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$230+ 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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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 septiembre 11, 2025.

Round-trip from

$593
(American Airlines)

One-way from

$230
(Trip.com)

Popular in

December

Cheapest in

August

Average price

$917
From Alaska to Caribbean
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One-way flight from Alaska to Caribbean
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Highest demand for flights based on searches. 4% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 septiembre 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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. 10/257:52 pmANC - NAS
2 stops17h 55mAmerican Airlines
sáb. 11/17:45 amNAS - ANC
2 stops14h 59mAmerican Airlines
Deal found 9/10$593
This Delta deal was found by Cheapflights users on 9/10. 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.
sáb. 10/258:15 pmANC - NAS
1 stop13h 34mDelta
sáb. 11/14:50 pmNAS - ANC
2 stops25h 25mDelta
Deal found 9/10$598
This United Airlines deal was found by Cheapflights users on 9/9. 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. 10/279:07 pmANC - SJU
1 stop18h 53mUnited Airlines
vie. 11/78:10 amSJU - ANC
1 stop16h 49mUnited Airlines
Deal found 9/9$742
This United Airlines deal was found by Cheapflights users on 9/9. 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
1 stop13h 41mUnited Airlines
lun. 10/277:10 amSJU - ANC
2 stops19h 46mUnited Airlines
Deal found 9/9$744
This Delta deal was found by Cheapflights users on 9/9. 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.
mié. 10/2212:30 amANC - SJU
2 stops19h 26mDelta
vie. 10/317:00 amSJU - ANC
2 stops22h 59mDelta
Deal found 9/9$764
This Delta deal was found by Cheapflights users on 9/11. 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.
mié. 10/2212:30 amANC - SJU
2 stops19h 26mDelta
lun. 10/272:22 pmSJU - ANC
2 stops15h 37mDelta
Deal found 9/11$784
This United Airlines deal was found by Cheapflights users on 9/9. 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. 10/239:04 pmANC - SJU
1 stop13h 40mUnited Airlines
vie. 10/317:10 amSJU - ANC
2 stops19h 46mUnited Airlines
Deal found 9/9$788
This United Airlines deal was found by Cheapflights users on 9/9. 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. 10/99:04 pmANC - SJU
1 stop13h 40mUnited Airlines
jue. 10/233:56 pmSJU - ANC
1 stop32h 01mUnited Airlines
Deal found 9/9$809
This United Airlines deal was found by Cheapflights users on 9/11. 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. 10/411:49 pmANC - SJU
2 stops34h 55mUnited Airlines
mar. 10/71:05 amSJU - ANC
2 stops22h 52mUnited Airlines
Deal found 9/11$816
This American Airlines deal was found by Cheapflights users on 9/10. 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. 10/87:52 pmANC - NAS
2 stops20h 58mAmerican Airlines
dom. 10/127:45 amNAS - ANC
2 stops14h 59mAmerican Airlines
Deal found 9/10$833
This eDestinos deal was found by Cheapflights users on 9/9. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/252:08 amFAI - SJU
2 stops33h 03mMultiple Airlines
lun. 10/273:12 pmSJU - FAI
3 stops39h 29mMultiple Airlines
Deal found 9/9$866
This Delta deal was found by Cheapflights users on 9/10. 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.
sáb. 10/1112:30 amANC - STI
2 stops19h 54mDelta
jue. 11/206:35 amSTI - ANC
2 stops24h 23mDelta
Deal found 9/10$869

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 septiembre 11, 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

sáb. 10/25

7:52 pm-5:47 pm

2 stops17h 55m

Nassau Intl

sáb. 11/1

7:45 am-6:44 pm

2 stops14h 59m

$593

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

sáb. 10/25

8:15 pm-1:49 pm

1 stop13h 34m

Nassau Intl

sáb. 11/1

4:50 pm-2:15 pm

2 stops25h 25m

$598

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

$719

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

jue. 10/23

9:04 pm-2:44 pm

1 stop13h 40m

San Juan Luis Munoz Marin Intl

lun. 10/27

1:25 pm-10:56 pm

1 stop13h 31m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

vie. 1/9

1:20 am-11:58 pm

2 stops17h 38m

San Juan Luis Munoz Marin Intl

sáb. 1/17

4:25 pm-12:59 am

1 stop13h 34m

$784

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

jue. 10/23

2:10 pm-11:36 am

2 stops17h 26m

San Juan Luis Munoz Marin Intl

lun. 10/27

1:06 pm-1:59 am

2 stops16h 53m

$784

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

sáb. 10/4

11:49 pm-2:44 pm

2 stops34h 55m

San Juan Luis Munoz Marin Intl

mié. 10/8

3:56 pm-7:57 pm

1 stop32h 01m

$788

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

mié. 10/8

7:52 pm-8:50 pm

2 stops20h 58m

Nassau Intl

dom. 10/12

7:45 am-6:44 pm

2 stops14h 59m

$833

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

jue. 9/25

2:08 am-3:11 pm

2 stops33h 03m

San Juan Luis Munoz Marin Intl

lun. 10/27

3:12 pm-2:41 am

3 stops39h 29m

$866

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

dom. 10/12

2:10 pm-12:03 pm

2 stops17h 53m

Santiago de los Caballeros

jue. 11/20

6:35 am-1:58 am

2 stops24h 23m

$869

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 45 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, September is the cheapest month in which you can book a flight from Alaska to Caribbean (average of $254). Flying from Alaska to Caribbean 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 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 septiembre 11, 2025.

When flying from Alaska to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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?

    American Airlines, Delta, and United Airlines can get you from Alaska to Caribbean in just under 13h 34m. Your travel time can differ by up to 4h 21m. Airlines will cover a distance of 4133 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 $370. Users have also found prices from $488 and $491 on American 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, September is the cheapest month in which you can book a flight from Alaska to Caribbean (average of $254). Flying from Alaska to Caribbean 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

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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.
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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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$1,033FlexibilityNo 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%

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