Find cheap flights from Caribbean Islands to the United States from $51

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 8/30. 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
0 bags
Sat 7/8
Sat 7/15

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Good to know

Low season

February

High season

July

Cheapest flight

$51

Average price round-trip

$447

Good deal round-trip

$233

Good deal one-way

$91
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from San Juan to Miami
(avg. price over the last 2 weeks)
or less
or less

FAQs for booking flights from Caribbean Islands to the United States

Top 5 airlines serving from Caribbean Islands to the United States

Scores according to KAYAK customer reviews
8.1
JetBlueOverall score based on 19444 reviews
86crew
82comfort
79entertainment
82overall
78food
83boarding
Airline reviews
Pros: "It landed in one piece"
Cons: "No promised wifi. Flight delayed without any updates on monitors."
Read more about JetBlue
Pros: "It landed in one piece"
Cons: "No promised wifi. Flight delayed without any updates on monitors."
Cons: "JetTV only had 3 movies and they ran on their schedule. Was not on demand"
Pros: "Fast check out at Kennedy’s immigration. JetBlue’s traditional friendly approach to flying."
Cons: "AILA continues to be a mess. I don’t blame JetBlue. DR is a hard place for business"
Cons: "No movies translated to spanish. Too crowded. Did not follow distancing while que exiting."
Pros: "With the Covid-19 precaution in place, I felt really safe on the flight. Masks were required at all times; the crew did a great job with handing out safe snack and waters. JetBlue did a great job."
Pros: "The great services as always"
Cons: "Well this time I didn't get my DD coffee as always but was a nice flights even with the bad weather in NY"
Pros: "Normal flight"
Cons: "Not as comfortable as before when Jetblue first started. And my luggage was damaged so that did not help first time ever."
Pros: "Generous portion of free snacks. Coffee, while not great, was good."
Cons: "The entertainment display in my seat did not work."
Pros: "Free on board WiFi and a very clean plan... JetBlue you are the best"
Cons: "I have flying whit jet blue before and never had a problem and this time they broke my lock from my 2 back i found them in side my back and i pay for then $150 because they waited more then what supposed to when i got back to new New York i noticed that the lock wasn't not there and fine them insides my back and my jewellery was gonna and im not happy at all."
Pros: "The boarding was fast quick and the staff was very friendly."
Cons: "The bathrooms were very dirty and there was not enough food and drink supplies."
Pros: "Crew was great, check in was fast. Overall great experience."
Pros: "Seat was comfortable, boarding was good"
Cons: "WiFi didn’t work, my tv didn’t work either"
Cons: "Nothing, really. Airlines unfortunately can’t make people patient or polite, & I can’t afford a private jet, so I’ll have to settle for an eye roll or twelve."
Pros: "Cabin crew was great. Was told they don’t feel they can do a good job of serving 48 passengers in Premium Select with 2 crew."
Cons: "Image recognition step slowed boarding down a lot. Food and amenities on Delta Premium Select seem to be getting worse"
Cons: "The food on the plain or snacks were to poor and not that tasty."
Pros: "The plane was nice, entertainment options were great, pilot was super kind."
Pros: "I loved being upgraded to first class and the crew was so attentive."
Cons: "Nothing, glad this was a better experience than the trip to Miami."
Pros: "Comfort and service was great."
Cons: "The severe delays was frustrating and not getting enough information about it."
Pros: "Comfort is excellent"
Cons: "When traveling with the pet, personally always travel to Puerto Rico, we take our cat, I would like Delta to have the option of making the reservation online until paying for it, although you should always call to confirm, that would be super excellent."
Pros: "Food was fresh and ok for a short flight."
Cons: "Agents at check in gate were not very helpful and did not communicate the changes in an efficient time or manner."
Pros: "The crew"
Cons: "There was no screen on each seat, no entertainment...only the kids movie they played."
Pros: "Crew was pleasant and efficient in performing their duties, the meal choices were very good and both flights departed and arrived on time."
Pros: "Flight was delayed because "they did not have a plane"....this does no make sense.... The food is always very poor ....my tray was almost half empty with the food....however the small portion of meat (just a snack) was tasty."
Cons: "The in flight entertainment selection was small, could have been bigger"
Pros: "This is a full service airline that serves complimentary food and movies for a similar cost as low-end airlines like Spirit or Frontier. I was traveling from Punta Cana DR to Denver but had connects in Panama City & Miami. Because 3 flights is a long day of traveling I chose the emergency isle for my flight from Panama-Miami so i could stretch out with the extra leg room. Because I didn't speak fluent Spanish though, the crew had to move my seat. They upgraded me to 1st class! Amazing airline! Incredible crew! Shame most airlines in the US with their FU attitude don't operate this way."
Pros: "The crew on all of the flights were all very nice. At the end of the day, my suitcase did end up getting shipped to my house within a few days. It was just a little unorganized throughout the process of tracking it down."
Cons: "Following this, my flight in Bogota left 3 hours late. Not only did we board at the time we were supposed to be leaving, but then sat on the runway for an hour and a half before having to go back to the gate to refuel.... All passengers sat on the plane for 3 hours in Bogota before we ever took off with little to no communication as to why. Upon landing in Miami, my bag was then missing which honestly wasn't a big deal - I knew I'd get it back eventually. But with my new flight, I wasn't entirely sure which flight my bag should be with and which airlines (Copa or Avianca) I should go to regarding it. The staff for both were incredibly rude. My suitcase was the one missing and I was the happier, nicer one out of everyone I spoke to. I was told it would be shipped to my house which was great until I got an email saying I could pick up my suitcase at the airport. After searching for 2 hours of where to go and all staff pointing me to a different spot and offering little help, I tried calling the Avianca number I was given for any questions. Unfortunately, there wasn't going to be anyone who spoke English in until after my flight took off. After getting to my final destination, I tried calling the number again to try and sort out where my suitcase was and no one spoke English or could direct me to someone who could. I had to have my friend in Cali call the main office for me to find that my bad was still in Bogota after all of that."
