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$335+ 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
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
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 December 18, 2024.

Round-trip from

$779
(United Airlines)

One-way from

$335
(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 December 18, 2024.

This American Airlines deal was found by Cheapflights users on 12/16. 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 12/318:20 pmANC - SDQ
2 stops14h 50mMultiple Airlines
Sat 1/256:00 amSDQ - ANC
3 stops17h 48mMultiple Airlines
Deal found 12/16$1,587
This Delta deal was found by Cheapflights users on 12/16. 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.
Tue 12/311:30 amFAI - SJU
2 stops19h 48mDelta
Sun 1/127:30 amSJU - FAI
2 stops22h 01mDelta
Deal found 12/16$1,766
This United deal was found by Cheapflights users on 12/18. 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 12/278:53 pmANC - SJU
2 stops44h 29mMultiple Airlines
Wed 1/87:35 pmSJU - ANC
2 stops26h 52mMultiple Airlines
Deal found 12/18$1,877
This Alaska Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/183:40 pmANC - SJU
2 stops32h 37mAlaska Airlines
Mon 12/234:10 pmSJU - ANC
2 stops35h 35mAlaska Airlines
Deal found 12/16$2,312
This United Airlines deal was found by Cheapflights users on 12/18. 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 12/278:53 pmANC - SJU
1 stop13h 45mUnited Airlines
Wed 1/82:25 pmSJU - ANC
1 stop13h 32mUnited Airlines
Deal found 12/18$2,649
This American Airlines deal was found by Cheapflights users on 12/18. 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 12/278:20 pmANC - SJU
2 stops14h 55mAmerican Airlines
Wed 1/86:15 amSJU - ANC
3 stops17h 25mAmerican Airlines
Deal found 12/18$3,143
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Sun 12/227:00 amFAI - SJU
2 stops17h 10mAmerican Airlines
Fri 1/108:05 amSJU - FAI
2 stops23h 11mAmerican Airlines
Deal found 12/17$3,261
This Delta deal was found by Cheapflights users on 12/18. 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 12/278:45 pmANC - SJU
1 stop13h 52mDelta
Wed 1/87:30 amSJU - ANC
2 stops18h 04mDelta
Deal found 12/18$4,441
This Alaska Airlines deal was found by Cheapflights users on 12/17. 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.
Sun 12/229:01 amFAI - SJU
3 stops24h 57mAlaska Airlines
Fri 1/104:08 pmSJU - FAI
3 stops27h 52mAlaska Airlines
Deal found 12/17$4,765

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Thu 1/16

11:59 pm-1:33 pm

2 stops33h 34m

Nassau Intl

Wed 1/22

3:57 pm-10:57 pm

2 stops35h 00m

$779

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 1/23

1:59 am-9:38 pm

2 stops14h 39m

San Juan Luis Munoz Marin Intl

Sun 2/2

8:05 am-11:44 pm

2 stops20h 39m

$793

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 1/29

1:10 pm-2:36 pm

2 stops20h 26m

San Juan Luis Munoz Marin Intl

Mon 2/3

7:00 am-7:35 pm

2 stops17h 35m

$803

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 1/29

11:59 pm-6:25 pm

1 stop13h 26m

San Juan Luis Munoz Marin Intl

Sun 2/2

2:05 am-10:57 pm

3 stops25h 52m

$824

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Mon 2/17

11:50 pm-11:43 am

2 stops30h 53m

Santiago de los Caballeros

Tue 3/4

12:49 pm-10:48 pm

2 stops38h 59m

$1,040

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sun 2/16

1:10 pm-1:05 pm

2 stops18h 55m

Santiago de los Caballeros

Fri 2/28

6:35 am-7:35 pm

2 stops18h 00m

$1,056

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Tue 2/18

9:55 am-1:58 pm

2 stops23h 03m

Santiago de los Caballeros

Sat 3/1

2:53 pm-11:31 am

2 stops25h 38m

$1,136

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Mon 2/10

11:59 pm-5:58 pm

2 stops36h 59m

Punta Cana

Mon 2/17

5:25 pm-10:48 pm

2 stops34h 23m

$1,157

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Sat 1/4

1:30 am-2:18 am

2 stops19h 48m

San Juan Luis Munoz Marin Intl

Sun 1/12

7:30 am-12:31 am

2 stops22h 01m

$1,311

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Wed 1/15

12:50 am-7:15 pm

2 stops14h 25m

Nassau Intl

Wed 1/22

12:32 pm-1:38 am

2 stops17h 06m

$1,349

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 28 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 $334). 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 December 18, 2024.

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 December 18, 2024.
Alaska Airlines
8.0
Very good
9,554 reviews

Boarding

8.2

Overall

8.0

Food

7.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Alaska Airlines
8.0
Very good
9,554 reviews
Alaska Airlines
8.0
Very good
9,554 reviews

Boarding

8.2

Overall

8.0

Food

7.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Delta
8.0
Very good
8,604 reviews
Alaska Airlines
8.0
Very good
9,554 reviews

Boarding

8.2

Overall

8.0

Food

7.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Aeromexico
7.5
Good
1,930 reviews
Alaska Airlines
8.0
Very good
9,554 reviews

Boarding

8.2

Overall

8.0

Food

7.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

United Airlines
7.4
Good
9,055 reviews
Alaska Airlines
8.0
Very good
9,554 reviews

Boarding

8.2

Overall

8.0

Food

7.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,554 reviews

Boarding

8.2

Overall

8.0

Food

7.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

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 $335. Users have also found prices from $416 and $426 on United Airlines 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 $334). 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$560FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$614Average$1,182FlexibilityNo cancel feeOn-time71%
DeltaCheapest$714Average$1,044FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$737Average$1,046FlexibilityNo cancel feeOn-time69%
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