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Low season

February

Cheapest flight

$69
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from San Juan to Tampa

Flights from Caribbean to the United States: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Caribbean to the United States 
ScarlettFlew with Bahamasair-Aug 2026
Bring snack and treats for yourself and kiddos. Ensure you have ample time to get to terminal at least 2 hours to be safe
LarissaFlew with American Airlines-Jun 2026
It's a very small airline terminal and getting there early is imperative because it's very small not everybody gets to go into the boarding lounge at one time so you'll be spending a lot of time standing in the line. Get your coffee and something to eat before you go into the security line they do have snacks and drinks available to buy once you pass security but they're just shelf stable crackers and such.
Verified travelerFlew with JetBlue-Jun 2026
Be patient island people are not in a hurry. Avoids hurricane season be sure your luggage is not overweight
LeahFlew with JetBlue-Jul 2026
The AC in the second gate area (where gate 15 is located) doesn't work—be prepared to wait in the other area or bring a fan.
Verified travelerFlew with Frontier-Apr 2026
Bring food to eat in airport and on plane. There was a delay so it came in handy and eliminated need to buy expensive airport food. However, make sure to eat or discard food like meats and fruits before arriving in USA security.
KierriaFlew with Spirit Airlines-Apr 2026
Pack as many snacks as you can! Also, make sure your phone is fully charged before going to the airport. Plugs and outlets to charge phones and devices are hard to come by.
JoseFlew with Frontier-Apr 2026
San Juan airport is just like any other airport, just remember to do the agricultural inspection thing, but only usually take like an extra 10 minutes.
JoelFlew with JetBlue-Apr 2026
Be there early to your flight. Flight usually leaving Santiago leave on time or a bit early.
MilagrosFlew with JetBlue-Mar 2026
Change policy, let the passengers know that boarding will be done by alfphabets from now on so other passengers do not skip because when they all jump at one time that delays flight departure.. Put cushion on the damn seats 4 hrs sitting is terrible on the buns & backs. Delta does that and it goes so smoothly.
Verified travelerFlew with American Airlines-May 2026
In JFK the bags are taken off the belt be you finish immigration. An announcement should be made to say location instead of wasting time at the baggage belt waiting.
RichardFlew with Spirit Airlines-Dec 2025
Make sure you eat before you fly as there are no places to rest anything. Too cramp on the plane. Everything else is fine
JasmaryFlew with Spirit Airlines-Feb 2026
I would advice passengers to bring their own snack as most items are out of stock
Verified travelerFlew with Spirit Airlines-Jan 2026
Mostly everything in the airport closes at 5pm in Aruba.
Ramon EmmanuelFlew with Spirit Airlines-Sep 2025
Make sure to have long periods between connecting flights
AlexisFlew with Spirit Airlines-Apr 2025
Go early to the airport. Pay for your baggage early to get a discount.
JeffFlew with American Airlines-Mar 2025
Plan in delays. Local St John airport security is very slow. Try to get earliest possible flight out to allow for delays and still get home in a reasonable time.
RogerFlew with American Airlines-Apr 2025
Get something to eat before you leave and have something on the plane because they only give you a cup of juice and 2 ginger biscuits on the flight
Verified travelerFlew with Frontier-Mar 2025
Bring your own snacks because everything on the flight including a can a soda cost money.
slovely08Flew with JetBlue-Dec 2024
