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$65+ 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
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from USA to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from USA (US0) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 21, 2024.

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 21, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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.
Sun 12/89:52 amBOS - SJU
Nonstop4h 05mFrontier
Thu 12/125:05 pmSJU - BOS
1 stop8h 25mFrontier
Deal found 11/20$104
This eDestinos deal was found by Cheapflights users on 11/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/85:00 amBOS - SJU
1 stop14h 22mSpirit Airlines
Tue 12/109:13 pmSJU - BOS
1 stop13h 01mSpirit Airlines
Deal found 11/19$109
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/89:52 amBOS - SJU
Nonstop4h 05mMultiple Airlines
Fri 12/139:13 pmSJU - BOS
1 stop13h 01mMultiple Airlines
Deal found 11/20$112
This Kiwi.com deal was found by Cheapflights users on 11/21. 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 12/55:21 pmMCO - SJU
1 stop8h 11mMultiple Airlines
Tue 12/1010:44 pmSJU - MCO
Nonstop3h 20mMultiple Airlines
Deal found 11/21$121
This Frontier deal was found by Cheapflights users on 11/20. 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.
Fri 12/611:40 amMCO - SJU
1 stop13h 22mFrontier
Wed 12/185:08 pmSJU - MCO
1 stop9h 23mFrontier
Deal found 11/20$122
This eDestinos deal was found by Cheapflights users on 11/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1311:06 pmMCO - SJU
Nonstop2h 46mSpirit Airlines
Tue 12/1710:44 pmSJU - MCO
Nonstop3h 20mSpirit Airlines
Deal found 11/20$124
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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.
Wed 12/111:14 pmJFK - SJU
Nonstop3h 57mFrontier
Mon 12/169:32 pmSJU - JFK
Nonstop4h 09mFrontier
Deal found 11/20$125
This Priceline deal was found by Cheapflights users on 11/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/55:59 pmLGA - SJU
1 stop7h 41mFrontier
Tue 12/1012:13 pmSJU - LGA
1 stop29h 47mFrontier
Deal found 11/20$132
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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.
Tue 12/101:01 pmEWR - SJU
Nonstop3h 58mFrontier
Tue 12/248:10 pmSJU - EWR
Nonstop4h 15mFrontier
Deal found 11/20$141
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/105:17 amEWR - SJU
1 stop11h 26mMultiple Airlines
Tue 12/248:45 amSJU - EWR
Nonstop4h 15mMultiple Airlines
Deal found 11/20$144
This Booking.com deal was found by Cheapflights users on 11/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/55:59 pmLGA - SJU
1 stop7h 41mMultiple Airlines
Fri 12/69:13 pmSJU - LGA
1 stop12h 47mMultiple Airlines
Deal found 11/20$146
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 12/75:05 amEWR - SJU
1 stop16h 25mSpirit Airlines
Wed 12/116:40 pmSJU - EWR
1 stop15h 49mSpirit Airlines
Deal found 11/20$155

Find flights from USA to Caribbean within your budget

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 2/3

10:03 am-3:07 pm

Nonstop4h 04m

San Juan Luis Munoz Marin Intl

Tue 2/11

5:07 pm-12:39 am

1 stop8h 32m

$104

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Mon 12/9

9:51 am-2:56 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Tue 12/17

5:10 am-1:23 pm

1 stop9h 13m

$109

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Thu 12/5

1:40 pm-2:32 am

1 stop11h 52m

San Juan Luis Munoz Marin Intl

Tue 12/10

10:44 pm-1:04 am

Nonstop3h 20m

$121

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Fri 1/17

11:03 am-1:59 am

1 stop13h 56m

San Juan Luis Munoz Marin Intl

Sat 1/25

9:32 pm-10:11 am

1 stop13h 39m

$122

BostonSan Juan

BOS - SJU

BOSSJU

Boston Logan Intl

Wed 2/5

10:00 am-7:48 pm

1 stop8h 48m

San Juan Luis Munoz Marin Intl

Sun 2/9

4:50 pm-11:22 pm

1 stop7h 32m

$124

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 1/6

6:00 am-10:57 am

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Tue 1/14

9:31 pm-12:40 am

Nonstop4h 09m

$124

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 1/21

5:00 pm-10:23 am

1 stop16h 23m

San Juan Luis Munoz Marin Intl

Sat 1/25

10:42 am-5:00 pm

1 stop7h 18m

$126

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Sat 12/7

6:40 pm-10:30 pm

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Sat 12/14

10:34 am-12:53 pm

Nonstop3h 19m

$133

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 2/9

6:00 am-10:47 am

Nonstop3h 47m

San Juan Luis Munoz Marin Intl

Thu 2/13

8:55 am-9:10 pm

1 stop13h 15m

$139

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Thu 12/5

5:59 pm-2:40 am

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Fri 12/6

9:13 pm-9:00 am

1 stop12h 47m

$146

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

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.

Travel insights for flights from USA to Caribbean

Get recent, data-driven insights about flights from USA to Caribbean including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from USA to Caribbean (average of $254). Flying from USA to Caribbean in March is currently the most expensive (average of $335). 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 21, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from USA to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 21, 2024.
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Copa Airlines
7.8
Good
1,779 reviews
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,389 reviews
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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.

  • 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 $65. Users have also found prices from $66 and $102 on Spirit Airlines and JetBlue, 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, September is the cheapest month in which you can book a flight from USA to Caribbean (average of $254). Flying from USA to Caribbean in March is currently the most expensive (average of $335). 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.
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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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$19Average$336FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$82Average$389FlexibilityNo cancel feeOn-time65%
LATAM AirlinesCheapest$148Average$322FlexibilityNo cancel feeOn-time81%
United AirlinesCheapest$163Average$636FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$180Average$599FlexibilityNo cancel feeOn-time75%
Cayman AirwaysCheapest$196Average$503FlexibilityNo cancel feeOn-time52%
Copa AirlinesCheapest$200Average$536FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$203Average$615FlexibilityNo cancel feeOn-time71%
Western AirCheapest$205Average$288FlexibilityNo cancel feeOn-timeN/A
Caribbean AirlinesCheapest$210Average$501FlexibilityNo cancel feeOn-timeN/A
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