Find cheap flights to Caribbean from $42
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 8/22. 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.Round-trip
1 adult
Economy
Wed 7/5
Wed 7/12
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Latest Caribbean Flight Deals
Best round-trip prices found by our users on KAYAK in the last 72 hours
Nonstop from $204
Nonstop from $181
Nonstop from $241
Nonstop from $210
Nonstop from $173
Nonstop from $173
Nonstop from $199
Nonstop from $272
Nonstop from $250
1 stop from $267
1 stop from $325
Nonstop from $388
Good to know
Top tips for finding cheap flights to Caribbean
- Looking for cheap airfare to Caribbean? 25% of our users found tickets to Caribbean for the following prices or less: From Miami $183 one-way - $262 round-trip, from Newark $189 one-way - $306 round-trip, from Chicago O'Hare Intl $334 one-way - $457 round-trip
- Book at least 2 weeks before departure in order to get a below-average price.
- High season is considered to be January, November and December. The cheapest month to fly from the United States is May.
- 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.
FAQs - booking Caribbean flights
Top 5 airlines flying to Caribbean
Scores according to KAYAK customer reviews8.1
JetBlueOverall score based on 19444 reviews
86crew
78food
82comfort
79entertainment
83boarding
82overall
Airline reviews
Pros: "My flight was full of funny kids so I enjoy my flight a lot and the flight attendant was great too"
Cons: "Snacks we need more snacks"
Pros: "My flight was full of funny kids so I enjoy my flight a lot and the flight attendant was great too"
Cons: "Snacks we need more snacks"
Pros: "El vuelo fue confortable y agradable. El equipo de trabajo estuvo organizado y fueron serviciales."
Cons: "El servicio es excelente, los asientos son cómodos y el vuelo estuvo sin problemas. Salimos y llegamos a la hora avisada previamente."
Pros: "The seats were great and the crew was also good."
Cons: "The sound system at the seat I was assigned was not operational."
Pros: "Yes the crew was great."
Cons: "It was a short 2.5 hr flight. Jet blue provided packaged snacks and a soft drink at no additional charge. Other airlines charge for everything. A carry on and a handbag were also allowed which others don't. The seats are leather and have more room. Seems Jet Blue is the last one of those traditional airlines giving more for your money. Thank you Jet Blue ! I am sold."
Cons: "Unacceptable three-hour delay that was obviously not going to resolve but still told to report to the airport for original departure time."
Pros: "Snacks and new interior on A320"
Cons: "Almost 4 hour delay and no Wi-Fi. When I complained to JetBlue I received a pathetic $15 credit."
Pros: "Crew was amazing flight was fast and seats are comfy"
Cons: "My seat’s tv wasn’t working. Also, controls on the seat for radio, channels, etc. didn’t work."
Pros: "The movies on plane"
Cons: "Everything else- the flight was delayed 6 hours to my trip and 3 hours from my trip."
Pros: "Swift professional service. Pilot was exceptional; we didn’t even feel the landing or take off"
Cons: "N/a"
Pros: "Amazing Crew, Entertainment and Comfort."
Cons: "Hot meals served in First Class as opposed to just snacks."
Pros: "Mal servicio; compre un tickets que no permitía escoger los asientos y nos seleccionó la última fila en cada vuelo. La diferencia entre ser priority y regula es bien marcada"
Cons: "Mejor trato a todo pasajero; se reconoce las ventajas de estar en primera clase pero el servicio debe ser excelente"
Pros: "Super friendly staff, great service and delicious food. The competition has nothing compared to Delta. We’re switching"
Cons: "The delay was totally unexpected and frustrating particularly when no bad weather around!"
Pros: "You're kidding!!!"
Cons: "Seating 3 across. the passenger on the isle seat got served and the other passenger and myself were ignored. NO SERVICE!"
Pros: "surprisingly spacious seats. plane felt brand new. on screen entertainment was great, and relieved to have charging inputs for my device in the seat."
Pros: "Nothing"
Cons: "I came from a long trip from France, the seat I was assigned was not reclinable, close to the restroom. I was totally exhausted from the previous flight, not able to sleep at all and when I tried to stretch my legs by sitting sidewards on the aisle a crew member keep bothering me to keep my legs out"
Pros: "Crew was awesome. Very friendly."
