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Caribbean Islands

$242+ 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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:30 amANC - SJU
1 stop11h 55mUnited Airlines
Sat 1/1710:15 amSJU - ANC
2 stops18h 00mUnited Airlines
Deal found 12/17$959
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/259:15 pmANC - SJU
1 stop13h 14mDelta
Sat 1/176:15 amSJU - ANC
1 stop17h 46mDelta
Deal found 12/17$979
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Sat 12/271:30 amANC - PUJ
1 stop11h 48mUnited Airlines
Thu 1/152:05 pmPUJ - ANC
1 stop14h 10mUnited Airlines
Deal found 12/16$1,061
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:35 amFAI - SJU
2 stops15h 52mAmerican Airlines
Tue 1/277:07 amSJU - FAI
2 stops24h 41mAmerican Airlines
Deal found 12/17$1,194
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/1611:59 pmANC - SJU
1 stop13h 26mUnited Airlines
Thu 1/12:25 pmSJU - ANC
1 stop13h 31mUnited Airlines
Deal found 12/16$1,378
This Delta deal was found by Cheapflights users on 12/15. 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.
Wed 12/1712:30 amANC - SDQ
2 stops20h 18mDelta
Tue 2/37:30 amSDQ - ANC
2 stops33h 58mDelta
Deal found 12/15$1,564
This Alaska Airlines deal was found by Cheapflights users on 12/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:00 amANC - SJU
2 stops24h 59mAlaska Airlines
Sat 1/177:07 amSJU - ANC
3 stops22h 52mAlaska Airlines
Deal found 12/17$1,598
This Delta deal was found by Cheapflights users on 12/17. 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.
Sat 12/201:15 amANC - STI
2 stops20h 36mDelta
Wed 1/286:38 amSTI - ANC
2 stops17h 18mDelta
Deal found 12/17$1,624
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/301:30 amANC - SJU
2 stops18h 06mUnited Airlines
Sat 1/32:05 amSJU - ANC
2 stops27h 20mUnited Airlines
Deal found 12/16$1,639
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2812:09 amANC - STI
2 stops15h 55mMultiple Airlines
Mon 1/56:00 amSTI - ANC
2 stops23h 37mMultiple Airlines
Deal found 12/16$1,668
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Fri 12/199:00 pmANC - PUJ
2 stops39h 25mUnited Airlines
Wed 1/72:05 pmPUJ - ANC
1 stop34h 52mUnited Airlines
Deal found 12/15$1,705
This American Airlines deal was found by Cheapflights users on 12/18. 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.
Tue 12/233:48 pmFAI - PUJ
2 stops17h 51mMultiple Airlines
Tue 12/3012:28 pmPUJ - FAI
2 stops17h 47mMultiple Airlines
Deal found 12/18$1,760

Find 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 December 18, 2025.

Round-trip from

$629
(eDestinos)

One-way from

$242
(American Airlines)

Popular in

March

Cheapest in

August

Average price

$884
From Alaska to Caribbean Islands
Search Deals
One-way flight from Alaska to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($75 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 18, 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

Wed 2/4

5:05 am-11:59 pm

3 stops61h 54m

San Juan Luis Munoz Marin Intl

Wed 2/18

4:06 pm-10:25 am

3 stops47h 19m

$629

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 3/8

9:10 pm-3:22 pm

1 stop14h 12m

Nassau Intl

Sun 3/15

3:35 pm-8:01 pm

1 stop32h 26m

$720

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 2/23

9:00 am-3:22 pm

3 stops26h 22m

Nassau Intl

Thu 2/26

3:35 pm-7:46 pm

2 stops32h 11m

$728

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 2/1

9:00 am-3:22 pm

2 stops50h 22m

Nassau Intl

Sun 2/8

3:35 pm-7:57 pm

2 stops32h 22m

$760

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 2/1

9:15 pm-3:18 pm

1 stop13h 03m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:15 am-6:57 pm

2 stops17h 42m

$764

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 2/1

9:00 am-6:11 am

2 stops16h 11m

San Juan Luis Munoz Marin Intl

Sat 2/14

7:45 am-7:46 pm

2 stops17h 01m

$764

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 2/3

1:20 am-8:58 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Wed 2/18

7:00 am-6:57 pm

2 stops16h 57m

$799

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 2/7

2:10 am-10:26 pm

2 stops15h 16m

San Juan Luis Munoz Marin Intl

Thu 2/12

6:00 am-7:45 pm

2 stops18h 45m

$824

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 2/7

12:38 am-10:26 pm

2 stops16h 48m

San Juan Luis Munoz Marin Intl

Mon 2/16

8:30 am-11:04 pm

2 stops19h 34m

$824

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 2/8

1:30 pm-2:31 pm

2 stops20h 01m

San Juan Luis Munoz Marin Intl

Thu 2/12

6:15 am-8:44 pm

2 stops19h 29m

$824

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 60 results
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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, August is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $441). Flying from Alaska to Caribbean Islands in February is currently the most expensive (average of $828). 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 December 18, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 9% on flights from Alaska to Caribbean Islands by exploring options for tickets at noon.

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 $764, United Airlines can have you in Caribbean Islands from Alaska in 13h 03m. 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 American Airlines, with whom users have recently found tickets for as low as $328. However, be on the lookout for offers from United Airlines and Delta, 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, August is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $441). Flying from Alaska to Caribbean Islands in February is currently the most expensive (average of $828). 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

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Alternative routes for Alaska to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Alaska to Caribbean Islands

Discover the top 3 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$958FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$496Average$1,078FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$794Average$1,313FlexibilityNo cancel feeOn-time71%

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