$39 Find Cheap Flights from Caribbean Islands to the United States

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Low seasonMarch
High seasonJuly
Cheapest flight$39
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan Airport to Fort Lauderdale

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

Insights shared by verified travelers who flew the route from Caribbean Islands to the United States 
JeffFlew with American AirlinesANU-MIAMar 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 AirlinesBGI-MIAApr 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
DexterFlew with Caribbean AirlinesPOS-JFKMar 2025
When flying from Port of Spain to New York travel with Caribbean Airlines. Best food, great hospitality, and intense focus on safety.
AlexisFlew with Spirit AirlinesSJU-BWIApr 2025
Go early to the airport. Pay for your baggage early to get a discount.
ChrisFlew with JetBlueSVD-JFKApr 2025
Airport is a little warm and there aren’t a lot of food/ shopping while waiting.
BarbFlew with American AirlinesSXM-MIAMar 2025
Another passenger said it's not unusual for American Airlines flights to run late. I wish I had known this before booking with this airline. I'll avoid American in the future.
Juan LuisFlew with SouthwestSJU-TPAFeb 2025
South west have the best (by far) baggage policy. Jetblue has a little more seat and leg space.
DanineFlew with DeltaSTT-ATLFeb 2025
Arrive early. Pack light if you can. The airport is small and you may not have immediate seating available.
MurliFlew with United AirlinesMBJ-EWRJan 2025
Boarding in Montego Bay is an interesting experience
HassanFlew with Spirit AirlinesMBJ-FLLDec 2024
DO NOT FLY SPIRIT. Montego Bay is only about an hour and thirty minutes from Fort Lauderdale if you want to get there and avoid a 2-4 hour lay hour and or a 2.5-5 hour flight delay AVOID SPIRIT AT ALL COST
slovely08Flew with JetBlueAUA-BOSDec 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.
VictoriaFlew with JetBlueGCM-JFKFeb 2025
Make sure to get passport checked by gate before lining up. They did not announce it and the boarding process was chaotic.
Louri AnnFlew with FrontierMBJ-PHLJan 2025
This flight seems to have a lot of delays.
CatherineFlew with DeltaNAS-ATLNov 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!
KevinFlew with American AirlinesSXM-MIAOct 2024
St. Maarten Airport has made lots of improvements for a seamless travel experience.
Verified travelerFlew with Silver AirwaysELH-FLLJun 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.
AllisonFlew with American AirlinesPLS-CLTJul 2024
AA was great overall. No major delays or issues. Nonstop is amazing!
MichaelFlew with Caribbean AirlinesPOS-JFKAug 2024
Arrive early to give yourself time to browse Duty Free etc.
Jose AFlew with DeltaSJU-JFKJun 2024
If you don't use business class don't expect to have your carry on over your seat if you fly Delta.
Jose AFlew with American AirlinesSJU-MIAAug 2024
Those flights are always full. Don’t bring to much carry on items
Verified travelerFlew with Spirit AirlinesSTX-FLLAug 2024
Flying with spirit is a bit different. You have more delays, steps to board, no WiFi service. Hard seats.
VictoriaFlew with American AirlinesPLS-CLTMar 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.
RobFlew with Silver AirwaysMHH-FLLMay 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.
MaxineFlew with DeltaMBJ-JFKApr 2024
Enjoy the little things like getting on board first and access to free Wi-Fi, new movies and the food is very good in first class. Drinks are good too!
VickieFlew with Spirit AirlinesSJU-DFWMay 2024
If you have a lengthy vacation Spirit may not be the best since you can only take 40 lbs in your checked bag.
Dr. EarlmontFlew with SouthwestMBJ-HOUApr 2024
I love Southwest Airlines boarding, seating comfort and baggage policies. I will be flying more often with Southwest!
LionelFlew with DeltaSJU-JFKMay 2024
Well arrive on time because at the SJU airport theres only one TSA area to get in
ElinicFlew with United AirlinesSTI-EWRMay 2024
Complete all your documents prior getting to the airport
RicardoFlew with JetBlueSJU-JFKMar 2024
Get to the airport early. Plan your trip carefully.
JamesFlew with American AirlinesPUJ-MIAMar 2024
Let me start by saying our connecting flight was cancelled for a maintenance issue but American airlines blamed it on the weather. When rebooking my flight the lady said it was because of maintenance. Our incoming flight wasn't delayed at that time. So we could fly into bad weather but not fly out of bad weather??? Doesn't seem realistic to me. Then our incoming flight was delayed 3 different times. No meal vouchers for lunch or dinner. Just to be on the hottest plane I have ever been on and they didn't serve water or snacks. Never again! Take this warning do not fly AA ever. There are over 3,000 people at the Miami airport due to 27 cancellations. The flight attendants and pilots should be fired.
Verified travelerFlew with Spirit AirlinesSJU-MCOApr 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.
JulieFlew with JetBluePLS-JFKApr 2024
Do not fly in or out on a Saturday. It is crazy. Going there our flight diverted to dr for four hours.
JeffreyFlew with United AirlinesGCM-EWRMar 2024
Eat before flight; no food provided or sold on board this 3+ hour flight.
JodiFlew with Sun Country AirPUJ-MSPJan 2024
the Wifi never works to watch movies on your own device so be sure to download them to your device before-hand.
LenyrrFlew with JetBlueSJU-JFKDec 2023
I can say that the one with JetBlue was very good. No delays, all as described.
JeffFlew with American AirlinesAUA-CLTJan 2024
Have something to do when you arrive at the gate.
HervinFlew with Caribbean AirlinesPOS-JFKDec 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 AirlinesSJU-MCOJan 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.
Verified travelerFlew with Spirit AirlinesMBJ-MCOJan 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
LionelFlew with United AirlinesSJU-EWRFeb 2024
Please stay alert for this late night flights. They are brutal