Pros: "Check in was quick & easy. the crew were efficient and friendly. It is a Central and South American airline so announcements were mostly in Spanish but the crew were bilingual and translated announcements into English. The meal was good. No fee to check a bag."
Cons: "Can't think of anything."
Pros: "The flight crew was pleasant and was bilingual which made the flight better"
Cons: "It was a lot of turbulence and the plane dropped drastically during the flight. No one spoke English to explain the searches, reason for change in seats. It was difficult to communicate with staff prior to boarding."
Cons: "Plane with old Business class seats that were not worth the price of a business class airfare"
Pros: "Food was great, in boarding and off boarding was quick"
Cons: "More snacks"
Cons: "The ticket didnt have seat assigned until last boarding minute it was stressful"
Pros: "Airline staff and comfort"
Cons: "They send me a delay notification but the flight was on time... so I was the last one to get into the plane..."
Cons: "Avianca does a great job! Excellent meal and in flight entertainment."
Cons: "People were NOT following instructions at boarding time... even though they were giving us instructions about who was boarding... I mentioned it to the agent when I boarded and he replied “No, that’s not true” when I was seeing who was boarding and when... if families with children were called... even single travelers were boarding the general boarding line... nobody really cared"
Pros: "Overall everything went well. Boarding was easy, quick, and the crew very helpful."
Cons: "I felt the space between rows is a bit tight and the food was fair."
Pros: "Crew service inflight are very well trained."
Cons: "After I checked in online, I noticed that my flight was delayed from 9 pm to next day at 3 am. I called the help desk and after 40 minutes and 4 different people they said that in fact that the flight 008 from Bohota to Miami was delayed. Very Poor communication between company departments and poor communication alerts to costumers. In addittion, the only explanation from counter staff was "airplane maintance". Really? For an international flight from Bogota where you have located your main airplane base ? I do believe that land staff is very poorly train compared to inflight crew. Land staff has very poor supervision to improve costumer service."
Cons: "they changed my flight, and boarding take 2 hours, i hate this airline, three time i loose my time and money and they still own me money."
Pros: "Entertainment was good. Comfortable airplane. Crew was polite and helpful. I don’t usually eat in a plane, but the meal was not bad at all."
Cons: "First of all the flight was very late, so I missed my connection flight from Miami. I couldn’t get home on the other airline because it was full, so I had to buy another ticket to another city and had a family member pick me up, so we drove an additional hour. From the time I went to the airport in La Paz, took me 24 hours to get home. I had to work the next day."
Pros: "I like the the crew they were very nice and polite"
Pros: "The crew was amazing"
Cons: "They turned up the air conditioner to encourage us to buy blankets. The food was cold. The seats are uncomfortable. The plane was filthy."
Pros: "The flight attendant were attentive and professional in every case. I really enjoyed the service of the crew keep it going u made an impression that will keep going."
Cons: "No complaints my way i had a great time onboard is probably because of my fellow passengers. It’s always fun regardless."
Pros: "The tea service, flight quality"
Cons: "The seating was uncomfortable, waiting to be seated was long (excuse being repairs), the customer service was poor"
Pros: "The check in agents wére just simply amazing"
Cons: "Didnt like the sťale coffee that was seŕved in flight"
Pros: "Upgraded to First Class, and the service during the flight was impeccable."
Cons: "- Flight was delayed every other hour, without reason. Staff didn't communicate what was going on. - Elderly people on wheelchairs were delayed in-transit for over 6 hours and no one attended to them until the final hour before the flight. - Staff did not want to give any reason why flight was delayed. - Flight was not even posted on the "Flight Status Board" and no one had a reason why. - Upgraded to First Class to experience it - the lounge had a few sandwiches that seemed to be sitting there for hours."
Pros: "My overall experience was wonderful. The crew members were awesome!"
Pros: "Flight departed on time.Boarding was orderly.The stewardess was great."
Cons: "More food choices"
Pros: "I like the seating and the air hostesses were very courteous and helpful. The boarding process was excellent and I was very comfortable throughout the flight, I had lots of legroom. The entertainment was ok. Overall I had a great time flying with Caribbean Airline and I will surely fly with Caribbean Airline again."
Cons: "I did not like the check in process the guy at the counter was not very courteous. He was telling me about my name which I used all the time for traveling all over the world. He also let me open my computer to show him my return ticket and then he was telling me to give him ticket number when there was no ticket number on the itinerary. I did not like the vegetarian sandwich the bread was too hard and dry and the vegetables was mediocre."
Cons: "flight cancelled at the last minute. not helpful with getting hotels or communicating when we will be able to fly out of jamaica. finally said it may take two or more days to get a flight. staff poorly trained. will never use this airline again."
Pros: "The pilot and crew were engaged with the passengers. The pilot informed us of the journey; how we will get to NY."
Cons: "I was saving my food for later. It was on the tray table. It was removed when I was sleeping. I woke up just in time to asked her before the attendant moved. She reported that she would get me a fresh one. I supposed she had already mixed it with the trash why she promised a fresh one. She never kept her promise. I mentioned it when I was coming off and was told that I was going to get cheese and crackers but what was supposed to happen did not matter that she told me that because it did not happen. I put the cup on the other tray table because it wad trash. The sandwich was close to me. Other than my gripe over my food taken away, I have no complaints. My expectation was exceeded."

