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$242+ 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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
ene. 14 — ene. 211
mié. 1/14
mié. 1/21
1 adult, Economy
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Cheap 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 diciembre 15, 2025.

This United Airlines deal was found by Cheapflights users on 12/13. 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. 12/241:30 amANC - SJU
1 stop11h 55mUnited Airlines
sáb. 1/178:35 amSJU - ANC
2 stops16h 22mUnited Airlines
Deal found 12/13$959
This Delta deal was found by Cheapflights users on 12/13. 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. 12/259:15 pmANC - SJU
1 stop13h 14mDelta
sáb. 1/176:15 amSJU - ANC
1 stop17h 46mDelta
Deal found 12/13$979
This Delta deal was found by Cheapflights users on 12/12. 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.
lun. 12/159:45 pmANC - SDQ
2 stops23h 03mDelta
mié. 1/148:45 pmSDQ - ANC
2 stops27h 11mDelta
Deal found 12/12$1,161
This United Airlines deal was found by Cheapflights users on 12/12. 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.
lun. 12/1511:59 pmANC - PUJ
2 stops36h 26mUnited Airlines
mié. 1/142:05 pmPUJ - ANC
1 stop14h 10mUnited Airlines
Deal found 12/12$1,206
This United Airlines deal was found by Cheapflights users on 12/13. 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. 12/1611:59 pmANC - SJU
1 stop13h 26mUnited Airlines
jue. 1/17:45 amSJU - ANC
2 stops20h 11mUnited Airlines
Deal found 12/13$1,284
This United Airlines deal was found by Cheapflights users on 12/14. 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.
dom. 12/2111:59 pmANC - STI
2 stops18h 52mUnited Airlines
mié. 1/286:00 amSTI - ANC
2 stops22h 15mUnited Airlines
Deal found 12/14$1,508
This Alaska Airlines deal was found by Cheapflights users on 12/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/2512:06 pmANC - SJU
2 stops21h 53mAlaska Airlines
sáb. 1/177:07 amSJU - ANC
3 stops22h 52mAlaska Airlines
Deal found 12/14$1,598
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/233:48 pmFAI - PUJ
2 stops14h 40mMultiple Airlines
mar. 12/3012:28 pmPUJ - FAI
2 stops19h 22mMultiple Airlines
Deal found 12/15$1,680
This American Airlines deal was found by Cheapflights users on 12/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/1712:09 amANC - SDQ
2 stops18h 50mMultiple Airlines
mar. 2/33:00 pmSDQ - ANC
2 stops27h 04mMultiple Airlines
Deal found 12/14$1,785
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/2012:09 amANC - STI
2 stops15h 55mMultiple Airlines
mié. 1/286:00 amSTI - ANC
2 stops23h 54mMultiple Airlines
Deal found 12/15$1,789
This United Airlines deal was found by Cheapflights users on 12/12. 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. 12/181:30 amANC - PUJ
1 stop11h 48mUnited Airlines
mié. 1/72:05 pmPUJ - ANC
1 stop34h 52mUnited Airlines
Deal found 12/12$1,847
This United Airlines deal was found by Cheapflights users on 12/13. 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. 12/181:30 amANC - SJU
2 stops14h 30mUnited Airlines
jue. 12/258:30 amSJU - ANC
2 stops16h 15mUnited Airlines
Deal found 12/13$1,919

Find flight deals from Alaska to Caribbean

Keep the following information in mind while searching for Alaska to Caribbean flight deals. Data was last updated diciembre 15, 2025.

Round-trip from

$670
(United Airlines)

One-way from

$242
(American Airlines)

Popular in

March

Cheapest in

August

Average price

$884
From Alaska to Caribbean
Search Deals
One-way flight from Alaska to Caribbean
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 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 diciembre 15, 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

mar. 3/3

9:00 am-3:22 pm

2 stops26h 22m

Nassau Intl

mar. 3/17

4:25 pm-8:01 pm

2 stops31h 36m

$665

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

jue. 3/12

9:10 pm-2:32 pm

2 stops13h 22m

Nassau Intl

sáb. 3/21

5:20 pm-8:01 pm

2 stops30h 41m

$670

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

vie. 3/13

11:52 pm-11:50 am

2 stops31h 58m

Nassau Intl

sáb. 3/21

5:20 pm-8:01 pm

2 stops30h 41m

$702

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

dom. 3/8

9:10 pm-3:22 pm

1 stop14h 12m

Nassau Intl

dom. 3/15

3:35 pm-8:01 pm

1 stop32h 26m

$720

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

lun. 2/23

9:00 am-3:22 pm

3 stops26h 22m

Nassau Intl

jue. 2/26

3:35 pm-11:08 pm

2 stops35h 33m

$728

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

dom. 1/11

9:15 pm-3:18 pm

1 stop13h 03m

San Juan Luis Munoz Marin Intl

jue. 1/22

7:30 am-12:09 am

2 stops21h 39m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

lun. 1/12

9:15 pm-3:18 pm

1 stop13h 03m

San Juan Luis Munoz Marin Intl

jue. 1/22

7:30 am-12:09 am

2 stops21h 39m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

lun. 1/12

9:15 pm-3:18 pm

1 stop13h 03m

San Juan Luis Munoz Marin Intl

vie. 1/23

6:09 am-8:44 pm

2 stops19h 35m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

sáb. 1/10

8:22 pm-1:05 pm

1 stop11h 43m

San Juan Luis Munoz Marin Intl

mié. 1/28

7:00 am-6:56 pm

2 stops16h 56m

$764

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

lun. 1/12

9:15 pm-3:18 pm

1 stop13h 03m

San Juan Luis Munoz Marin Intl

lun. 1/26

7:30 am-12:09 am

2 stops21h 39m

$764

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 50 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 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 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 diciembre 15, 2025.

It’s optimal to fly from Alaska to Caribbean at noon. By choosing this option you can save up to 9% 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?

    United Airlines, Delta, and American Airlines can get you from Alaska to Caribbean in just under 13h 03m. Your travel time can differ by up to 13h 19m. Airlines will cover a distance of 4905 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 American Airlines. According to our data, you can fly for as low as $328. Users have also found prices from $425 and $426 on United Airlines and Delta, 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 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Alaska to Caribbean

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

Discover the top 3 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 diciembre 15, 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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