Caribbean

$69+ Cheap flights from the United States to Caribbean

LAX — SJU
Dec 4 — Dec 111
We work with more than 300 partners to bring you better travel deals

Find cheap flights from USA to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from USA to Caribbean

Cheapest flights from USA to Caribbean

Fri 11/137:07 pm -
Nonstop3h 57m
Thu 11/193:36 am -
Nonstop4h 08m
Deal found 11/2$145
Sun 11/1510:30 am -
Nonstop3h 54m
Wed 11/183:55 am -
1 stop6h 35m
Deal found 10/31$146
Wed 11/42:45 pm -
1 stop18h 30m
Fri 11/1312:59 am -
Nonstop4h 12m
Deal found 10/31$147
Tue 11/106:00 am -
Nonstop3h 55m
Mon 11/163:55 pm -
1 stop8h 21m
Deal found 11/2$148
Wed 12/29:58 pm -
1 stop14h 48m
Fri 12/49:50 pm -
Nonstop4h 08m
Deal found 11/2$150
Tue 12/87:01 am -
1 stop18h 12m
Sat 12/122:49 am -
Nonstop4h 21m
Deal found 11/1$151
Fri 11/137:07 pm -
Nonstop3h 57m
Mon 11/166:15 am -
Nonstop4h 10m
Deal found 11/2$152
Tue 11/35:45 pm -
1 stop15h 30m
Thu 11/57:00 am -
1 stop17h 35m
Deal found 11/1$153
Mon 11/96:00 am -
1 stop16h 59m
Thu 11/126:15 am -
Nonstop4h 10m
Deal found 10/30$154
Sat 11/146:00 am -
Nonstop3h 55m
Fri 11/203:36 am -
Nonstop4h 08m
Deal found 11/1$155
Mon 11/93:35 pm -
1 stop8h 46m
Thu 11/127:00 am -
1 stop8h 45m
Deal found 11/2$156
Thu 12/34:12 pm -
1 stop7h 55m
Mon 12/75:01 am -
1 stop7h 49m
Deal found 10/30$169

Find flight deals from USA to Caribbean

Round-trip from

$145
(Cheapflightsfares)

One-way from

$69
(Cheapflightsfares)

Popular in

July

Cheapest in

January

Average price

$386

Good round-trip deal

$169 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

OrlandoSan Juan

MCO Orlando - SJU San Juan Luis Munoz Marin Intl

MCOSJU

Orlando

Tue 11/17

6:00 am-4:55 pm

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$108

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Fri 11/13

5:20 pm-1:00 am

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$108

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Tue 11/17

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

$108

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Mon 12/14

1:55 pm-12:50 am

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$108

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Tue 12/15

1:55 pm-12:50 am

1 stop9h 55m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$108

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Mon 11/16

10:54 am-10:22 pm

2 stops10h 28m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$114

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Tue 12/8

6:24 am-10:22 pm

2 stops14h 58m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$118

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Sat 12/5

11:30 am-10:55 pm

2 stops10h 25m

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

Mon 12/14

6:00 am-1:49 pm

1 stop6h 49m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$142

PhiladelphiaSan Juan

PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl

PHLSJU

Philadelphia

Thu 11/19

6:00 am-2:29 pm

1 stop7h 29m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$155

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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 $450). Flying from USA to Caribbean in December is currently the most expensive (average of $611). 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.

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

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.

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

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.

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

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.

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

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.

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

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.

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.8

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 3h 58m. The distance between USA and Caribbean is about 1579 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 $450). Flying from USA to Caribbean in December is currently the most expensive (average of $611). 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$78Average$419FlexibilityNo cancel feeOn-time62%
ArajetCheapest$92Average$369FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$100Average$537FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$130Average$580FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$142Average$575FlexibilityNo cancel feeOn-time70%
DeltaCheapest$144Average$590FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$166Average$583FlexibilityNo cancel feeOn-time69%
Hahn AirCheapest$193Average$470FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$194Average$511FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$227Average$614FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.