Cons: "I’m 6 foot tall and I found my seat space feeling crowded. I found myself wishing for just 2 more inches of legroom. It feels that airplanes are being built for quantity of passengers, not quality of flight."
Pros: "Crew was very fast but not enough during boarding and people had brought oversized carry on luggage to the gate requiring stowing. We had checked a carry-on at check in and paid $30 while several people got theirs stowed for free which seemed unfair."
Cons: "The charging for checked luggage has created a situation that was unfair for all travellers and ultimately made the plane’s departure late. This policy drives people to bring too much luggage into the cabin, putting at risk the safety of others and delays."
Pros: "The friendliness of the passengers and most of the crew."
Cons: "One of the younger female flight attendants was rude . She was collecting trash and took my neighbor’s (aisle seat) trash but wouldn’t take mine. I tapped her elbow to show that I had trash, she looked at me but didn’t take it. She returned and still refused until I exclaimed. She rolled her eyes."
Pros: "That there was seltzer"
Cons: "The management of preparing the flight and plane so that it was ready for the trip!!"
Pros: "Boarding & disembarking were super efficient, captain was very communicative, plane cabin was clean"
Cons: "The flight attendants were competent, but not friendly at all on my first flight or connecting flight."
Pros: "Boarding process, inflight service"
Cons: "Flight was canceled, was booked on flight 812, that flight was also canceled. I didn’t get to Quito until 24 hours later. Customer service was terrible in terms of providing accurate information to passengers."
Pros: "NA"
Cons: "Staff on ground at the panama airport was realy rude, lack of customer service"
Pros: "I paid extra for a seat in the exit row. It had a lot of legroom and was comfortable. The flight was smooth. It left on time and arrived on time."
Cons: "The food was mediocre."
Pros: "They give me a lot of food with no extra money , that’s so great even beers :)"
Cons: "Everything was awesome keep doing the same great job thanks :)"
Pros: "The whole experience was great. Pleasant crew, food excellent. I will recommend this airline for future trips."
Cons: "More affordable especially because this was a last minute trip because of death in my family."
Cons: "We had a very early flight (1am) with an estimted arrival time at 6:30, but lights went on and breakfast was served at 5am- hard to get some rest!"
Pros: "The flight was scheduled to depart at 9:26 and I got to the gate before 9 and they were on last call, which was surprising."
Cons: "The sandwiches could have been better"
Cons: "Crying kicking baby in the seat behind mine ruined the flight."
Pros: "Lots of leg room despite being at the very last row. The seats even could recline a fair amount. Hot breakfast, with good food."
Cons: "Not the newest equipment. The plane was delayed. Everyone was friendly so it didn't matter too much."
Cons: "Food was too salty, passenger at the back had me uncomfortable kept hitting the seat, wish I had an option to asked to be move"
Pros: "Packed plane with few comforts. No in-seat entertainment. Food was a joke. Next time i will fly Jet Blue as the price was very comparable,"
Pros: "The crew was pleasant."
Cons: "I am clearly pregnant and a woman whom works for Caribbean airlines asked me to hold my own bags as my husband wasn't allowed to carry on the plane more then two pieces. she REFUSED to let us through till he gave me the bag to carry. I told her I was pregnant even hold my stomach as she can see. That was so shocking to me. Please keep in mind this isn't a security check point we went through all with no problem.This is boarding after you have you ticket scanned and they are boarding row by row. The seats were small and uncomfortable. I flew home on a hospitable airline JETBLUE. Better seats, better snacks, better overall experience"
Cons: "Airplane's overall conditions were mediocre. Toilets were extremely dirty. Seats were quite uncomfortable. Even the first class section wasn't worth the upgrade. Was unable to book vegetarian option for food. Can't imagine why they assume everyone eats chicken. I'd think twice before flying Caribbean."
Cons: "I don't like the fact that the fares are none transferable to family members. I like the fact that I can travel very early in the morning. I'm thinking of changing companies,it is hard to come up with so much money, and reasons a raises and you can't make the trip you should allow to transfer it to your family members at least.smh"
Pros: "Smooth on time flight. Pilots gave regular updates."
Cons: "Crew members seemed as if they couldn't be bothered. The facilities on board are old and worn, especially the latrines.The aircrafts need a facelift."
