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Caribbean

$365+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Round-trip from

$744
(Delta)

One-way from

$365
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$833
From Alaska to Caribbean
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One-way flight from Alaska to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Delta deal was found by Cheapflights users on 2/20. 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 4/63:50 pmANC - SJU
2 stops20h 13mDelta
Wed 4/236:35 amSJU - ANC
2 stops16h 31mDelta
Deal found 2/20$744
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Sun 4/68:30 pmANC - NAS
1 stop14h 29mUnited Airlines
Sun 4/134:01 pmNAS - ANC
1 stop31h 20mUnited Airlines
Deal found 2/20$747
This Delta deal was found by Cheapflights users on 2/20. 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 8/298:25 pmANC - NAS
1 stop13h 16mDelta
Mon 9/11:20 pmNAS - ANC
2 stops13h 44mDelta
Deal found 2/20$754
This United deal was found by Cheapflights users on 2/20. 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 4/68:30 pmANC - SJU
3 stops41h 00mUnited Airlines
Wed 4/237:25 amSJU - ANC
2 stops15h 56mUnited Airlines
Deal found 2/20$811
This American Airlines deal was found by Cheapflights users on 2/20. 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 - SDQ
2 stops19h 52mAmerican Airlines
Wed 5/76:24 amSDQ - ANC
2 stops16h 46mAmerican Airlines
Deal found 2/20$868
This Delta deal was found by Cheapflights users on 2/19. 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 3/203:50 pmANC - SDQ
2 stops17h 21mDelta
Thu 3/277:16 amSDQ - ANC
2 stops20h 43mDelta
Deal found 2/19$878
This American Airlines deal was found by Cheapflights users on 2/19. 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 stops31h 20mAmerican Airlines
Deal found 2/19$978
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Mon 3/2411:53 pmANC - PUJ
2 stops32h 48mUnited Airlines
Fri 4/44:35 pmPUJ - ANC
2 stops30h 46mUnited Airlines
Deal found 2/19$982
This Expedia deal was found by Cheapflights users on 2/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2611:59 pmANC - PUJ
2 stops32h 36mAir Canada
Tue 8/52:25 pmPUJ - ANC
2 stops53h 12mAir Canada
Deal found 2/19$996
This American Airlines deal was found by Cheapflights users on 2/20. 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 8/119:50 pmANC - SJU
2 stops14h 35mAmerican Airlines
Mon 8/186:35 amSJU - ANC
2 stops18h 06mAmerican Airlines
Deal found 2/20$1,009
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 8/299:50 pmANC - NAS
2 stops16h 50mAmerican Airlines
Mon 9/19:48 amNAS - ANC
2 stops14h 53mAmerican Airlines
Deal found 2/20$1,014
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/208:30 pmANC - PUJ
1 stop14h 54mAmerican Airlines
Thu 4/1012:18 pmPUJ - ANC
1 stop35h 02mAmerican Airlines
Deal found 2/19$1,053

Find flights from Alaska to Caribbean within your budget

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 February 20, 2025.

Fly from

Alaska

Fly to

Caribbean

Route

Depart

Return

Price

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 4/6

3:50 pm-4:03 pm

2 stops20h 13m

San Juan Luis Munoz Marin Intl

Wed 4/23

6:35 am-7:06 pm

2 stops16h 31m

$744

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 4/6

8:30 pm-2:59 pm

1 stop14h 29m

Nassau Intl

Sun 4/13

4:01 pm-7:21 pm

1 stop31h 20m

$747

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 4/6

8:30 pm-5:30 pm

3 stops41h 00m

San Juan Luis Munoz Marin Intl

Wed 4/23

7:25 am-7:21 pm

2 stops15h 56m

$811

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Sat 4/12

8:30 pm-8:22 pm

2 stops19h 52m

Santo Domingo Las Americas

Wed 5/7

6:24 am-7:10 pm

2 stops16h 46m

$868

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Thu 3/20

3:50 pm-1:11 pm

2 stops17h 21m

Santo Domingo Las Americas

Thu 3/27

7:16 am-11:59 pm

2 stops20h 43m

$878

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-7:10 pm

2 stops31h 20m

$978

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Mon 3/24

11:53 pm-12:41 pm

2 stops32h 48m

Punta Cana

Fri 4/4

4:35 pm-7:21 pm

2 stops30h 46m

$982

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Thu 3/20

8:30 pm-3:24 pm

1 stop14h 54m

Punta Cana

Thu 4/10

12:18 pm-7:20 pm

1 stop35h 02m

$1,053

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Mon 2/24

11:50 pm-2:44 am

2 stops21h 54m

Santiago de los Caballeros

Tue 3/4

12:49 pm-10:48 pm

2 stops38h 59m

$1,142

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Sat 4/12

1:31 am-1:20 pm

2 stops31h 49m

Santo Domingo Las Americas

Wed 5/7

6:24 am-12:23 am

2 stops21h 59m

$1,145

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 30 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.

Travel insights for flights from Alaska to Caribbean

Get recent, data-driven insights about flights from Alaska to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 2025.
Alaska Airlines
8.0
Very good
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

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
9,692 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

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
8,220 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

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
8,766 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

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
9,692 reviews

Food

7.1

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

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 American Airlines. According to our data, you can fly for as low as $365. Users have also found prices from $418 and $426 on United 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 March is currently the most expensive (average of $363). 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$620FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$587Average$1,079FlexibilityNo cancel feeOn-time71%
DeltaCheapest$722Average$1,037FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$737Average$1,002FlexibilityNo cancel feeOn-time69%
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