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Caribbean Islands

$241+ Cheap flights from Alaska to Caribbean Islands

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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Alaska to Caribbean Islands

Keep the following information in mind while searching for Alaska to Caribbean Islands flight deals. Data was last updated May 1, 2025.

Round-trip from

$598
(Delta)

One-way from

$241
(Sun Country Air)

Popular in

December

Cheapest in

April

Average price

$984
From Alaska to Caribbean Islands
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One-way flight from Alaska to Caribbean Islands
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Highest demand for flights based on searches. 4% potential increase in price ($45 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 May 2025
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Find flight deals from Alaska to Caribbean Islands

Cheapest flights from Alaska to Caribbean Islands
Explore the most affordable flight options available from Alaska to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Delta deal was found by Cheapflights users on 5/1. 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 5/1$598
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sat 5/171:20 pmANC - SJU
2 stops26h 42mMultiple Airlines
Sat 5/314:15 pmSJU - ANC
1 stop24h 03mMultiple Airlines
Deal found 4/30$601
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1012:40 amANC - SJU
2 stops19h 06mDelta
Tue 8/197:30 amSJU - ANC
2 stops20h 08mDelta
Deal found 4/30$754
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/138:20 pmANC - SDQ
1 stop16h 10mMultiple Airlines
Thu 8/283:35 pmSDQ - ANC
2 stops38h 08mMultiple Airlines
Deal found 4/30$810
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 8/119:55 pmANC - SJU
1 stop12h 15mAmerican Airlines
Tue 8/196:00 amSJU - ANC
2 stops21h 05mAmerican Airlines
Deal found 4/30$874
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 8/137:46 pmANC - SDQ
2 stops20h 44mAmerican Airlines
Thu 8/2810:25 amSDQ - ANC
2 stops16h 41mAmerican Airlines
Deal found 4/30$923
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/105:19 pmANC - SDQ
2 stops16h 05mDelta
Sun 9/76:05 amSDQ - ANC
2 stops19h 12mDelta
Deal found 4/30$931
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/82:50 amANC - PUJ
2 stops33h 41mMultiple Airlines
Sat 7/129:55 amPUJ - ANC
1 stop33h 03mMultiple Airlines
Deal found 4/30$949
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 5/1611:44 pmANC - SJU
2 stops16h 54mUnited Airlines
Thu 5/222:05 amSJU - ANC
1 stop21h 19mUnited Airlines
Deal found 4/30$979
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 8/288:49 pmANC - PUJ
1 stop11h 51mUnited Airlines
Thu 9/44:35 pmPUJ - ANC
2 stops26h 31mUnited Airlines
Deal found 4/30$1,014
This Justfly.com deal was found by Cheapflights users on 4/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2811:59 pmANC - PUJ
2 stops35h 21mAir Canada
Thu 9/44:25 pmPUJ - ANC
2 stops27h 26mAir Canada
Deal found 4/30$1,026
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/111:40 pmANC - SJU
2 stops20h 30mAlaska Airlines
Tue 8/193:00 pmSJU - ANC
3 stops26h 22mAlaska Airlines
Deal found 4/30$1,043

Cheapflights Fare Finder

Customize your flight search to find flights from Alaska to Caribbean Islands 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 May 1, 2025.
Use the filters below to find and compare flights from Alaska to Caribbean Islands that are best for you.

Fly from

Alaska

Fly to

Caribbean Islands

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

$598

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 5/17

1:20 pm-8:02 pm

2 stops26h 42m

San Juan Luis Munoz Marin Intl

Sat 5/31

4:15 pm-12:18 pm

1 stop24h 03m

$601

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 8/10

12:40 am-11:46 pm

2 stops19h 06m

San Juan Luis Munoz Marin Intl

Tue 8/19

7:30 am-11:38 pm

2 stops20h 08m

$754

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Wed 8/13

8:20 pm-4:30 pm

1 stop16h 10m

Santo Domingo Las Americas

Thu 8/28

3:35 pm-1:43 am

2 stops38h 08m

$810

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 8/11

9:55 pm-2:10 pm

1 stop12h 15m

San Juan Luis Munoz Marin Intl

Tue 8/19

6:00 am-11:05 pm

2 stops21h 05m

$874

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Wed 8/13

7:46 pm-8:30 pm

2 stops20h 44m

Santo Domingo Las Americas

Thu 8/28

10:25 am-11:06 pm

2 stops16h 41m

$923

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Sun 8/10

5:19 pm-1:24 pm

2 stops16h 05m

Santo Domingo Las Americas

Sun 9/7

6:05 am-9:17 pm

2 stops19h 12m

$931

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Tue 7/8

2:50 am-4:31 pm

2 stops33h 41m

Punta Cana

Sat 7/12

9:55 am-2:58 pm

1 stop33h 03m

$949

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 5/16

11:44 pm-8:38 pm

2 stops16h 54m

San Juan Luis Munoz Marin Intl

Thu 5/22

2:05 am-7:24 pm

1 stop21h 19m

$979

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Thu 8/28

8:49 pm-12:40 pm

1 stop11h 51m

Punta Cana

Thu 9/4

4:35 pm-3:06 pm

2 stops26h 31m

$1,014

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 29 results
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Best time to book a flight from Alaska to Caribbean Islands

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

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

Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands 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 EPX?

Find hourly flight availability from Alaska to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Alaska to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated May 1, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and United Airlines from Alaska to Caribbean Islands to help guide your decision. 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
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Air Canada
7.0
Good
9,252 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from Alaska to Caribbean Islands. 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 Islands one-way?

    The cheapest airline one-way is Sun Country Air, with whom users have recently found tickets for as low as $241. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Alaska to Caribbean Islands for a low price.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands 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

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Alternative routes for Alaska to Caribbean Islands

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 Islands

Discover the top 4 airlines that operate flights from Alaska to Caribbean Islands. 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$649FlexibilityNo cancel feeOn-time75%
DeltaCheapest$500Average$1,106FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$587Average$1,021FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$732Average$992FlexibilityNo cancel feeOn-time69%

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