Be prepared for long security times, you have to clear customs in Aruba, and there can be a substantial line if you get there at the wrong time. They tell you to be there 3 hours early for a reason.
DanineFlew with Delta-Feb 2025
Arrive early. Pack light if you can. The airport is small and you may not have immediate seating available.
VictoriaFlew with JetBlue-Feb 2025
Make sure to get passport checked by gate before lining up. They did not announce it and the boarding process was chaotic.
CatherineFlew with Delta-Nov 2024
You clear US Immigration, TSA and customs before your flight from Nassau so when you arrive in the US you can go straight to your connecting flight - or leave the airport if that is your final destination. Easy!
Verified travelerFlew with Silver Airways-Jun 2024
You are better to fly out of Nassau. Take a small puddle jumper or the ferry to Nassau and you have your choice of many large airlines.
MichaelFlew with Caribbean Airlines-Aug 2024
Arrive early to give yourself time to browse Duty Free etc.
Jose AFlew with American Airlines-Aug 2024
Those flights are always full. Don’t bring to much carry on items
RobFlew with Silver Airways-May 2024
You better have at least five hours in between when your flight is expected to arrive from marsh Harbor and Fort Lauderdale to have any chance of making any connecting flights from Fort Lauderdale to another destination.
VickieFlew with Spirit Airlines-May 2024
If you have a lengthy vacation Spirit may not be the best since you can only take 40 lbs in your checked bag.
LionelFlew with Delta-May 2024
Well arrive on time because at the SJU airport theres only one TSA area to get in
JeffreyFlew with United Airlines-Mar 2024
Eat before flight; no food provided or sold on board this 3+ hour flight.
ElinicFlew with United Airlines-May 2024
Complete all your documents prior getting to the airport
VictoriaFlew with American Airlines-Mar 2024
Only fly Delta, Canada Air, or British Airways to T&Cs. Never book flights for Saturday and Sunday. If at all possible schedule your departure in the morning, not in the afternoon. Note that the staff in T&Cs is struggling and the facilities are awful. Do not expect to have power outlets or wifi. The only airconditioned "terminal" is upstairs. Go straight there and grab a seat as soon as you get through security. Don't eat the pre-made food from the convenience stores, order from Gilleys. The owner's son for Gilleys' restaurant is amazing. Delta's staff is amazing. Everyone else is miserable and hateful. Best of luck.
Verified travelerFlew with Spirit Airlines-Apr 2024
Bring your own snacks and water; you have to pay a lot of money for their low-quality food. Download media to your device ahead of time, or bring a book so you don’t have to pay for the overpriced WiFi.
Verified travelerFlew with Spirit Airlines-Jan 2024
If you wanna eat something in Domino’s Pizza or Wendy’s in Montego Bay airport, you have to spend at least 30-35 min in line, be prepared
JodiFlew with Sun Country Air-Jan 2024
the Wifi never works to watch movies on your own device so be sure to download them to your device before-hand.
KatherineFlew with JetBlue-Jan 2024
Go to the airport with time ahead to avoid inconvenience
HervinFlew with Caribbean Airlines-Dec 2023
Reduce size and amount of carry-on luggage, While in Trinidad please stay close to Gate, boarding may begin with any announcement, While you're in transit for less than 3hrs.and not leaving the transit area passengers are being rough up by customs and security.
Verified travelerFlew with Spirit Airlines-Jan 2024
The flight is 3 hours and 19 minutes long. I would not fly Spirit unless you are willing to incur the additional charges for either extra wide seating or bulkhead seating.

