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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
May 6 — May 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 May 1, 2025.

Round-trip from

$135
(Cheapflightsfares)

One-way from

$75
(eDestinos)

Popular in

December

Cheapest in

March

Average price

$262

Good round-trip deal

$135 or less

Good one-way deal

$72 or less
From USA to Caribbean
One-way flight from USA to Caribbean
Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in May 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 May 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 5/2710:09 pmMCO - SJU
Nonstop2h 45mSpirit Airlines
Mon 6/28:12 pmSJU - MCO
1 stop10h 55mSpirit Airlines
Deal found 4/30$135
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/2610:01 pmEWR - SJU
Nonstop4h 00mMultiple Airlines
Thu 5/298:12 pmSJU - EWR
1 stop12h 55mMultiple Airlines
Deal found 4/29$137
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/159:10 pmMCO - SJU
Nonstop2h 55mMultiple Airlines
Thu 5/298:12 pmSJU - MCO
1 stop10h 55mMultiple Airlines
Deal found 4/30$141
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 5/285:15 amEWR - SJU
1 stop9h 45mSpirit Airlines
Thu 5/298:12 pmSJU - EWR
1 stop12h 55mSpirit Airlines
Deal found 4/29$143
This eDestinos deal was found by Cheapflights users on 4/30. 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.
Thu 5/89:10 pmMCO - SJU
Nonstop2h 55mFrontier
Mon 5/123:56 amSJU - MCO
Nonstop3h 14mFrontier
Deal found 4/30$158
This eDestinos deal was found by Cheapflights users on 4/30. 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.
Sat 5/1711:24 amEWR - SJU
Nonstop4h 00mFrontier
Sat 5/244:53 pmSJU - EWR
Nonstop4h 07mFrontier
Deal found 4/30$163
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 5/286:00 amJFK - SJU
Nonstop4h 00mFrontier
Tue 6/39:30 pmSJU - JFK
Nonstop4h 07mFrontier
Deal found 4/30$165
This FlightHub deal was found by Cheapflights users on 4/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/16:00 amLGA - SJU
1 stop13h 07mSpirit Airlines
Mon 6/21:59 amSJU - LGA
1 stop9h 01mSpirit Airlines
Deal found 4/30$194
This JetBlue deal was found by Cheapflights users on 4/29. 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.
Sat 6/147:29 pmJFK - SJU
Nonstop4h 21mJetBlue
Mon 6/163:23 amSJU - JFK
Nonstop4h 01mJetBlue
Deal found 4/29$206
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/29:44 amEWR - SJU
Nonstop4h 01mUnited Airlines
Tue 6/31:05 amSJU - EWR
Nonstop4h 09mUnited Airlines
Deal found 4/29$206
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/105:25 amJFK - SJU
1 stop9h 15mAmerican Airlines
Sat 5/105:30 pmSJU - JFK
1 stop16h 39mAmerican Airlines
Deal found 4/28$210
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/157:29 pmJFK - SJU
Nonstop4h 13mDelta
Wed 5/217:00 amSJU - JFK
Nonstop4h 02mDelta
Deal found 4/29$211

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 May 1, 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

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Tue 5/27

10:09 pm-12:54 am

Nonstop2h 45m

San Juan Luis Munoz Marin Intl

Mon 6/2

8:12 pm-7:07 am

1 stop10h 55m

$135

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 5/26

10:01 pm-2:01 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Thu 5/29

8:12 pm-9:07 am

1 stop12h 55m

$137

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Wed 5/28

5:15 am-3:00 pm

1 stop9h 45m

San Juan Luis Munoz Marin Intl

Thu 5/29

8:12 pm-9:07 am

1 stop12h 55m

$143

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Sat 5/10

4:30 pm-7:30 pm

Nonstop3h 00m

San Juan Luis Munoz Marin Intl

Sat 5/24

8:12 pm-7:07 am

1 stop10h 55m

$156

OrlandoSan Juan

MCO - SJU

MCOSJU

Orlando

Thu 5/8

9:10 pm-12:05 am

Nonstop2h 55m

San Juan Luis Munoz Marin Intl

Mon 5/12

3:56 am-7:10 am

Nonstop3h 14m

$158

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 5/17

11:24 am-3:24 pm

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Sat 5/24

4:53 pm-9:00 pm

Nonstop4h 07m

$163

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 5/28

6:00 am-10:00 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Tue 6/3

9:30 pm-1:37 am

Nonstop4h 07m

$165

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Sun 6/1

6:00 am-7:07 pm

1 stop13h 07m

San Juan Luis Munoz Marin Intl

Mon 6/2

1:59 am-11:00 am

1 stop9h 01m

$194

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 5/28

3:00 pm-6:58 pm

Nonstop3h 58m

San Juan Luis Munoz Marin Intl

Wed 5/28

3:33 am-7:30 am

Nonstop3h 57m

$201

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 6/2

9:44 am-1:45 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Tue 6/3

1:05 am-5:14 am

Nonstop4h 09m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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, 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 December is currently the most expensive (average of $336). 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 May 1, 2025.

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.

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 May 1, 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).

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 May 1, 2025.

Food

7.7

Boarding

8.4

Crew

8.7

Entertainment

7.8

Comfort

8.2

Overall

8.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

Food

7.7

Boarding

8.4

Crew

8.7

Entertainment

7.8

Comfort

8.2

Overall

8.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.
8.0
Very good

Food

7.7

Boarding

8.4

Crew

8.7

Entertainment

7.8

Comfort

8.2

Overall

8.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

Food

7.7

Boarding

8.4

Crew

8.7

Entertainment

7.8

Comfort

8.2

Overall

8.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

Food

7.7

Boarding

8.4

Crew

8.7

Entertainment

7.8

Comfort

8.2

Overall

8.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

Food

7.7

Boarding

8.4

Crew

8.7

Entertainment

7.8

Comfort

8.2

Overall

8.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Nov 2024

HKG - NRT

Online check in and seat selection was tricky. Also I received some emails from Japan Airlines in Japanese with no English selection which worried me. I still don’t know what they said. The service at check in and onboard was very courteous and polite, and staff was helpful.

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 Spirit Airlines. According to our data, you can fly for as low as $75. Users have also found prices from $80 and $103 on Frontier and United Airlines, 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 December is currently the most expensive (average of $336). 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$79Average$408FlexibilityNo cancel feeOn-time65%
ArajetCheapest$137Average$325FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$156Average$840FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$157Average$533FlexibilityNo cancel feeOn-time70%
LATAM AirlinesCheapest$159Average$323FlexibilityNo cancel feeOn-time81%
Western AirCheapest$196Average$290FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$200Average$636FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$204Average$619FlexibilityNo cancel feeOn-time69%
Caribbean AirlinesCheapest$216Average$690FlexibilityNo cancel feeOn-timeN/A
Sky HighCheapest$245Average$411FlexibilityNo cancel feeOn-timeN/A

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