-frills” airline. I understand the concept. However, I jumped on some tickets for our family vacation, expecting to play a bit of a game to figure out the family bags and not over spend. In the end, I got the short end of this deal by far. 1. I did not expect them to charge the baggage fee for each direction. It makes the fee look high-ish at a glance, but reasonable. Then when you get to checkout and realize you have to pay it twice to come home with your luggage, it becomes ridiculous. 2. The low checked bag weight limit. I am used to packing a 50lb bag with my preferred airline. Frontier’s artificially low 40lb limit more quickly triggers the extra weight fee, which almost DOUBLES the price of the bag if you go over ($79 for the bag/$75 for the next 10 lbs) 3. The fee for a carry-on bag is the same as a checked bag but with a lower size and weight limit. Make it make sense! 4. The seats are terrible. My 2.5 hour flight almost had me losing my mind. I’m 6’3” and my femurs barely fit in the space provided. My knees had to wiggle just right to jam into the crack next to the armrest of the seat in front of me. The cushioning was thin and inadequate. I am tall but I’m not a freak. These seats are unacceptable. 5. I overheard the woman next to me speaking with the gate agent about being charged a $25 fee for not checking in online - she checked in at the airport counter when she arrived. That’s ridiculous. She was old and in a wheelchair. She had a paper boarding pass, and was obviously not tech savvy. She should not be punished for that. 6. They do not have good placement in the terminals. It was always out on the end or down on a subfloor, and we had to walk out on the tarmac almost every time. In Denver. Their home airport! 7. Every time I loaded a new page on the website while buying my tickets or my bags, it was constantly trying to upsell me on some esoteric bundle. Like, a pop-up every time. Very annoying. 8. No screens in the boarding area (at least where we were) to confirm you’re in the right place. Just static gate number signs. I am sure these are standard practices for Frontier, and I should have read more about them before I purchased tickets, but as a result of this single round trip, I do not plan to ever use this cut-rate airline again. I would rather pay the normal amount for a ticket and be treated like a customer instead of a mark.

Our flight was delayed 2 hours and when they changed the the time to 1 hour I wasn't alerted and when I checked the gate the plane was still there but they already shut the doors so I had to buy another flight.

Great except upon arrival it took them a long time to open the doors

More options for your flight to Caribbean

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