FAQs for booking flights from Caribbean to the United States

  • How does KAYAK find such low prices on flights from Caribbean to the United States?

    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 Caribbean to the United States.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to the United States?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean to the United States 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 Caribbean to the United States?

    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 Caribbean to the United States 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 Caribbean to the United States?

    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 Caribbean to the United States up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines fly most frequently to the United States?

    Caribbean and United States are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (1,006 flights per week), American Airlines (804 flights per week), and Qatar Airways (681 flights per week).

  • How many airports are there in the United States?

    There are 579 airports in the United States. The busiest airport is Hartsfield-Jackson Atlanta Airport (ATL), with 8% of all flights arriving there.

  • Which is the cheapest airport to fly into in the United States?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in the United States is Raleigh-Durham Airport (RDU), with an average flight price of $217.

  • What is the cheapest day to fly to the United States?

    Based on KAYAK data, the cheapest day to fly to the United States is Friday where round-trip tickets can be as cheap as $284. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $419 on average.

  • What is the cheapest time of day to fly to the United States?

    The cheapest time of day to fly to the United States is generally in the morning, when round-trip flights cost $285 on average. Morning departures are around 2% cheaper than evening flights, on average. The most expensive time of day to fly to the United States is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $486.

  • What is the cheapest flight to the United States?

    The cheapest ticket to the United States from Caribbean found in the last 5 days was to Miami, at $135 round-trip. The most popular route is Oranjestad (AUA) to Newark Airport (EWR) and the cheapest round-trip airline ticket found on this route in the last 5 days was $155.

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

    The cheapest month for flights from Caribbean to the United States is December, when tickets cost $209 (return) on average. On the other hand, the most expensive months are August and January, when the average cost of round-trip tickets is $375 and $322 respectively.

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

    To get a below average price on the flight from Caribbean to the United States, you should book around 2 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

  • How many cities have direct flights to the United States?

    From Caribbean, there are direct flights to the United States from 45 cities. The city with the most direct flights is San Juan, with 1,710 direct flights each week.

  • How many direct flights to the United States are there each day?

    There are around 728 direct flights from within Caribbean to the United States every day. Most flights (53%) depart in the afternoon.

  • How many direct flights to the United States are there each week?

    Each week there are around 5,094 direct flights from within Caribbean to the United States. The most common day for departures is Sunday, with 17% of flights taking off on this day.

  • How long is the flight to the United States?

    An average nonstop flight from Caribbean to the United States takes 4h 46m, covering a distance of 1580 miles. The shortest route is Montego Bay (MBJ) to Fort Lauderdale (FLL) with an average flight time of 1h 45m.

  • How many long-haul flights are there to the United States each week?

    Each week, there are 1,422 medium-haul flights (3-6 hour flight duration) and 3,570 short-haul flights (up to 3 hour flight duration) to the United States. There aren't any long-haul flights (6-12 hour flight duration).

  • What are the most popular destinations in the United States?

    Based on KAYAK flight searches, the most popular destination is New York (34% of total searches to the United States). The next most popular destinations are Orlando (20%) and Miami (9%). Searches for flights to Fort Lauderdale (9%), to Chicago (4%) and to Boston (4%) are also popular.

Reviews of the top 5 airlines serving from Caribbean to the United States

 
Need help choosing which airline to fly with from Caribbean to the United States? 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.
7.4
United AirlinesOverall score based on 10152 reviews
6.7Food
7.1Entertainment
8.1Crew
7.3Comfort
7.7Boarding
Airline reviews

Airplane is not very clean, food quality and taste was not good. Lufthansa used to be good but nowadays went down. Overall experience is just okay, wouldn't fly again, prefer Turkish airlines.

4.0 OkayAnonymous, Sep 2026
Read more United Airlines reviews

Airplane is not very clean, food quality and taste was not good. Lufthansa used to be good but nowadays went down. Overall experience is just okay, wouldn't fly again, prefer Turkish airlines.

I missed the flight due to maintenance issues. This is the second flight I’ve missed in four days because United allows such little time between layovers. Very disappointing

My return flight to Honolulu (UA 1170) was on a 777-200. I’d forgotten the weird seating arrangement in first-class (2-2-2); I was in 1B, so I faced the passenger in 1C. Unfortunately, there was a problem with the flight computer, so we left LA an hour late (6:05pm). The meal I chose was Korean BBQ Glazed short rib. It was served with a nice salad and fried rice. This meal was better than breakfast on the outgoing leg. All in all, a decent flying experience. Ratings: 777: 3.75, food: 3.5, service: 5 (out of 5).

Food was not Good Nuts came very wet & not tasting Good Main course I asked for Steak they got me Chicken because they don’t have more !!!!

It cancelled and we were unable to catch our connecting international flights.