Book cheap flights from Caribbean Islands to the United States

Recent round-trip flight deals

8/23Wed
nonstopFrontier
2h 46mSJU-MIA
8/29Tue
nonstopFrontier
2h 44mMIA-SJU
$116
6/28Wed
nonstopFrontier
2h 52mSJU-MIA
7/3Mon
nonstopFrontier
2h 37mMIA-SJU
$117
9/7Thu
nonstopFrontier
2h 48mSJU-MIA
9/18Mon
nonstopFrontier
2h 47mMIA-SJU
$118
6/28Wed
nonstopFrontier
2h 52mSJU-MIA
7/3Mon
1 stopFrontier
8h 59mMIA-SJU
$119
6/28Wed
nonstopFrontier
2h 52mSJU-MIA
7/3Mon
nonstopFrontier
2h 44mMIA-SJU
$120
6/21Wed
1 stopFrontier
8h 57mSJU-MIA
6/28Wed
nonstopFrontier
2h 44mMIA-SJU
$122
8/9Wed
nonstopSpirit Airlines
4h 11mSJU-EWR
8/16Wed
nonstopSpirit Airlines
4h 05mEWR-SJU
$134
8/8Tue
nonstopSpirit Airlines
4h 12mSJU-EWR
8/16Wed
nonstopSpirit Airlines
4h 05mEWR-SJU
$145
7/14Fri
1 stopMultiple Airlines
8h 57mSJU-MIA
7/18Tue
nonstopMultiple Airlines
2h 38mMIA-SJU
$147
8/9Wed
nonstopSpirit Airlines
4h 10mSJU-EWR
8/21Mon
nonstopSpirit Airlines
4h 05mEWR-SJU
$148
7/2Sun
nonstopMultiple Airlines
2h 52mSJU-MIA
7/24Mon
nonstopMultiple Airlines
2h 38mMIA-SJU
$154
7/11Tue
2 stopsMultiple Airlines
15h 03mSJU-MIA
7/18Tue
nonstopMultiple Airlines
2h 38mMIA-SJU
$155
10/5Thu
nonstopUnited Airlines
4h 15mSJU-EWR
10/8Sun
nonstopUnited Airlines
3h 57mEWR-SJU
$177
9/27Wed
1 stopAmerican Airlines
10h 04mSJU-LGA
10/1Sun
1 stopAmerican Airlines
6h 40mLGA-SJU
$183
6/18Sun
nonstopJetBlue
3h 58mSJU-JFK
6/21Wed
nonstopJetBlue
3h 56mJFK-SJU
$263
6/26Mon
1 stopCopa Airlines
8h 38mPOS-MIA
7/5Wed
1 stopCopa Airlines
8h 16mMIA-POS
$285
9/29Fri
nonstopDelta
4h 04mSJU-JFK
10/22Sun
nonstopDelta
3h 54mJFK-SJU
$291
9/29Fri
nonstopCaribbean Airlines
3h 45mKIN-JFK
10/2Mon
nonstopCaribbean Airlines
3h 50mJFK-KIN
$313
11/19Sun
1 stopAvianca
15h 30mSDQ-MIA
11/28Tue
1 stopAvianca
9h 35mMIA-SDQ
$341
9/14Thu
1 stopBritish Airways
14h 30mSDQ-JFK
10/2Mon
1 stopBritish Airways
21h 09mJFK-SDQ
$358