Pros: "The crew was very nice"
Cons: "Seat not as comfortable as a business class seat should be"
Pros: "I appreciated the assistance that I got from the staff on the floor at the airport and the porter that helped to get my mother a wheelchair and get her from the car and checked in without much assistance from me. Mom, was traveling alone and it was difficult for me to get her from the car and inside without leaving my car unattended in a tow away zone."
Cons: "Flight was 2 hours late! The food was just awful. Tasted like leftovers."
Pros: "It was ok"
Cons: "Stop charging for wifi. Jet blue has free wifi on domestic flight"
Pros: "the crew was amazing. Seats needs to be more comfortable."
Cons: "seat needs to be more comfortable."
Pros: "Crew and pilot were great."
Cons: "The plane was absolutely PACKED during the peak of a global pandemic. Completely irresponsible to not have people spaced out by at least one seat."
Pros: "Crew was amazing"
Cons: "The WiFi would not connect for two of my flights. I wanted to watch movies"
Pros: "The price."
Cons: "Flight was delayed for 2 hours in Airbus 777 full of passengers. The reason was to fix some light and administrative error on a log book. This could have been prevented if they had done all of the checks beforehand. All of those passengers stuck in a plane during a pandemic. Not very smart !!!!"
Pros: "I was very appreciative that the cabin crew went through the cabin prior to take off to check that everyone was wearing a mask properly (covering mouth AND nose). I flew United a few weeks ago and had to politely ask the person next to me both on return and departing flight to make sure the mask covered thier nose. A lot of people in the cabin weren't wearing masks properly and the crew didn't seem to care."
Cons: "Some of the crew had an attitude and the purchased WiFi did not work"
Pros: "Nothing. It’s a terrible airline. Seriously, don’t book with them unless you’re desperate or you want to have an anxiety attack."
Cons: "American isn’t my preferred airline for obvious reasons (delays, notoriously bad service, old planes, and a lack of amenities like WiFi and tv’s), but now I’ll never spend my money with them again. They took me off an already delayed flight after I’d already boarded to examine my smart bag. I know that lithium batteries can’t be taken in the underbelly of the plane and I knew my bag would likely be checked at the gate (why I removed the battery and left it at home in the first place). When they asked me if I had a lithium battery in my bag I said “no.” They then gate checked the bag and allowed me on the plane. After everyone had been boarded (half an hour after we’d been scheduled to take off) they then called my name out on the speaker. I had to then de-board the plane and re-explain to staff that there was no lithium battery in my bag. The staff didn’t believe me citing the infallible logic: “there are ports so there’s a battery.” I told them again and again that the battery had been removed and the charging ports—while there—were inert as they weren’t attached to the battery. STILL, I had to remove all of my clothes from the bag, and open every single compartment (of which there were many) for them to allow me to get back onto the plane. They were telling me that they might have to “rebook the flight” if my bag couldn’t get on. I don’t think I need to explain how agitated/terrified that made me."
Pros: "The crew was really good. The flight had no issues. I was pleased."