We couldn’t take the direct flight back home in Florida because the flight in Palermo was delayed flor long time and keep us inside the cabin without moving the plane. The plane from Munich to Orlando was still there when we arrived to the gate but they said it was late for us to board the plane. We rushed the most to get there. It was a bad experience and got back exhausted and with pain in all muy body. We are seniors 72 and for us was very bad

Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s

I did bought anything… I don’t understand how this book appears to me . Ridiculous

Best flight in years. Pre-boarding because of my mobility issues. Good food and beverage from beginning to end. Excellent choice of films. Good service by stewardesses. Comfortable seats. I could lie down!

Leaving at 7 when scheduled to leave at 4:20 - you tell me. Understood there was a ground stop. Then having to "reboot" the plane because of a lighting strike, also understood. But basically the flight was a "clusterf#$%".

Nothing was good about this flight. Although the flight actually departed more than 3 hours late, due to “air traffic control management” we pushed back from gate 2 hours and 20 minutes late and proceeded to sit 100 yards from gate for and then n tarmac for another 1/2 hour additional 20 minutes

Our flight was delayed to Louisville. What made this worse was they did not have another flight attendant to service the flight. This caused an even longer delay. Then when a flight attendant did show up, she chose to "swap" flights with another flight attendant. Therefore, we had to wait longer for the other flight attendant to come to our flight. This is information that the gate attendant should not have shared. Processes and execution at American are broken. Passengers are feeling it. Fixing this starts at the top of the organization.

Both the gate agent and flight crew did a horrible job of expediting the boarding process. It was simply miss managed. The airplane was late to Tampa. Therefore, they should have expedited the de-boarding process and also boarding process. This did not happen and caused me to miss my connection. I ended up with a 7 hour hour layover just to get home. The overall flying experience on American has simply been degraded. On-time performance is a real problem every single week. This has caused me to consider moving my loyalty to an airline that has better performance metrics.

One thing you can always count on is your AA flight getting delayed. This is not surprising when they operate these planes like a greyhound bus with wings.

Qatar airlines was great from Doha to Texas. However it wasn’t good from Nairobi. I experienced discrimination from Nairobi to Doha

Mostly excellent. However, many too many gate changes. Connecting flight at ORD changed gate 6 times.

It was my first time flying with Alaska Airlines and it was a pleasure!

DFW notification of changing the gate notice was an inconvenience.

Our gate was changed several times, and the gate agents were just as in the dark as all of us in knowing when our plane would arrive at PHL.

Very long delay at PHL. The old section of terminal F is a disgrace. Take-off was 3.5 hrs late. It was not just the bad weather, but also too many jets occupying too few slots, a very PHL-based problem.,

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

The plane was filthy and worn - the seat pockets were stuffed with tattered food and torn pamphlets. The cleaning crew that came on as we were deboarding were grabbing handfulls of trash and perfunctorily wiping down tables with dishrags. It's been a while since I flew Jetblue and it used to be a great experience. After this flight I will avoid flying Jetblue again if there is any alternative.

I have flown Jet Blue many times between JFK and SFO. I appreciate how clean the planes are, the ability to select my onboard entertainment and the flight crews have always been amazing! Unfortunately, my trip from SFO to JFK on August 23 was unusual. I arrived early at SFO for the 12:00 noon scheduled boarding. The flight was supposed to take off at 12:45pm but after sitting for a while, the plane had to return to the gate to have a generator inspected. After deplaning and then reboarding, we eventually took off around 3:30 pm. It was explained to the passengers that because the plane was using a backup generator, additional fuel was needed and the flight would take longer than originally scheduled. We were originally supposed to arrive at JFK at 9:32 pm but instead, arrived at midnight. Unfortunately, I was exhausted for the funeral I attended the next morning. As a passenger, I have always expected that the plane will be in good mechanical order and that all parts will function as expected. I'm not entirely certain that if I fly Jet Blue in the future, that I will have the same level of confidence that I had become accustomed to. Thanks for the opportunity to provide this feedback. Kathy Nigro

The series of delays were very unfortunately - first the captain timed out, then the new captain didn't show up when we were told he would, then the first officer timed out. Those delays were compounded by after boarding, weather came in - obviously that's out of JB's control but it was frustrating after all of the other delays that seemed avoidable.

