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Caribbean

$237+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$588
(Delta)

One-way from

$237
(Delta)

Popular in

December

Cheapest in

April

Average price

$782
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 ($44 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 April 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 April 17, 2025.

This Delta deal was found by Cheapflights users on 4/17. 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.
Sun 9/145:15 pmANC - NAS
2 stops14h 32mDelta
Sun 9/211:19 pmNAS - ANC
2 stops16h 26mDelta
Deal found 4/17$588
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 6/59:50 pmANC - STI
2 stops19h 15mAmerican Airlines
Tue 7/157:04 amSTI - ANC
2 stops19h 54mAmerican Airlines
Deal found 4/17$816
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 8/11:50 pmANC - SJU
2 stops19h 20mDelta
Mon 8/46:15 amSJU - ANC
1 stop17h 15mDelta
Deal found 4/17$824
This eDestinos deal was found by Cheapflights users on 4/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/18:55 pmANC - SJU
1 stop14h 21mMultiple Airlines
Sun 8/33:40 amSJU - ANC
2 stops36h 36mMultiple Airlines
Deal found 4/17$845
This Delta deal was found by Cheapflights users on 4/17. 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.
Wed 8/131:50 pmANC - SDQ
2 stops19h 34mDelta
Wed 8/206:05 amSDQ - ANC
2 stops19h 12mDelta
Deal found 4/17$868
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/11:20 pmANC - PUJ
3 stops41h 41mMultiple Airlines
Sun 6/812:42 pmPUJ - ANC
2 stops27h 46mMultiple Airlines
Deal found 4/17$907
This American Airlines deal was found by Cheapflights users on 4/17. 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 8/191:59 amANC - SJU
2 stops15h 46mAmerican Airlines
Thu 8/218:40 amSJU - ANC
2 stops16h 03mAmerican Airlines
Deal found 4/17$908
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/108:55 pmANC - SDQ
3 stops24h 46mMultiple Airlines
Sat 8/23:35 pmSDQ - ANC
3 stops24h 41mMultiple Airlines
Deal found 4/17$937
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 7/109:48 pmANC - SDQ
2 stops19h 02mAmerican Airlines
Sat 8/27:00 amSDQ - ANC
2 stops19h 58mAmerican Airlines
Deal found 4/17$998
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 5/88:50 pmANC - SJU
2 stops19h 48mUnited Airlines
Thu 5/157:45 amSJU - ANC
1 stop12h 59mUnited Airlines
Deal found 4/17$1,010
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 6/58:20 pmANC - STI
1 stop12h 37mUnited Airlines
Tue 7/152:07 pmSTI - ANC
2 stops33h 17mUnited Airlines
Deal found 4/17$1,171
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Wed 6/412:18 amANC - STI
2 stops16h 47mMultiple Airlines
Tue 7/157:04 amSTI - ANC
2 stops19h 54mMultiple Airlines
Deal found 4/17$1,203

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 April 17, 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 9/14

5:15 pm-11:47 am

2 stops14h 32m

Nassau Intl

Sun 9/21

1:19 pm-1:45 am

2 stops16h 26m

$588

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Thu 6/5

9:50 pm-9:05 pm

2 stops19h 15m

Santiago de los Caballeros

Tue 7/15

7:04 am-10:58 pm

2 stops19h 54m

$816

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 8/1

1:50 pm-1:10 pm

2 stops19h 20m

San Juan Luis Munoz Marin Intl

Mon 8/4

6:15 am-7:30 pm

1 stop17h 15m

$824

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 8/1

8:55 pm-3:16 pm

1 stop14h 21m

San Juan Luis Munoz Marin Intl

Sun 8/3

3:40 am-12:16 pm

2 stops36h 36m

$845

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Wed 8/13

1:50 pm-1:24 pm

2 stops19h 34m

Santo Domingo Las Americas

Wed 8/20

6:05 am-9:17 pm

2 stops19h 12m

$868

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Sun 6/1

1:20 pm-11:01 am

3 stops41h 41m

Punta Cana

Sun 6/8

12:42 pm-12:28 pm

2 stops27h 46m

$907

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 8/19

1:59 am-9:45 pm

2 stops15h 46m

San Juan Luis Munoz Marin Intl

Thu 8/21

8:40 am-8:43 pm

2 stops16h 03m

$908

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Thu 7/10

8:55 pm-1:41 am

3 stops24h 46m

Santo Domingo Las Americas

Sat 8/2

3:35 pm-12:16 pm

3 stops24h 41m

$937

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Thu 7/10

9:48 pm-8:50 pm

2 stops19h 02m

Santo Domingo Las Americas

Sat 8/2

7:00 am-10:58 pm

2 stops19h 58m

$998

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 5/8

8:50 pm-8:38 pm

2 stops19h 48m

San Juan Luis Munoz Marin Intl

Thu 5/15

7:45 am-4:44 pm

1 stop12h 59m

$1,010

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 33 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 December is currently the most expensive (average of $336). 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 April 17, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated April 17, 2025.
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,882 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,917 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Air Canada
7.0
Good
9,142 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.1

Food

7.1

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $237. Users have also found prices from $241 and $282 on Sun Country Air and United 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, 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 December is currently the most expensive (average of $336). 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$649FlexibilityNo cancel feeOn-time75%
DeltaCheapest$500Average$1,105FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$587Average$1,014FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$732Average$992FlexibilityNo cancel feeOn-time69%

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