Caribbean

$75+ 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Dec 24 — Dec 311
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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 24, 2025.

Round-trip from

$143
(Priceline)

One-way from

$75
(Trip.com)

Popular in

December

Cheapest in

March

Average price

$284

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 ($20 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($9 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 24, 2025.

This Priceline deal was found by Cheapflights users on 11/22. 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.
Wed 12/108:23 pmMCO - SJU
Nonstop2h 53mMultiple Airlines
Thu 12/113:55 amSJU - MCO
Nonstop3h 10mMultiple Airlines
Deal found 11/22$143
This Cheapflightsfares deal was found by Cheapflights users on 11/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/108:23 pmMCO - SJU
Nonstop2h 53mSpirit Airlines
Mon 12/154:10 amSJU - MCO
1 stop10h 14mSpirit Airlines
Deal found 11/24$145
This Mytrip deal was found by Cheapflights users on 11/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:39 amMCO - SJU
1 stop4h 53mMultiple Airlines
Wed 12/101:59 amSJU - MCO
1 stop7h 54mMultiple Airlines
Deal found 11/23$146
This Cheapflightsfares deal was found by Cheapflights users on 11/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1011:00 pmMCO - SJU
Nonstop2h 50mFrontier
Sat 12/133:55 amSJU - MCO
Nonstop3h 10mFrontier
Deal found 11/24$147
This CheapOair deal was found by Cheapflights users on 11/23. 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.
Mon 12/86:00 amMCO - SJU
Nonstop2h 55mFrontier
Fri 12/125:09 pmSJU - MCO
Nonstop3h 25mFrontier
Deal found 11/23$148
This eDestinos deal was found by Cheapflights users on 11/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1011:00 pmMCO - SJU
Nonstop2h 50mFrontier
Mon 12/151:59 amSJU - MCO
1 stop23h 36mFrontier
Deal found 11/22$149
This Super.com deal was found by Cheapflights users on 11/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/131:29 pmJFK - SJU
Nonstop3h 54mFrontier
Sat 12/208:40 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/22$150
This CheapOair deal was found by Cheapflights users on 11/24. 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.
Tue 12/96:59 amJFK - SJU
1 stop18h 51mFrontier
Sat 12/208:40 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/24$151
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Fri 12/511:00 pmMCO - SJU
Nonstop2h 50mMultiple Airlines
Fri 12/125:00 pmSJU - MCO
Nonstop3h 18mMultiple Airlines
Deal found 11/24$151
This CheapOair deal was found by Cheapflights users on 11/23. 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.
Thu 12/116:00 amJFK - SJU
1 stop27h 32mFrontier
Sun 12/2111:45 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/23$152
This Priceline deal was found by Cheapflights users on 11/23. 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.
Thu 12/116:00 amJFK - SJU
1 stop27h 32mFrontier
Mon 12/159:15 amSJU - JFK
Nonstop4h 15mFrontier
Deal found 11/23$153
This Kiwi.com deal was found by Cheapflights users on 11/23. 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.
Sun 12/76:39 amMCO - SJU
1 stop4h 53mSpirit Airlines
Fri 12/124:10 amSJU - MCO
1 stop4h 35mSpirit Airlines
Deal found 11/23$153

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 24, 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

Sun 2/22

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:05 am-5:24 am

Nonstop4h 19m

$186

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 12/26

5:01 am-9:55 am

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Fri 1/2

8:10 am-11:11 am

Nonstop4h 01m

$196

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 4/3

10:59 pm-2:55 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Tue 4/7

7:20 am-11:21 am

Nonstop4h 01m

$196

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 12/1

7:55 am-12:49 pm

Nonstop3h 54m

San Juan Luis Munoz Marin Intl

Fri 12/12

2:05 am-5:24 am

Nonstop4h 19m

$196

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 3/17

10:56 am-11:23 pm

1 stop11h 27m

San Juan Luis Munoz Marin Intl

Fri 3/20

1:30 am-10:05 am

1 stop9h 35m

$211

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 1/23

9:15 am-7:26 pm

1 stop8h 11m

San Juan Luis Munoz Marin Intl

Mon 1/26

11:06 am-7:36 pm

1 stop10h 30m

$214

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 1/21

6:00 am-5:17 pm

1 stop10h 17m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:09 am-2:54 pm

1 stop9h 45m

$215

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 12/1

7:37 pm-12:36 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Fri 12/5

2:05 am-5:24 am

Nonstop4h 19m

$216

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Wed 1/14

6:00 am-9:46 am

Nonstop2h 46m

San Juan Luis Munoz Marin Intl

Sat 1/31

3:00 pm-5:17 pm

Nonstop3h 17m

$216

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 3/9

6:45 pm-10:44 pm

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Fri 3/13

5:01 am-9:08 am

Nonstop4h 07m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/22

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, January is the cheapest month in which you can book a flight from USA to Caribbean (average of $66). 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 24, 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 17% 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 24, 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 24, 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.

Food

7.3

Entertainment

7.9

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

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.

Food

7.3

Entertainment

7.9

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

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.

Food

7.3

Entertainment

7.9

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

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.

Food

7.3

Entertainment

7.9

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

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.

Food

7.3

Entertainment

7.9

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

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.

Food

7.3

Entertainment

7.9

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

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 54m. The distance between USA and Caribbean is about 1601 mi. This flight may include one or multiple stops.

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

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $88. Users have also found prices from $96 and $103 on United Airlines and Frontier, 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, January is the cheapest month in which you can book a flight from USA to Caribbean (average of $66). 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 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$82Average$359FlexibilityNo cancel feeOn-time65%
ArajetCheapest$139Average$347FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$141Average$731FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$152Average$537FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$161Average$598FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$163Average$594FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$187Average$560FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$189Average$624FlexibilityNo cancel feeOn-time63%
Sky HighCheapest$193Average$356FlexibilityNo cancel feeOn-timeN/A
BahamasairCheapest$203Average$304FlexibilityNo cancel feeOn-time33%

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