FAQs for booking flights from Caribbean Islands to the United States

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean Islands 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 Islands 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 Islands 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 Islands 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 Islands to the United States up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • 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 $178.

  • 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 $246. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $325 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 at night, when round-trip flights cost $237 on average. Morning departures are around 19% 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 $596.

  • What is the cheapest flight to the United States?

    The cheapest ticket to the United States from Caribbean Islands found in the last 72 hours was to Newark Airport, at $92 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 72 hours was $92.

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

    The cheapest month for flights from Caribbean Islands to the United States is March, when tickets cost $181 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $274 and $273 respectively.

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

    To get a below average price on the flight from Caribbean Islands to the United States, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

  • How long is the flight to the United States?

    An average nonstop flight from Caribbean Islands to the United States takes 4h 00m, covering a distance of 1517 miles. The shortest route is Nassau (NAS) to Miami (MIA) with an average flight time of 1h 00m.

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

    Based on KAYAK flight searches, the most popular destination is New York (42% of total searches to the United States). The next most popular destinations are Orlando (22%) and Miami (7%). Searches for flights to Fort Lauderdale (4%), to Boston (4%) and to Washington, D.C. (3%) are also popular.

Top 5 airlines serving from Caribbean Islands to the United States

Need help choosing which airline to fly with from Caribbean Islands 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.
8.0
DeltaOverall score based on 7934 reviews
7.3Food
7.9Entertainment
7.9Comfort
8.5Crew
8.2Boarding
Airline reviews

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

10.0 ExcellentAnonymous, Apr 2025AMS - ATL
Read more Delta reviews

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

A bit rush for transit. Food and entertainment are not available

So far so good but food and entertainment are not available for this flight

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It was too hot in the cabin. The AC did not help.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

Paid $35 and not able to access the internet at all.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Flight was delayed bc of mechanical issue. New plane had different configuration so some seats had to be switched. They called all passengers who needed new boarding cards. They did not call us so we thought our seats were the same and fine. When we boarded they informed us our receipts had changed and we are now all sitting separate and in the back row. Both my daughters had meltdowns and started to cry and once we got on the flight, we figured out how we could sit closer to each other, but this was very upsetting.

Took off on time and successfully avoided weather that looked to be a problem along the way

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

You get what you pay for, and the flights went smoothly. There’s no reclining chairs, no screens, And there isn’t always wifi, but the plane was clean and staff was friendly and the takeoff/landing were smooth.

The only positive is that the flight made it both ways. Getting charged for every little thing after the cost of the ticket itself is comical, considering how the plane and services are as bottom-tier as possible. The self check-in kiosks are useless. It’s nice to think that you can print your boarding pass, tag your checked bag, and then just drop it off. But no, they still make you go through the line once you finish- what’s the point of the self check-in then? Any questions for the staff seem like the biggest inconvenience and were met with condescending responses. This was my first and now last time ever flying with Spirit. After all the extra costs, subpar plane and staff, I see no value. I’d rather drive the 13 hours than give Spirit another dime.

The flight was fine however what started as a reasonable priced ticket could have become an overpriced ticket with additional charge for carry on as well as checked bag $79 per bag per person each way. Additional charge for choosing one’s seat, additional charge for beverage and snack, we were on what was described as a new plane yet there were no audio/visual on the jet. A bare bones service but not at a bare bones price. Will think twice before flying Spirit again. 😕

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

I love Spirit. New aircraft, great cabin service, the airfares are low cost which helps me visit my hospitalized daughter anytime I can without paying a fortune.

