Caribbean

$379+ Cheap flights from Alaska 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Nov 28 — Dec 51
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Cheap flight deals from Alaska to Caribbean

Keep the following information in mind while searching for Alaska to Caribbean flight deals. Data was last updated October 29, 2025.

Round-trip from

$588
(Delta)

One-way from

$379
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$821
From Alaska to Caribbean
One-way flight from Alaska to Caribbean
Highest demand for flights based on searches. 6% potential increase in price ($59 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($31 potential savings vs. average RT price).
Average for round-trip flights in October 2025

Find flight deals from Alaska to Caribbean

Cheapest flights from Alaska to Caribbean
Explore the most affordable flight options available from Alaska to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This United Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 12/1111:59 pmANC - NAS
2 stops31h 51mUnited Airlines
Thu 12/182:35 pmNAS - ANC
2 stops13h 50mUnited Airlines
Deal found 10/27$593
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:45 amANC - SJU
2 stops15h 42mDelta
Sat 1/176:15 amSJU - ANC
2 stops19h 29mDelta
Deal found 10/28$844
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 12/1111:59 pmANC - PUJ
2 stops33h 23mUnited Airlines
Thu 12/182:05 pmPUJ - ANC
1 stop13h 51mUnited Airlines
Deal found 10/27$926
This Delta deal was found by Cheapflights users on 10/27. 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 12/105:37 pmANC - PUJ
2 stops18h 09mDelta
Thu 1/84:20 pmPUJ - ANC
1 stop13h 30mDelta
Deal found 10/27$931
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:15 amANC - SDQ
2 stops18h 10mDelta
Fri 1/238:45 pmSDQ - ANC
2 stops27h 13mDelta
Deal found 10/28$936
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/812:30 amANC - STI
2 stops19h 38mDelta
Fri 1/306:39 amSTI - ANC
2 stops23h 11mDelta
Deal found 10/28$951
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:59 pmANC - PUJ
2 stops32h 00mUnited Airlines
Sun 12/72:05 pmPUJ - ANC
1 stop13h 51mUnited Airlines
Deal found 10/28$956
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 12/75:24 pmANC - SJU
2 stops16h 20mAmerican Airlines
Sat 12/276:44 amSJU - ANC
1 stop17h 14mAmerican Airlines
Deal found 10/28$969
This Delta deal was found by Cheapflights users on 10/29. 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.
Mon 12/812:30 amANC - STI
2 stops19h 38mDelta
Mon 2/26:39 amSTI - ANC
2 stops22h 30mDelta
Deal found 10/29$971
This United Airlines deal was found by Cheapflights users on 10/27. 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 11/2911:59 pmANC - PUJ
1 stop13h 19mUnited Airlines
Sun 12/72:05 pmPUJ - ANC
1 stop13h 51mUnited Airlines
Deal found 10/27$976
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Fri 12/512:38 amANC - SJU
2 stops16h 27mAmerican Airlines
Fri 12/261:30 amSJU - ANC
1 stop22h 28mAmerican Airlines
Deal found 10/26$994
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/81:10 pmANC - PUJ
2 stops20h 15mDelta
Thu 12/112:38 pmPUJ - ANC
2 stops15h 19mDelta
Deal found 10/28$1,011

Cheapflights Fare Finder

 
Customize your flight search to find flights from Alaska 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 October 29, 2025.
Use the filters below to find and compare flights from Alaska to Caribbean that are best for you.

Fly from

Alaska

Fly to

Caribbean

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 2/1

3:00 pm-12:26 pm

2 stops17h 26m

Nassau Intl

Fri 2/6

1:20 pm-12:50 am

2 stops15h 30m

$588

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 4/20

3:50 pm-1:46 pm

2 stops17h 56m

Nassau Intl

Thu 4/23

5:08 pm-12:13 pm

2 stops23h 05m

$588

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Thu 12/11

11:59 pm-11:50 am

2 stops31h 51m

Nassau Intl

Thu 12/18

2:35 pm-12:25 am

2 stops13h 50m

$593

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sat 2/28

9:00 am-11:53 am

2 stops22h 53m

Nassau Intl

Sat 3/7

4:05 pm-6:45 pm

1 stop30h 40m

$659

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 4/20

8:50 pm-2:29 pm

1 stop13h 39m

Nassau Intl

Thu 4/23

6:50 pm-6:35 pm

2 stops27h 45m

$698

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 4/20

8:55 pm-2:57 pm

1 stop14h 02m

Nassau Intl

Thu 4/23

3:59 pm-7:45 pm

1 stop31h 46m

$714

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 1/16

9:00 am-6:11 am

2 stops16h 11m

San Juan Luis Munoz Marin Intl

Sun 1/25

8:35 am-11:15 pm

2 stops19h 40m

$809

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Thu 4/16

1:40 am-7:45 pm

2 stops14h 05m

San Juan Luis Munoz Marin Intl

Wed 4/22

11:45 am-10:41 pm

2 stops14h 56m

$825

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Sun 1/25

11:05 am-12:30 pm

2 stops20h 25m

San Juan Luis Munoz Marin Intl

Sun 2/1

6:00 am-11:56 pm

2 stops22h 56m

$825

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Thu 1/8

1:20 am-12:32 am

2 stops18h 12m

Santo Domingo Las Americas

Fri 1/30

8:45 pm-6:58 pm

2 stops27h 13m

$881

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 52 results
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Best time to book a flight from Alaska to Caribbean

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

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

Currently, August is the cheapest month in which you can book a flight from Alaska to Caribbean (average of $441). Flying from Alaska to Caribbean in June is currently the most expensive (average of $811). 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 CB?

Find hourly flight availability from Alaska 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 October 29, 2025.

It’s optimal to fly from Alaska to Caribbean in the evening. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight in the morning.

Related info for your journey

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

    Delta, United Airlines, and American Airlines can get you from Alaska to Caribbean in just under 14h 05m. Your travel time can differ by up to 3h 21m. Airlines will cover a distance of 4827 mi. 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 one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $431. Users have also found prices from $431 and $463 on Delta and American Airlines, respectively.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Alaska to Caribbean (average of $441). Flying from Alaska to Caribbean in June is currently the most expensive (average of $811). 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

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Alaska to Caribbean

Discover the top 4 airlines that operate flights from Alaska 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$947FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$559Average$649FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$593Average$992FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$784Average$955FlexibilityNo cancel feeOn-time71%

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