3 hours late JetBlue flight made me miss my connecting flight to Nairobi Kenya, they did not even offer me hotel accommodation, I paid out of my pocket, they did not know where my luggage was, let say my experience with JetBlue was nightmare.

JFK is the worst airport and JetBlue is the worst airline

Crew at first tried to SELL snack boxes (for an hour-long flight?!?), and it was the only leg of four on which I was charged for a hard seltzer. 😕 Spent extra to select seats in Row 8 for quicker disembarking only to be seated in Row 25. Someone owes me $38 for that!

From Edinburgh to Boston was pretty good, actually! From Boston to DCA? Not so much. More food offerings for those w/gluten issues please! I don’t do well w/wheat OR legumes so neither the pasta nor the lentils would have been good for me (or pleasant for those around me on a 6+ hour flight!). Staff on the Boston to DCA leg were brusque compared to those on the other 3 legs of my trip. Also, I paid $19/seat to select 2 seats on the Boston to DC leg and we didn’t get those Row 8 seats but were sat in ROW TWENTY-FIVE😕 Someone owes me $38!

My screen didn’t work, my seat didn’t recline, the flight attendant was rude and completely dismissive, the airplane was freezing, the seats are way old, slanted and uncomfortable. I payed for a full ticket and got a horrific experience, with a flight attendant who dismissed me even though I was calm respectful and polite.

They don’t offer food on the flight just water but when arrived on time and landed perfectly

They could give you a snack or at least something to drink during the flight. The flight was also delayed.

Poor poor, airline people are rude unfriendly and unhelpful, they need to be trained to be customer friendly and gelpful

I love bahamasair safety always blown away. They made my fears from travel so much better. Bahamasair #1 Highly recommend We don't just fly here. We live here Pilots and crew keep up the good work.

4 hour delay Noisy passengers Tight seats Missed connecting flight in Ft. Lauderdale

We were scheduled to travel at 12pm. The flight got delayed with no updates until 11:30am. They advised that we will receive an update at 1pm. However, the flight was then delayed until 6pm with no clear indication as to if that was the departure time. It was NOT! They decided to combine two of their scheduled flights into one due to the smaller number of passengers. If you do not wish to be inconvenienced, “STAY AWAY FROM THIS AIRLINE”!!!!!!They do have a track record of this!

Very courteous staff at the gate and excellent assistance with my needs as a handicapped person on board. The flight itself was uncomfortable, with tight seating and seats they don’t recline, so be aware. The aircraft itself is old and worn, and it shook a lot and made a lot of noise, especially upon takeoff and at landing. But, hey it’s a short flight and it got me back home to Florida safely, so….

I feel that I was scammed by BahamasAir. Both on flights 202 and 207, to and from Nassau - Fort Lauderdale June 2, June 6. I paid for 2 full size bags and selected seats. On both flights they told me I had not paid for luggage or seats. I was charged $100 extra each way without seat assignment. BahamasAir does not participate in TSA Pre Check. Even if you have it you cannot use it. Instead endure long lines because BahamasAir will not pay their share of PreCheck.

Boarding process was smooth and easy. The crew was friendly and communicable and transparent about the delay at the landing destination.

Flight was delayed 7hours due to multiple planes having mechanical issues.

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.

Don’t even matter if I write it y'all not going to fix it

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

Frontier feels like a family I Worked for Eastern Airlines back in the day and I felt the family vibe that I had then. Thank you

Terrible. Delayed my family flight for several hours affecting family plans

Tiny seats, no entertainment, no amenities, delays, they charge for carry on and their allowed personal item is smaller than in other airlines.

Everything you need to know for your flight to the United States

Cabin class types available on flights to Caribbean