HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$373+ Cheap flights from Alaska to Caribbean Islands

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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Alaska to Caribbean Islands 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 Alaska to Caribbean Islands

Keep the following information in mind while searching for Alaska to Caribbean Islands flight deals. Data was last updated septiembre 17, 2025.

Round-trip from

$654
(United Airlines)

One-way from

$373
(eDestinos)

Popular in

December

Cheapest in

August

Average price

$964
From Alaska to Caribbean Islands
Search Deals
One-way flight from Alaska to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Alaska to Caribbean Islands

Cheapest flights from Alaska to Caribbean Islands
Explore the most affordable flight options available from Alaska to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/15. 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.
dom. 11/29:07 pmANC - SJU
2 stops20h 15mUnited Airlines
mié. 11/122:05 amSJU - ANC
2 stops22h 54mUnited Airlines
Deal found 9/15$654
This United Airlines deal was found by Cheapflights users on 9/16. 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.
jue. 10/2311:49 pmANC - SJU
2 stops58h 51mUnited Airlines
vie. 10/317:10 amSJU - ANC
2 stops19h 46mUnited Airlines
Deal found 9/16$674
This United Airlines deal was found by Cheapflights users on 9/15. 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.
sáb. 11/19:07 pmANC - SJU
1 stop19h 53mUnited Airlines
jue. 11/135:50 pmSJU - ANC
2 stops31h 09mUnited Airlines
Deal found 9/15$682
This deal was found by Cheapflights users on 9/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/29:07 pmANC - SJU
1 stop13h 33mUnited Airlines
mié. 11/128:10 amSJU - ANC
1 stop16h 49mUnited Airlines
Deal found 9/16$711
This United Airlines deal was found by Cheapflights users on 9/15. 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.
dom. 11/29:07 pmANC - SJU
2 stops20h 15mUnited Airlines
lun. 11/102:05 amSJU - ANC
2 stops22h 54mUnited Airlines
Deal found 9/15$719
This deal was found by Cheapflights users on 9/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/3111:59 pmANC - SJU
1 stop13h 26mUnited Airlines
jue. 11/138:10 amSJU - ANC
1 stop16h 49mUnited Airlines
Deal found 9/16$731
This United Airlines deal was found by Cheapflights users on 9/15. 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.
mar. 11/411:59 pmANC - SJU
1 stop13h 26mUnited Airlines
jue. 11/138:10 amSJU - ANC
1 stop16h 49mUnited Airlines
Deal found 9/15$744
This United Airlines deal was found by Cheapflights users on 9/15. 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.
vie. 10/319:07 pmANC - SJU
1 stop18h 53mUnited Airlines
mar. 11/112:05 amSJU - ANC
2 stops22h 54mUnited Airlines
Deal found 9/15$746
This United Airlines deal was found by Cheapflights users on 9/14. 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.
mié. 10/299:07 pmANC - SJU
3 stops40h 18mUnited Airlines
mié. 11/128:10 amSJU - ANC
2 stops19h 46mUnited Airlines
Deal found 9/14$748
This United Airlines deal was found by Cheapflights users on 9/15. 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.
sáb. 11/19:07 pmANC - SJU
1 stop19h 53mUnited Airlines
dom. 11/98:30 amSJU - ANC
2 stops16h 29mUnited Airlines
Deal found 9/15$764
This Delta deal was found by Cheapflights users on 9/15. 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.
mar. 10/142:10 pmANC - SDQ
2 stops19h 31mDelta
mar. 10/212:56 pmSDQ - ANC
2 stops23h 23mDelta
Deal found 9/15$868
This Delta deal was found by Cheapflights users on 9/17. 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.
jue. 10/3012:30 amANC - SDQ
2 stops19h 57mDelta
mar. 11/48:49 pmSDQ - ANC
2 stops26h 42mDelta
Deal found 9/17$880

Cheapflights Fare Finder

 
Customize your flight search to find flights from Alaska to Caribbean Islands 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 septiembre 17, 2025.
Use the filters below to find and compare flights from Alaska to Caribbean Islands that are best for you.

