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$235+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
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 julio 30, 2025.

Round-trip from

$588
(Delta)

One-way from

$235
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$954
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. 3% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julio 30, 2025.

This Delta deal was found by Cheapflights users on 7/29. 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.
vie. 9/122:15 pmANC - NAS
2 stops19h 34mDelta
vie. 9/191:15 pmNAS - ANC
2 stops16h 21mDelta
Deal found 7/29$588
This United Airlines deal was found by Cheapflights users on 7/28. 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.
mié. 10/299:07 pmANC - SJU
1 stop18h 53mUnited Airlines
mié. 11/122:25 pmSJU - ANC
3 stops34h 34mUnited Airlines
Deal found 7/28$739
This Delta deal was found by Cheapflights users on 7/28. 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.
mar. 10/2112:30 amANC - SJU
2 stops17h 29mDelta
jue. 10/3012:51 pmSJU - ANC
2 stops17h 08mDelta
Deal found 7/28$744
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/237:52 pmANC - SJU
1 stop14h 33mAmerican Airlines
lun. 10/277:05 amSJU - ANC
2 stops15h 39mAmerican Airlines
Deal found 7/29$824
This Delta deal was found by Cheapflights users on 7/28. 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.
vie. 9/51:50 amFAI - STI
2 stops30h 53mDelta
mié. 9/108:55 pmSTI - FAI
2 stops21h 13mDelta
Deal found 7/28$879
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/311:50 amFAI - SJU
2 stops16h 41mAmerican Airlines
sáb. 1/109:25 amSJU - FAI
2 stops18h 20mAmerican Airlines
Deal found 7/29$890
This Delta deal was found by Cheapflights users on 7/28. 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.
lun. 10/2712:30 amANC - SDQ
2 stops33h 11mDelta
vie. 10/317:00 amSDQ - ANC
2 stops31h 19mDelta
Deal found 7/28$908
This Delta deal was found by Cheapflights users on 7/29. 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.
mié. 12/103:50 pmANC - PUJ
2 stops15h 48mDelta
jue. 1/83:55 pmPUJ - ANC
1 stop14h 04mDelta
Deal found 7/29$928
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/61:04 amANC - SJU
2 stops15h 31mAlaska Airlines
vie. 11/146:44 amSJU - ANC
3 stops20h 04mAlaska Airlines
Deal found 7/28$939
This United Airlines deal was found by Cheapflights users on 7/30. 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. 9/811:23 pmFAI - SJU
2 stops17h 15mUnited Airlines
lun. 9/222:55 pmSJU - FAI
2 stops32h 53mUnited Airlines
Deal found 7/30$954
This American Airlines deal was found by Cheapflights users on 7/30. 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. 10/187:52 pmANC - STT
2 stops16h 13mAmerican Airlines
sáb. 10/255:20 pmSTT - ANC
2 stops29h 24mAmerican Airlines
Deal found 7/30$988
This Mytrip deal was found by Cheapflights users on 7/30. 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.
vie. 8/11:20 pmANC - SJU
3 stops44h 48mMultiple Airlines
vie. 8/811:59 pmSJU - ANC
3 stops40h 17mMultiple Airlines
Deal found 7/30$1,021

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 julio 30, 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

vie. 9/12

2:15 pm-1:49 pm

2 stops19h 34m

Nassau Intl

vie. 9/19

1:15 pm-1:36 am

2 stops16h 21m

$588

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

mar. 10/21

12:30 am-11:56 pm

2 stops19h 26m

San Juan Luis Munoz Marin Intl

vie. 10/31

7:15 am-10:43 pm

2 stops19h 28m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

mié. 10/22

9:04 pm-11:57 pm

2 stops22h 53m

San Juan Luis Munoz Marin Intl

sáb. 11/1

1:25 pm-8:59 pm

3 stops35h 34m

$799

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

jue. 10/23

7:52 pm-2:25 pm

1 stop14h 33m

San Juan Luis Munoz Marin Intl

lun. 10/27

7:05 am-6:44 pm

2 stops15h 39m

$824

FairbanksSantiago de los Caballeros

FAI - STI

FAISTI

Fairbanks

vie. 9/5

12:30 am-12:43 pm

2 stops32h 13m

Santiago de los Caballeros

mié. 9/10

8:55 pm-12:50 am

2 stops31h 55m

$879

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

mié. 12/31

1:50 am-11:31 pm

2 stops16h 41m

San Juan Luis Munoz Marin Intl

sáb. 1/10

9:25 am-10:45 pm

2 stops18h 20m

$890

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

lun. 10/27

12:30 am-1:41 pm

2 stops33h 11m

Santo Domingo Las Americas

vie. 10/31

7:00 am-10:19 am

2 stops31h 19m

$908

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

mié. 12/10

3:50 pm-12:38 pm

2 stops15h 48m

Punta Cana

jue. 1/8

3:55 pm-12:59 am

1 stop14h 04m

$928

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

lun. 9/8

11:23 pm-8:38 pm

2 stops17h 15m

San Juan Luis Munoz Marin Intl

lun. 9/22

2:55 pm-7:48 pm

2 stops32h 53m

$954

AnchorageSaint Thomas Island

ANC - STT

ANCSTT

Anchorage

sáb. 10/18

7:52 pm-4:05 pm

2 stops16h 13m

Saint Thomas Island Cyril E King

sáb. 10/25

5:20 pm-6:44 pm

2 stops29h 24m

$988

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 40 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 julio 30, 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.

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 julio 30, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and United Airlines from Alaska to Caribbean by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Air Canada
7.1
Good
9,837 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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 American Airlines. According to our data, you can fly for as low as $235. Users have also found prices from $237 and $461 on Delta 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 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

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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 julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$500Average$1,114FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$559Average$649FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$732Average$994FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$782Average$1,138FlexibilityNo cancel feeOn-time71%

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