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Recent one-way flight deals

8/30Wed
nonstopFrontier
2h 46mSJU-MIA
$51
7/2Sun
nonstopFrontier
2h 52mSJU-MIA
$60
10/15Sun
nonstopFrontier
2h 49mSJU-MIA
$61
6/13Tue
nonstopFrontier
2h 51mSJU-MIA
$62
6/17Sat
1 stopFrontier
9h 00mSJU-MIA
$63
9/29Fri
nonstopFrontier
2h 48mSJU-MIA
$64
6/28Wed
nonstopSpirit Airlines
4h 14mSJU-EWR
$68
6/28Wed
nonstopSpirit Airlines
4h 14mSJU-EWR
$71
6/17Sat
nonstopSpirit Airlines
4h 12mSJU-EWR
$75
6/13Tue
nonstopUnited Airlines
4h 10mSJU-EWR
$89
9/27Wed
1 stopAmerican Airlines
8h 49mSJU-LGA
$92
9/27Wed
1 stopAmerican Airlines
9h 02mSJU-EWR
$92
6/28Wed
2 stopsUnited Airlines
10h 25mSJU-EWR
$93
7/1Sat
nonstopJetBlue
4h 17mSJU-EWR
$99
6/27Tue
2 stopsMultiple Airlines
14h 47mSJU-MIA
$110
6/14Wed
1 stopDelta
7h 59mSJU-EWR
$126
9/27Wed
nonstopIberia
2h 26mSDQ-MIA
$132
6/26Mon
1 stopCopa Airlines
8h 38mPOS-MIA
$166
8/18Fri
2 stopsAvianca
18h 15mSDQ-MIA
$181
11/4Sat
1 stopBritish Airways
30h 01mSDQ-EWR
$191

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Flights to the United States

Return flight deals:

United States - Caribbean Islands

Cabin classes:

$154
$204
$92
$20

Browse origins:

$508
Castries
$960
Cayman Brac
$121
Christiansted
$318
Culebra
$572
Fort-de-France
$273
Freeport
$278
George Town
$297
Georgetown
$579
Governor’s Harbour
$338
Gregory Town
$847
Gustavia
$190
Havana
$220
Holguín
$197
Kingston
$458
Kingstown
$939
Kralendijk
$2,876
La Romana
$313
Marsh Harbour
$280
Mayagüez
$174
Montego Bay
$501
Nagua
$219
Nassau
Negril
$242
Oranjestad
$357
Pointe-à-Pitre
$160
Ponce
$256
Port Au Prince
$372
Port of Spain
$320
Providenciales
$344
Puerto Plata
$251
Punta Cana
$464
Road Town
$438
Rock Sound
$600
Roseau
$236
Saint Thomas Island
$494
Santa Clara
$294
Santiago de los Caballeros
$164
Santo Domingo
$583
Scarborough
$275
Simpson Bay
$450
St. George's
$397
St. John's
$916
The Valley
$532
Treasure Cay
$394
Varadero
$419
Vieques
$317
Willemstad
View more

Browse destinations:

$724
Alaska
$218
Colorado
$184
Connecticut
$277
District of Columbia
$109
Florida
$143
Georgia
$712
Hawaii
$490
Idaho
$209
Illinois
$236
Indiana
$278
Iowa
$327
Kansas
$233
Kentucky
$194
Louisiana
$278
Maine
$115
Maryland
$207
Massachusetts
$141
Michigan
$239
Minnesota
$286
Mississippi
$269
Missouri
$426
Montana
$416
Nebraska
$253
Nevada
$207
New Hampshire
$160
New Jersey
$282
New Mexico
$160
New York
$197
North Carolina
$562
North Dakota
$179
Ohio
$282
Oklahoma
$373
Oregon
$168
Pennsylvania
Philadelphia
$272
Rhode Island
$190
South Carolina
$278
South Dakota
$195
Tennessee
$196
Texas
$314
Utah
$272
Vermont
$231
Virginia
$326
Washington
$462
West Virginia
$290
Wisconsin
$218
Wyoming
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