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$336+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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Cheap flight deals from Alaska to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Alaska (USAK) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.

Round-trip from

$839
(Delta)

One-way from

$336
(Sun Country Air)
From Alaska to Caribbean
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One-way flight from Alaska to Caribbean
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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 enero 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/20. 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.
mié. 8/201:50 amANC - SJU
2 stops15h 55mAmerican Airlines
jue. 8/288:40 amSJU - ANC
2 stops17h 47mAmerican Airlines
Deal found 1/20$794
This Delta deal was found by Cheapflights users on 1/20. 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.
vie. 2/213:53 pmANC - SJU
2 stops15h 52mDelta
vie. 2/286:15 amSJU - ANC
2 stops19h 19mDelta
Deal found 1/20$839
This United Airlines deal was found by Cheapflights users on 1/20. 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.
vie. 9/52:16 pmANC - SJU
2 stops17h 44mUnited Airlines
vie. 9/127:00 amSJU - ANC
1 stop15h 16mUnited Airlines
Deal found 1/20$854
This United Airlines deal was found by Cheapflights users on 1/21. 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. 4/98:30 pmANC - NAS
1 stop14h 29mUnited Airlines
sáb. 4/122:53 pmNAS - ANC
2 stops32h 28mUnited Airlines
Deal found 1/21$863
This American Airlines deal was found by Cheapflights users on 1/20. 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.
dom. 4/138:30 pmANC - STI
2 stops13h 59mAmerican Airlines
mar. 4/293:20 pmSTI - ANC
2 stops32h 00mAmerican Airlines
Deal found 1/20$868
This American Airlines deal was found by Cheapflights users on 1/21. 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. 3/208:30 pmANC - STT
2 stops16h 01mAmerican Airlines
lun. 4/75:50 pmSTT - ANC
2 stops29h 30mAmerican Airlines
Deal found 1/21$878
This Delta deal was found by Cheapflights users on 1/21. 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.
sáb. 2/81:20 amANC - SDQ
2 stops18h 36mDelta
jue. 3/137:16 amSDQ - ANC
2 stops20h 43mDelta
Deal found 1/21$958
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/511:30 amANC - SJU
3 stops22h 49mAlaska Airlines
vie. 9/123:42 pmSJU - ANC
3 stops27h 35mAlaska Airlines
Deal found 1/20$1,004
This American Airlines deal was found by Cheapflights users on 1/20. 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.
dom. 4/132:20 pmANC - STI
3 stops20h 09mMultiple Airlines
mar. 4/293:20 pmSTI - ANC
2 stops32h 00mMultiple Airlines
Deal found 1/20$1,033
This United Airlines deal was found by Cheapflights users on 1/19. 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.
mié. 4/28:30 pmANC - PUJ
2 stops15h 59mUnited Airlines
dom. 4/64:35 pmPUJ - ANC
2 stops30h 46mUnited Airlines
Deal found 1/19$1,055
This Delta deal was found by Cheapflights users on 1/20. 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.
sáb. 4/121:05 amANC - STI
2 stops19h 57mDelta
mar. 4/296:50 amSTI - ANC
2 stops21h 09mDelta
Deal found 1/20$1,078
This American Airlines deal was found by Cheapflights users on 1/21. 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.
dom. 2/212:20 pmANC - SDQ
2 stops18h 39mMultiple Airlines
vie. 3/76:00 amSDQ - ANC
2 stops18h 22mMultiple Airlines
Deal found 1/21$1,083

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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

vie. 2/21

3:53 pm-12:45 pm

2 stops15h 52m

San Juan Luis Munoz Marin Intl

vie. 2/28

6:15 am-8:34 pm

2 stops19h 19m

$839

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

mié. 4/9

8:30 pm-2:59 pm

1 stop14h 29m

Nassau Intl

sáb. 4/12

2:53 pm-7:21 pm

2 stops32h 28m

$863

AnchorageSaint Thomas Island

ANC - STT

ANCSTT

Anchorage

jue. 3/20

8:30 pm-4:31 pm

2 stops16h 01m

Saint Thomas Island Cyril E King

lun. 4/7

5:50 pm-7:20 pm

2 stops29h 30m

$878

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

sáb. 2/8

1:20 am-12:56 am

2 stops18h 36m

Santo Domingo Las Americas

jue. 3/13

7:16 am-11:59 pm

2 stops20h 43m

$958

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

mié. 4/2

8:30 pm-4:29 pm

2 stops15h 59m

Punta Cana

dom. 4/6

4:35 pm-7:21 pm

2 stops30h 46m

$1,055

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

dom. 2/2

12:20 pm-11:59 am

2 stops18h 39m

Santo Domingo Las Americas

vie. 3/7

6:00 am-7:22 pm

2 stops18h 22m

$1,083

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

mar. 4/8

1:05 am-1:12 am

2 stops20h 07m

Santiago de los Caballeros

lun. 4/21

6:50 am-12:18 am

2 stops21h 28m

$1,084

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

vie. 2/21

11:50 pm-10:22 pm

2 stops17h 32m

San Juan Luis Munoz Marin Intl

jue. 2/27

2:05 am-12:56 am

2 stops27h 51m

$1,172

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

mar. 4/8

12:39 am-7:47 pm

2 stops15h 08m

Nassau Intl

sáb. 4/12

7:45 am-7:20 pm

2 stops15h 35m

$1,309

AnchorageSaint Thomas Island

ANC - STT

ANCSTT

Anchorage

jue. 3/20

11:53 pm-3:33 pm

2 stops35h 40m

Saint Thomas Island Cyril E King

lun. 4/7

4:45 pm-10:37 pm

3 stops33h 52m

$1,403

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 19 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 $378). 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 enero 21, 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 enero 21, 2025.
Alaska Airlines
8.0
Very good
9,706 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 10

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
9,706 reviews
Alaska Airlines
8.0
Very good
9,706 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 10

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
8,521 reviews
Alaska Airlines
8.0
Very good
9,706 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 10

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
8,984 reviews
Alaska Airlines
8.0
Very good
9,706 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 10

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
9,706 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 10

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
7.0
Good
386 reviews
Alaska Airlines
8.0
Very good
9,706 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 10

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 Sun Country Air. According to our data, you can fly for as low as $336. Users have also found prices from $426 and $435 on Delta and American 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 March is currently the most expensive (average of $378). 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$620FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$614Average$1,181FlexibilityNo cancel feeOn-time71%
DeltaCheapest$714Average$1,106FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$737Average$1,008FlexibilityNo cancel feeOn-time69%
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