Caribbean

$68+ Cheap flights from the United States to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Dec 6 — Dec 131
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Cheap flight deals from USA to Caribbean

Keep the following information in mind while searching for USA to Caribbean flight deals. Data was last updated November 6, 2025.

Round-trip from

$149
(Priceline)

One-way from

$68
(Trip.com)

Popular in

December

Cheapest in

March

Average price

$266

Good round-trip deal

$182 or less

Good one-way deal

$77 or less
From USA to Caribbean
One-way flight from USA to Caribbean
Highest demand for flights based on searches. 6% potential increase in price ($18 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in November 2025
Price to beat on a round-trip flight from USA to Caribbean.
Price to beat on a one-way flight from USA to Caribbean.

Find flight deals from USA to Caribbean

Cheapest flights from USA to Caribbean
Explore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2511:00 amJFK - SJU
Nonstop3h 55mFrontier
Thu 11/277:11 amSJU - JFK
Nonstop3h 54mFrontier
Deal found 11/4$148
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/81:29 pmJFK - SJU
Nonstop3h 54mFrontier
Mon 12/228:40 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/4$150
This Priceline deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:29 pmJFK - SJU
Nonstop3h 54mFrontier
Fri 12/198:40 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/4$151
This JetBlue deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2311:00 amEWR - SJU
Nonstop3h 54mJetBlue
Thu 11/277:00 amSJU - EWR
Nonstop4h 13mJetBlue
Deal found 11/5$154
This CheapOair deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2111:00 amJFK - SJU
Nonstop3h 55mFrontier
Wed 11/267:11 amSJU - JFK
Nonstop3h 54mFrontier
Deal found 11/4$156
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 amJFK - SJU
1 stop14h 50mMultiple Airlines
Thu 11/277:11 amSJU - JFK
Nonstop3h 54mMultiple Airlines
Deal found 11/4$157
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:00 amJFK - SJU
1 stop10h 21mMultiple Airlines
Wed 11/267:11 amSJU - JFK
Nonstop3h 54mMultiple Airlines
Deal found 11/4$158
This Priceline deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1710:30 pmEWR - SJU
Nonstop4h 03mMultiple Airlines
Thu 11/2011:55 amSJU - EWR
1 stop13h 36mMultiple Airlines
Deal found 11/4$158
This Priceline deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:49 pmEWR - SJU
1 stop14h 44mMultiple Airlines
Wed 12/107:10 amSJU - EWR
Nonstop4h 25mMultiple Airlines
Deal found 11/6$159
This Priceline deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1510:30 pmEWR - SJU
Nonstop4h 03mMultiple Airlines
Sat 11/2211:55 amSJU - EWR
1 stop7h 50mMultiple Airlines
Deal found 11/4$160
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:25 pmEWR - SJU
1 stop14h 12mMultiple Airlines
Sat 12/67:10 amSJU - EWR
Nonstop4h 25mMultiple Airlines
Deal found 11/5$162
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:25 pmEWR - SJU
1 stop14h 12mMultiple Airlines
Wed 12/107:10 amSJU - EWR
Nonstop4h 25mMultiple Airlines
Deal found 11/3$163

Cheapflights Fare Finder

 
Customize your flight search to find flights from USA to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 6, 2025.
Use the filters below to find and compare flights from the United States to Caribbean that are best for you.

Fly from

USA

Fly to

Caribbean

Route

Depart

Return

Price

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 1/20

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Tue 1/27

5:50 pm-11:59 pm

1 stop7h 09m

$201

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 11/16

6:35 am-11:25 am

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Thu 11/20

1:44 am-4:37 am

Nonstop3h 53m

$203

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 12/6

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Fri 12/12

2:05 am-5:24 am

Nonstop4h 19m

$207

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 11/17

6:55 pm-11:56 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Wed 11/19

6:35 pm-9:52 pm

Nonstop4h 17m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 3/11

10:59 pm-2:55 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Mon 3/16

6:20 am-10:21 am

Nonstop4h 01m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 3/3

10:55 pm-3:50 am

Nonstop3h 55m

San Juan Luis Munoz Marin Intl

Mon 3/9

10:59 pm-2:59 am

Nonstop4h 00m

$216

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 1/26

2:20 pm-9:00 pm

Nonstop4h 40m

San Juan Luis Munoz Marin Intl

Fri 1/30

8:35 am-11:57 am

Nonstop5h 22m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 12/26

6:00 am-10:53 am

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Sat 1/3

11:40 am-2:44 pm

Nonstop4h 04m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 3/1

6:45 pm-11:44 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Tue 3/17

10:59 am-3:04 pm

Nonstop4h 05m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 1/25

9:29 pm-2:33 am

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Sat 1/31

8:15 am-11:18 am

Nonstop4h 03m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 60 results
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Best time to book a flight from USA to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from USA with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from the United States to Caribbean

What is the cheapest month to book a flight from USA to Caribbean?

Currently, November is the cheapest month in which you can book a flight from USA to Caribbean (average of $65). Flying from USA to Caribbean in September is currently the most expensive (average of $109). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from US to CB?

Find hourly flight availability from USA to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 6, 2025.

One of the essential ways to save on airfare from USA to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 16% on airfare.

What is the cheapest day to fly from USA to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from USA to Caribbean. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Tuesday evenings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from USA to Caribbean

Explore weekly flight availability from USA to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 6, 2025.

The most flights from US0 to 0CB are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated November 6, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from the United States to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from USA to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from USA to Caribbean?

    Departing from USA to Caribbean will take you 3h 50m. The distance between USA and Caribbean is about 1601 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from USA to Caribbean one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $83. Users have also found prices from $88 and $93 on United Airlines and Delta, respectively.

  • Can I find deals for flights from USA to Caribbean that include hotel bookings?

    Yes. In addition to deals on USA to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from USA to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from USA to Caribbean.

  • Can I find deals for business class flights from USA to Caribbean?

    Yes. Cheapflights offers flight deals from USA to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from USA to Caribbean?

    Currently, November is the cheapest month in which you can book a flight from USA to Caribbean (average of $65). Flying from USA to Caribbean in September is currently the most expensive (average of $109). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for USA to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 10 airlines flying from USA to Caribbean

Discover the top 10 airlines that operate flights from USA to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$370FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$554FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$139Average$358FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$141Average$733FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$152Average$527FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$161Average$588FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$163Average$591FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$187Average$560FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$189Average$624FlexibilityNo cancel feeOn-time63%
Sky HighCheapest$193Average$356FlexibilityNo cancel feeOn-timeN/A

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