Flight was 2hours late they had no crew or the pilot.

I paid for streaming wifi and the connection was poor.

Book cheap flights from Caribbean Islands to the United States

Recent round-trip flight deals

5/24Sat
nonstopSpirit Airlines
2h 51mSJU-FLL
5/29Thu
nonstopSpirit Airlines
2h 30mFLL-SJU
$117
5/10Sat
nonstopSpirit Airlines
2h 51mSJU-FLL
5/17Sat
nonstopSpirit Airlines
2h 30mFLL-SJU
$128
9/9Tue
nonstopJetBlue
2h 44mSJU-FLL
9/22Mon
nonstopJetBlue
2h 37mFLL-SJU
$193
5/14Wed
nonstopJetBlue
3h 12mSJU-TPA
5/18Sun
nonstopJetBlue
3h 00mTPA-SJU
$198
5/23Fri
nonstopUnited Airlines
4h 09mSJU-EWR
5/31Sat
nonstopUnited Airlines
4h 04mEWR-SJU
$209
9/11Thu
nonstopDelta
3h 50mSJU-JFK
9/13Sat
nonstopDelta
3h 49mJFK-SJU
$216
5/11Sun
1 stopAmerican Airlines
13h 42mSJU-TPA
5/17Sat
1 stopAmerican Airlines
5h 14mTPA-SJU
$221
5/10Sat
1 stopAmerican Airlines
7h 09mSJU-LGA
5/11Sun
1 stopAmerican Airlines
6h 39mLGA-SJU
$225
5/10Sat
1 stopDelta
7h 24mSJU-EWR
5/12Mon
1 stopDelta
8h 42mEWR-SJU
$235
6/19Thu
nonstopUnited Airlines
4h 09mSJU-EWR
6/22Sun
nonstopUnited Airlines
4h 04mEWR-SJU
$262

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Recent one-way flight deals

5/24Sat
nonstopSpirit Airlines
2h 51mSJU-FLL
$39
5/29Thu
nonstopSpirit Airlines
2h 51mSJU-FLL
$40
5/28Wed
nonstopJetBlue
2h 46mSJU-FLL
$88
5/29Thu
nonstopJetBlue
4h 06mSJU-EWR
$98
5/24Sat
1 stopUnited Airlines
6h 49mSJU-EWR
$103
6/4Wed
1 stopDelta
6h 42mSJU-TPA
$104
5/14Wed
1 stopAmerican Airlines
13h 42mSJU-TPA
$106
6/3Tue
1 stopDelta
7h 24mSJU-EWR
$108
5/24Sat
1 stopUnited Airlines
6h 43mSJU-LGA
$108
10/1Wed
2 stopsAmerican Airlines
9h 50mSJU-LGA
$113

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Last minute flights from Caribbean Islands to the United States

Last minute flight, train and bus deals

5/3Sat
nonstopSpirit Airlines
2h 44mSJU-FLL
5/4Sun
multi-stopSpirit Airlines
13h 35mFLL-SJU
$150
5/2Fri
multi-stopSpirit Airlines
14h 36mSJU-MCO
5/15Thu
nonstopSpirit Airlines
2h 51mMCO-SJU
$158
5/5Mon
nonstopJetBlue
3h 12mSJU-TPA
5/16Fri
nonstopJetBlue
3h 00mTPA-SJU
$222
5/4Sun
nonstopUnited Airlines
4h 09mSJU-EWR
5/6Tue
multi-stopUnited Airlines
8h 34mEWR-SJU
$236
5/1Thu
multi-stopAmerican Airlines
8h 09mSJU-LGA
5/5Mon
multi-stopAmerican Airlines
8h 03mLGA-SJU
$240
5/1Thu
multi-stopAmerican Airlines
10h 44mSJU-EWR
5/5Mon
multi-stopAmerican Airlines
9h 15mEWR-SJU
$240
5/1Thu
nonstopJetBlue
4h 00mSJU-JFK
5/9Fri
nonstopJetBlue
4h 04mJFK-SJU
$241
5/4Sun
nonstopUnited Airlines
4h 09mSJU-EWR
5/9Fri
nonstopUnited Airlines
4h 01mEWR-SJU
$241
5/3Sat
multi-stopDelta
9h 22mSJU-EWR
5/7Wed
multi-stopDelta
7h 48mEWR-SJU
$250
5/2Fri
multi-stopDelta
10h 12mSJU-EWR
5/4Sun
multi-stopDelta
8h 20mEWR-SJU
$275

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

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Caribbean Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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