Fly from

Alaska

Fly to

Caribbean Islands

Route

Depart

Return

Price

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

sáb. 11/1

9:07 pm-9:00 pm

1 stop19h 53m

San Juan Luis Munoz Marin Intl

mié. 11/12

8:10 am-7:59 pm

1 stop16h 49m

$654

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

mié. 10/29

9:07 pm-8:00 pm

1 stop18h 53m

San Juan Luis Munoz Marin Intl

mié. 11/12

8:10 am-7:59 pm

1 stop16h 49m

$654

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

lun. 11/3

9:07 pm-10:22 pm

2 stops20h 15m

San Juan Luis Munoz Marin Intl

vie. 11/14

8:10 am-10:56 pm

2 stops19h 46m

$654

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

lun. 11/3

9:07 pm-10:22 pm

2 stops20h 15m

San Juan Luis Munoz Marin Intl

mié. 11/12

2:05 am-7:59 pm

2 stops22h 54m

$654

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

jue. 10/23

11:49 pm-2:40 pm

2 stops58h 51m

San Juan Luis Munoz Marin Intl

vie. 10/31

7:10 am-10:56 pm

2 stops19h 46m

$674

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

lun. 11/3

11:59 pm-6:25 pm

1 stop13h 26m

San Juan Luis Munoz Marin Intl

mié. 11/12

8:10 am-7:59 pm

1 stop16h 49m

$711

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

mar. 11/4

11:59 pm-6:25 pm

1 stop13h 26m

San Juan Luis Munoz Marin Intl

mar. 11/11

2:05 am-7:59 pm

2 stops22h 54m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

mié. 11/5

11:59 pm-6:25 pm

1 stop13h 26m

San Juan Luis Munoz Marin Intl

vie. 11/14

8:10 am-7:59 pm

1 stop16h 49m

$744

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

dom. 3/8

8:55 pm-2:55 pm

1 stop14h 00m

Nassau Intl

dom. 3/15

3:35 pm-7:45 pm

1 stop32h 10m

$765

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

jue. 1/8

9:00 am-11:46 am

2 stops21h 46m

Santiago de los Caballeros

mar. 2/10

6:00 am-7:57 pm

2 stops18h 57m

$870

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 50 results
1
2
3
...
5

Best time to book a flight from Alaska to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Alaska 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 Alaska to Caribbean Islands

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

Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands in June is currently the most expensive (average of $339). 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 AK to EPX?

Find hourly flight availability from Alaska to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 17, 2025.

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

Related info for your journey

Find useful and relevant information for your journey from Alaska to Caribbean Islands. 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 Alaska to Caribbean Islands?

    For as low as $654, United Airlines can have you in Caribbean Islands from Alaska in 19h 53m. There are 4905 mi between Alaska and Caribbean Islands. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Alaska to Caribbean Islands one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $456. However, be on the lookout for offers from United Airlines and American Airlines, as they are both options that can get you from Alaska to Caribbean Islands for a low price.

  • Can I find deals for flights from Alaska to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Alaska to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Alaska to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Alaska to Caribbean Islands.

  • Can I find deals for business class flights from Alaska to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Alaska to Caribbean Islands 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 Alaska to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands in June is currently the most expensive (average of $339). 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 Alaska to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Los Angeles flights
Dallas/Fort Worth to John F Kennedy Intl flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Cancún flights
San Francisco to John F Kennedy Intl flights
John F Kennedy Intl to Las Vegas flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to Las Vegas flights
Newark to Cancún flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to Orlando flights
O'Hare Intl to John F Kennedy Intl flights
Los Angeles to Seattle flights
Seattle to Los Angeles flights
LaGuardia to Dallas/Fort Worth flights
LaGuardia to Miami flights
Newark to Las Vegas flights
Dallas/Fort Worth to O'Hare Intl flights
O'Hare Intl to Dallas/Fort Worth flights
Newark to O'Hare Intl flights
O'Hare Intl to LaGuardia flights
John F Kennedy Intl to San Francisco flights
Los Angeles to Newark flights
O'Hare Intl to Cancún flights
Newark to Miami flights
Dallas/Fort Worth to Seattle flights
Seattle to Las Vegas flights
Newark to Orlando flights
O'Hare Intl to Las Vegas flights
Newark to Los Angeles flights
Los Angeles to LaGuardia flights
Dallas/Fort Worth to Denver flights
John F Kennedy Intl to Mexico City flights
Los Angeles to San Francisco flights
San Francisco to Las Vegas flights
John F Kennedy Intl to Fort Lauderdale flights
Seattle to Sky Harbor Intl flights
Los Angeles to Honolulu flights
San Francisco to Newark flights
O'Hare Intl to Newark flights
Ontario to Seattle flights
Newark to Dallas/Fort Worth flights
Los Angeles to O'Hare Intl flights
Atlanta to LaGuardia flights
LaGuardia to Orlando flights

Top 4 airlines flying from Alaska to Caribbean Islands

Discover the top 4 airlines that operate flights from Alaska to Caribbean Islands. 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$1,036FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$559Average$649FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$593Average$994FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$782Average$964FlexibilityNo 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.