Pros: "Customer service was acceptable"
Cons: "Flights were cancelled and had to take another airline. Bags were also lost for 5 days!"
Book Cheap Caribbean Plane Tickets
Recent round-trip flight deals
8/22Tue
nonstopFrontier
2h 44mMIA-SJU
8/30Wed
nonstopFrontier
2h 46mSJU-MIA
$98
8/22Tue
nonstopFrontier
2h 44mMIA-SJU
8/30Wed
nonstopFrontier
2h 46mSJU-MIA
$99
8/19Sat
nonstopFrontier
2h 46mMIA-SJU
8/26Sat
nonstopFrontier
2h 44mSJU-MIA
$101
6/26Mon
nonstopFrontier
2h 44mMIA-SJU
7/3Mon
nonstopFrontier
2h 52mSJU-MIA
$107
8/21Mon
nonstopFrontier
2h 43mMIA-SJU
8/26Sat
nonstopFrontier
2h 44mSJU-MIA
$108
7/18Tue
nonstopSpirit Airlines
2h 38mMIA-SJU
7/19Wed
nonstopSpirit Airlines
2h 45mSJU-MIA
$109
8/12Sat
1 stopFrontier
9h 25mMIA-SJU
8/23Wed
nonstopFrontier
2h 46mSJU-MIA
$112
7/8Sat
nonstopSpirit Airlines
2h 38mMIA-SJU
7/11Tue
nonstopSpirit Airlines
2h 45mSJU-MIA
$117
10/5Thu
nonstopFrontier
2h 37mMIA-SJU
10/8Sun
nonstopFrontier
2h 49mSJU-MIA
$118
7/18Tue
nonstopMultiple Airlines
2h 45mMIA-SJU
7/19Wed
nonstopMultiple Airlines
2h 45mSJU-MIA
$122
7/3Mon
1 stopMultiple Airlines
8h 59mMIA-SJU
7/12Wed
nonstopMultiple Airlines
2h 45mSJU-MIA
$124
7/4Tue
nonstopMultiple Airlines
2h 38mMIA-SJU
7/11Tue
nonstopMultiple Airlines
2h 41mSJU-MIA
$125
6/26Mon
nonstopSpirit Airlines
2h 38mMIA-SJU
7/3Mon
1 stopSpirit Airlines
11h 04mSJU-MIA
$134
6/25Sun
nonstopSpirit Airlines
2h 38mMIA-SJU
7/2Sun
nonstopSpirit Airlines
2h 45mSJU-MIA
$137
7/4Tue
1 stopMultiple Airlines
12h 22mMCO-SJU
7/12Wed
nonstopMultiple Airlines
3h 06mSJU-MCO
$166
9/15Fri
nonstopUnited Airlines
4h 01mEWR-SJU
9/15Fri
nonstopUnited Airlines
4h 20mSJU-EWR
$191
10/19Thu
nonstopUnited Airlines
4h 09mEWR-SJU
10/27Fri
nonstopUnited Airlines
4h 20mSJU-EWR
$197
8/26Sat
1 stopAmerican Airlines
9h 22mJFK-SJU
9/2Sat
1 stopAmerican Airlines
6h 22mSJU-JFK
$203
6/20Tue
nonstopJetBlue
3h 56mJFK-SJU
6/21Wed
nonstopJetBlue
4h 03mSJU-JFK
$257
9/16Sat
nonstopDelta
4h 02mJFK-STI
9/20Wed
nonstopDelta
3h 59mSTI-JFK
$283
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Recent one-way flight deals
8/22Tue
nonstopFrontier
2h 44mMIA-SJU
$42
8/22Tue
nonstopFrontier
2h 44mMIA-SJU
$49
8/30Wed
nonstopFrontier
2h 42mMIA-SJU
$51
8/21Mon
nonstopFrontier
2h 43mMIA-SJU
$52
6/28Wed
nonstopSpirit Airlines
2h 38mMIA-SJU
$53
7/4Tue
nonstopSpirit Airlines
2h 38mMIA-SJU
$54
8/5Sat
1 stopFrontier
9h 25mMIA-SJU
$55
7/4Tue
nonstopSpirit Airlines
2h 38mMIA-SJU
$57
9/3Sun
nonstopFrontier
2h 44mMIA-SJU
$59
6/24Sat
nonstopFrontier
2h 42mMIA-SJU
$60
7/4Tue
nonstopSpirit Airlines
2h 38mMIA-SJU
$66
7/4Tue
1 stopSpirit Airlines
10h 57mMCO-SJU
$74
9/6Wed
nonstopAmerican Airlines
2h 40mMIA-SJU
$84
7/4Tue
2 stopsMultiple Airlines
20h 28mMCO-SJU
$93
8/22Tue
nonstopJetBlue
3h 57mEWR-SJU
$99
8/24Thu
1 stopAmerican Airlines
8h 12mJFK-SJU
$102
8/16Wed
1 stopUnited Airlines
11h 49mEWR-SJU
$103
7/12Wed
2 stopsMultiple Airlines
15h 58mMCO-SJU
$105
9/1Fri
nonstopDelta
4h 00mJFK-STI
$133
6/12Mon
nonstopCaribbean Airlines
3h 55mJFK-MBJ
$180
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Flights to Caribbean
Browse origins:
$263
$767
$292
$268
$178
$188
$186
$106
$139
$641
$333
$158
$234
$290
$272
$223
$191
$259
$125
$203
$150
$231
$252
$260
$444
$284
$238
$203
$163
$308
$179
$168
$372
$179
$284
$331
$163
$259
$181
$347
$203
$186
$293
$259
$212
$322
$367
$284
$188
View more
Browse destinations:
$539
$248
$412
$258
$162
$309
$549
$248
$349
$557
$243
$206
$689
$106
$755
$424
$922
$279
$220
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