Caribbean

$69+ Cheap flights from the United States to Caribbean

LAX — SJU
Dec 14 — Dec 211
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Cheap flight deals from USA to Caribbean

Cheapest flights from USA to Caribbean

Sat 12/58:33 pm -
Nonstop3h 46m
Sun 12/62:49 am -
Nonstop4h 21m
Deal found 11/11$145
Tue 12/86:30 am -
Nonstop3h 55m
Sat 12/193:46 am -
Nonstop4h 14m
Deal found 11/10$146
Wed 11/1811:27 am -
Nonstop3h 50m
Sat 11/213:36 am -
Nonstop4h 08m
Deal found 11/10$147
Mon 11/1610:30 am -
Nonstop3h 54m
Fri 11/2010:00 pm -
Nonstop4h 06m
Deal found 11/10$148
Wed 12/212:49 pm -
1 stop11h 18m
Fri 12/42:49 am -
Nonstop4h 21m
Deal found 11/12$149
Sat 11/146:00 am -
Nonstop3h 55m
Wed 11/187:15 am -
Nonstop4h 07m
Deal found 11/9$150
Sun 11/156:00 am -
Nonstop3h 55m
Sun 11/223:19 pm -
1 stop8h 38m
Deal found 11/12$151
Thu 12/104:31 pm -
1 stop7h 36m
Mon 12/149:52 pm -
Nonstop4h 11m
Deal found 11/10$152
Sat 12/59:56 pm -
1 stop11h 41m
Sun 12/63:03 pm -
1 stop9h 23m
Deal found 11/13$153
Fri 11/275:05 am -
Nonstop3h 48m
Fri 12/114:04 pm -
1 stop7h 45m
Deal found 11/11$154
Fri 12/48:33 pm -
Nonstop3h 45m
Mon 12/78:44 pm -
1 stop27h 05m
Deal found 11/11$155
Sun 12/65:01 am -
1 stop20h 12m
Sun 12/133:03 pm -
1 stop9h 23m
Deal found 11/13$156

Find flight deals from USA to Caribbean

Round-trip from

$145
(Super.com)

One-way from

$69
(Orbitz)

Popular in

November

Cheapest in

January

Average price

$423

Good round-trip deal

$86 or less

Good one-way deal

$74 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 ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from USA to Caribbean.
Price to beat on a one-way flight from USA to Caribbean.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from the United States to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Fri 1/22

2:30 pm-12:37 pm

1 stop21h 07m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$103

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Fri 1/1

12:23 pm-5:15 pm

Nonstop3h 52m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$124

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Wed 1/13

6:15 am-9:24 pm

2 stops14h 09m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$128

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Thu 1/14

9:55 am-12:36 am

2 stops13h 41m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$128

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Tue 1/5

9:55 am-10:22 pm

2 stops11h 27m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$128

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Tue 11/17

9:45 am-10:22 pm

2 stops11h 37m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$128

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Wed 11/18

9:45 am-9:00 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$128

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Tue 12/8

6:00 am-9:24 pm

2 stops14h 24m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$128

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Sun 12/13

6:24 am-9:24 pm

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$143

NewarkSan Juan

EWR Newark - SJU San Juan Luis Munoz Marin Intl

EWRSJU

Newark

Tue 1/12

2:55 pm-11:56 pm

1 stop8h 01m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$146

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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 $455). Flying from USA to Caribbean in December is currently the most expensive (average of $625). 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?

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 20% on airfare.

How often are flights from the United States to Caribbean delayed?

About 24% of weekly flights between United States and Caribbean have experienced delays in the past year, with the average delay time being 142 minutes.

What is the most punctual flight time for the United States to Caribbean flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on the United States to Caribbean flights?

Over the last year, American Airlines have had the lowest number of delays on this route, with just 18% of flights being delayed.

How far ahead should I book a flight from USA to Caribbean?

To ensure you get the cheapest price possible for a flight from USA to Caribbean, you should look to book at least 29 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

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

Reviews of airlines servicing Caribbean

Get a feel of what it's like to fly with Delta,United Airlines, andJetBlue 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

7.8

Overall

7.8

Food

7.2

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Related info for your journey

  • How long is the flight from USA to Caribbean?

    Departing from USA to Caribbean will take you 4h 03m. 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 Frontier. According to our data, you can fly for as low as $38. Users have also found prices from $54 and $54 on Delta 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, January is the cheapest month in which you can book a flight from USA to Caribbean (average of $455). Flying from USA to Caribbean in December is currently the most expensive (average of $625). 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

Alternative routes for USA to Caribbean

Top 10 airlines flying from USA to Caribbean

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$79Average$423FlexibilityNo cancel feeOn-time62%
ArajetCheapest$92Average$369FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$100Average$534FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$130Average$568FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$142Average$576FlexibilityNo cancel feeOn-time70%
DeltaCheapest$144Average$588FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$166Average$595FlexibilityNo cancel feeOn-time69%
Hahn AirCheapest$193Average$470FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$194Average$511FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$209Average$620FlexibilityNo cancel feeOn-time71%

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