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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 6 — Apr 131
Sun 4/6
Sun 4/13
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 1, 2025.

Round-trip from

$638
(Delta)

One-way from

$237
(Delta)

Popular in

December

Cheapest in

October

Average price

$784
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 ($41 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 1, 2025.

This Delta deal was found by Cheapflights users on 3/31. 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 9/212:37 pmNAS - ANC
2 stops15h 08mDelta
Deal found 3/31$638
This Delta deal was found by Cheapflights users on 3/31. 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.
Thu 6/122:20 pmANC - SJU
2 stops19h 10mDelta
Sun 6/292:35 pmSJU - ANC
2 stops15h 05mDelta
Deal found 3/31$784
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/211:31 amANC - SJU
2 stops14h 57mAmerican Airlines
Tue 5/66:10 amSJU - ANC
2 stops18h 37mAmerican Airlines
Deal found 3/31$832
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Tue 4/228:30 pmANC - SJU
1 stop23h 24mUnited Airlines
Tue 5/67:45 amSJU - ANC
1 stop15h 55mUnited Airlines
Deal found 3/31$875
This Alaska Airlines deal was found by Cheapflights users on 3/31. 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 4/212:31 amANC - SJU
3 stops22h 29mAlaska Airlines
Tue 5/66:30 amSJU - ANC
2 stops24h 03mAlaska Airlines
Deal found 3/31$902
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Sat 4/128:30 pmANC - STI
2 stops13h 56mAmerican Airlines
Wed 5/73:50 pmSTI - ANC
2 stops32h 57mAmerican Airlines
Deal found 3/31$911
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/298:30 pmANC - SDQ
2 stops14h 42mAmerican Airlines
Thu 5/85:00 amSDQ - ANC
2 stops19h 47mAmerican Airlines
Deal found 3/31$913
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/2812:37 amANC - SDQ
2 stops15h 45mMultiple Airlines
Thu 5/86:24 amSDQ - ANC
2 stops18h 23mMultiple Airlines
Deal found 3/31$1,033
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Sat 4/128:30 pmANC - STI
2 stops13h 56mMultiple Airlines
Wed 5/73:50 pmSTI - ANC
3 stops25h 39mMultiple Airlines
Deal found 3/31$1,043
This United deal was found by Cheapflights users on 3/31. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/148:00 pmANC - NAS
1 stop13h 31mUnited Airlines
Sun 9/212:33 pmNAS - ANC
2 stops26h 26mUnited Airlines
Deal found 3/31$1,082
This Delta deal was found by Cheapflights users on 3/31. 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.
Thu 6/1212:55 amANC - STI
2 stops19h 47mDelta
Sun 6/296:03 amSTI - ANC
2 stops21h 17mDelta
Deal found 3/31$1,146
This United deal was found by Cheapflights users on 3/31. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/188:30 pmANC - PUJ
2 stops15h 59mUnited Airlines
Sat 4/261:50 pmPUJ - ANC
2 stops36h 47mUnited Airlines
Deal found 3/31$1,181

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 1, 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

2:37 pm-1:45 am

2 stops15h 08m

$638

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 6/12

2:20 pm-1:30 pm

2 stops19h 10m

San Juan Luis Munoz Marin Intl

Sun 6/29

2:35 pm-1:40 am

2 stops15h 05m

$784

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 4/21

1:31 am-8:28 pm

2 stops14h 57m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:10 am-8:47 pm

2 stops18h 37m

$832

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 4/22

8:30 pm-11:54 pm

1 stop23h 24m

San Juan Luis Munoz Marin Intl

Tue 5/6

7:45 am-7:40 pm

1 stop15h 55m

$875

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 4/21

2:31 am-5:00 am

3 stops22h 29m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:30 am-2:33 am

2 stops24h 03m

$902

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sat 4/12

8:30 pm-2:26 pm

2 stops13h 56m

Santiago de los Caballeros

Wed 5/7

3:50 pm-8:47 pm

2 stops32h 57m

$911

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Tue 4/29

8:30 pm-3:12 pm

2 stops14h 42m

Santo Domingo Las Americas

Thu 5/8

5:00 am-8:47 pm

2 stops19h 47m

$913

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Mon 4/28

12:37 am-8:22 pm

2 stops15h 45m

Santo Domingo Las Americas

Thu 5/8

6:24 am-8:47 pm

2 stops18h 23m

$1,033

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sat 4/12

8:30 pm-2:26 pm

2 stops13h 56m

Santiago de los Caballeros

Wed 5/7

3:50 pm-1:29 pm

3 stops25h 39m

$1,043

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

8:00 pm-1:31 pm

1 stop13h 31m

Nassau Intl

Sun 9/21

2:33 pm-12:59 pm

2 stops26h 26m

$1,082

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 31 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 1, 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 1, 2025.
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,615 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Sun Country Air
6.9
Okay
349 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$649FlexibilityNo cancel feeOn-time75%
DeltaCheapest$500Average$1,105FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$587Average$989FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$732Average$998FlexibilityNo cancel feeOn-time69%
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