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Caribbean

$62+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Mar 24 — Mar 311
Tue 3/24
Tue 3/31
1 adult, Economy
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Cheap 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 February 22, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/18. 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 2/228:52 pm
PHL
-
SJU
Nonstop3h 45m
Multiple Airlines
Fri 2/272:54 am
SJU
-
PHL
Nonstop4h 12m
Multiple Airlines
Deal found 2/18$143
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 2/238:52 pm
PHL
-
SJU
Nonstop3h 45m
Multiple Airlines
Thu 3/52:59 am
SJU
-
PHL
Nonstop4h 12m
Multiple Airlines
Deal found 2/19$144
This CheapOair deal was found by Cheapflights users on 2/18. 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.
Sat 2/218:39 pm
PHL
-
SJU
Nonstop3h 45m
Multiple Airlines
Fri 2/272:59 am
SJU
-
PHL
Nonstop4h 12m
Multiple Airlines
Deal found 2/18$145
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:22 am
PHL
-
SJU
Nonstop3h 45m
Frontier
Fri 2/276:00 am
SJU
-
PHL
Nonstop4h 12m
Frontier
Deal found 2/20$146
This Super.com deal was found by Cheapflights users on 2/20. 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.
Tue 2/248:39 pm
PHL
-
SJU
Nonstop3h 45m
Frontier
Fri 2/276:00 am
SJU
-
PHL
Nonstop4h 12m
Frontier
Deal found 2/20$147
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 2/238:52 pm
PHL
-
SJU
Nonstop3h 45m
Multiple Airlines
Thu 2/266:00 am
SJU
-
PHL
Nonstop4h 12m
Multiple Airlines
Deal found 2/19$148
This Expedia deal was found by Cheapflights users on 2/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:52 pm
PHL
-
SJU
Nonstop3h 45m
Spirit Airlines
Tue 3/32:59 am
SJU
-
PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/18$150
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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.
Mon 2/238:52 pm
PHL
-
SJU
Nonstop3h 45m
Spirit Airlines
Wed 2/252:59 am
SJU
-
PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/18$151
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:22 am
PHL
-
SJU
Nonstop3h 45m
Frontier
Thu 2/266:00 am
SJU
-
PHL
Nonstop4h 12m
Frontier
Deal found 2/18$152
This Super.com deal was found by Cheapflights users on 2/20. 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.
Tue 2/248:52 pm
PHL
-
SJU
Nonstop3h 45m
Spirit Airlines
Wed 2/252:59 am
SJU
-
PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/20$153
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
Sat 2/2810:22 am
PHL
-
SJU
Nonstop3h 45m
Frontier
Wed 3/42:54 am
SJU
-
PHL
Nonstop4h 12m
Frontier
Deal found 2/20$154
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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.
Sun 2/228:06 am
PHL
-
SJU
1 stop6h 25m
Spirit Airlines
Wed 2/252:59 am
SJU
-
PHL
Nonstop4h 12m
Spirit Airlines
Deal found 2/18$155

Find flight deals from USA to Caribbean

Keep the following information in mind while searching for USA to Caribbean flight deals. Data was last updated February 22, 2026.

Round-trip from

$144
(Kiwi.com)

One-way from

$62
(Cheapflightsfares)

Popular in

December

Cheapest in

October

Average price

$301

Good round-trip deal

$133 or less

Good one-way deal

$65 or less
From USA to Caribbean
Search Deals
One-way flight from USA to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from USA to Caribbean.
Search Deals
Price to beat on a one-way flight from USA to Caribbean.
Search Deals

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 February 22, 2026.
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

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 3/10

12:22 pm-5:54 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

Sat 3/14

1:29 am-5:45 am

Nonstop5h 16m

$239

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 4/11

1:55 pm-9:05 am

2 stops18h 10m

San Juan Luis Munoz Marin Intl

Wed 4/15

11:25 am-6:25 pm

1 stop8h 00m

$246

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Mon 4/13

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Thu 4/16

7:20 am-11:21 am

Nonstop4h 01m

$258

BaltimoreSan Juan

BWI - SJU

BWISJU

Baltimore/Washington

Sat 5/2

6:15 am-8:38 pm

2 stops14h 23m

San Juan Luis Munoz Marin Intl

Wed 5/6

7:00 am-4:33 pm

1 stop9h 33m

$262

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 4/14

2:25 pm-11:12 pm

1 stop7h 47m

San Juan Luis Munoz Marin Intl

Tue 4/21

6:15 am-4:42 pm

1 stop11h 27m

$266

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 3/3

9:00 pm-1:59 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Wed 3/11

5:01 am-9:13 am

Nonstop4h 12m

$267

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 4/13

7:38 pm-11:59 pm

Nonstop4h 21m

San Juan Luis Munoz Marin Intl

Thu 4/16

7:15 am-11:18 am

Nonstop4h 03m

$267

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sun 3/15

12:05 pm-3:57 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Fri 3/27

7:00 am-11:11 am

Nonstop4h 11m

$267

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 5/6

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Wed 5/13

1:25 pm-5:39 pm

Nonstop4h 14m

$267

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 5/8

12:30 pm-4:23 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Wed 5/13

7:00 am-11:06 am

Nonstop4h 06m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

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, March is the cheapest month in which you can book a flight from USA to Caribbean (average of $79). Flying from USA to Caribbean in November is currently the most expensive (average of $113). 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 February 22, 2026.

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 in the evening 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 February 21, 2026.

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

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 February 22, 2026.
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.
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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.
Delta
7.9
Good
8,240 reviews
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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.
United Airlines
7.4
Good
9,341 reviews
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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.
American Airlines
7.2
Good
11,338 reviews
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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.
JetBlue
7.2
Good
2,898 reviews
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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.
Frontier
5.7
Fair
3,045 reviews
Delta
7.9
Good
8,240 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

Food

7.2

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 4h 32m. The distance between USA and Caribbean is about 2073 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 Frontier. According to our data, you can fly for as low as $6. Users have also found prices from $41 and $54 on Spirit 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, March is the cheapest month in which you can book a flight from USA to Caribbean (average of $79). Flying from USA to Caribbean in November is currently the most expensive (average of $113). 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.
San Francisco to John F Kennedy Intl flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
San Francisco to Newark flights
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Newark to Miami flights
LaGuardia to Miami flights
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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 February 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$79Average$363FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$83Average$338FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$100Average$474FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$524FlexibilityNo cancel feeOn-timeN/A
ArajetCheapest$128Average$335FlexibilityNo cancel feeOn-timeN/A
BahamasairCheapest$130Average$312FlexibilityNo cancel feeOn-time33%
Air CanadaCheapest$130Average$707FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$142Average$504FlexibilityNo cancel feeOn-time70%
Caribbean AirlinesCheapest$155Average$715FlexibilityNo cancel feeOn-timeN/A
Hahn AirCheapest$160Average$402FlexibilityNo cancel feeOn-timeN/A

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