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$399+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
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 November 20, 2024.

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 November 20, 2024.

This Delta deal was found by Cheapflights users on 11/18. 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.
Tue 12/241:44 pmANC - SJU
2 stops21h 42mDelta
Fri 1/106:15 amSJU - ANC
2 stops18h 20mDelta
Deal found 11/18$1,036
This United Airlines deal was found by Cheapflights users on 11/18. 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.
Tue 12/2411:59 pmANC - SJU
1 stop13h 26mUnited Airlines
Fri 1/107:45 amSJU - ANC
2 stops20h 12mUnited Airlines
Deal found 11/18$1,052
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Wed 12/48:25 pmANC - POP
2 stops38h 10mAmerican Airlines
Thu 4/245:10 pmPOP - ANC
2 stops29h 19mAmerican Airlines
Deal found 11/19$1,124
This Delta deal was found by Cheapflights users on 11/19. 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.
Sun 11/2412:50 amANC - STI
2 stops19h 39mDelta
Tue 4/86:00 amSTI - ANC
2 stops22h 25mDelta
Deal found 11/19$1,126
This United deal was found by Cheapflights users on 11/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/911:55 pmANC - PUJ
2 stops32h 46mUnited Airlines
Thu 1/92:50 pmPUJ - ANC
2 stops37h 07mUnited Airlines
Deal found 11/19$1,134
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Mon 11/258:25 pmANC - POP
2 stops14h 10mMultiple Airlines
Tue 4/85:10 pmPOP - ANC
3 stops25h 12mMultiple Airlines
Deal found 11/19$1,211
This Delta deal was found by Cheapflights users on 11/19. 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 12/125:15 pmANC - PUJ
2 stops16h 11mDelta
Thu 1/93:30 pmPUJ - ANC
1 stop33h 05mDelta
Deal found 11/19$1,357
This American Airlines deal was found by Cheapflights users on 11/20. 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 11/298:25 pmANC - SJU
1 stop13h 44mAmerican Airlines
Wed 12/47:12 amSJU - ANC
2 stops16h 59mAmerican Airlines
Deal found 11/20$1,468
This Travelocity deal was found by Cheapflights users on 11/19. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2512:33 amANC - PUJ
2 stops31h 12mMultiple Airlines
Wed 12/254:50 pmPUJ - ANC
2 stops37h 56mMultiple Airlines
Deal found 11/19$1,572
This Delta deal was found by Cheapflights users on 11/19. 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.
Mon 12/231:30 amFAI - SJU
2 stops19h 48mDelta
Mon 12/302:10 pmSJU - FAI
2 stops15h 10mDelta
Deal found 11/19$1,664
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Wed 12/1812:44 amANC - NAS
2 stops15h 19mMultiple Airlines
Wed 12/253:05 pmNAS - ANC
2 stops21h 27mMultiple Airlines
Deal found 11/19$1,758
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Mon 12/162:36 pmANC - STI
3 stops18h 33mMultiple Airlines
Mon 12/2311:05 amSTI - ANC
2 stops26h 27mMultiple Airlines
Deal found 11/19$1,865

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 2,629,791 searches. Data last updated November 20, 2024.

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AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 1/24

11:59 pm-3:38 pm

2 stops34h 39m

San Juan Luis Munoz Marin Intl

Fri 1/31

4:52 pm-10:57 pm

2 stops35h 05m

$670

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 1/22

1:15 am-11:45 pm

2 stops17h 30m

San Juan Luis Munoz Marin Intl

Tue 2/4

7:30 am-8:34 pm

2 stops18h 04m

$773

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 3/28

11:53 pm-4:28 pm

1 stop12h 35m

Nassau Intl

Tue 4/1

4:05 pm-10:34 pm

2 stops34h 29m

$773

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 5/4

8:43 pm-2:08 pm

1 stop13h 25m

San Juan Luis Munoz Marin Intl

Thu 5/8

8:40 am-10:27 pm

2 stops17h 47m

$793

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Sun 4/27

10:05 am-11:00 am

2 stops20h 55m

San Juan Luis Munoz Marin Intl

Sat 5/3

8:35 am-1:50 am

2 stops21h 15m

$899

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Sat 4/26

1:30 am-11:03 pm

2 stops17h 33m

San Juan Luis Munoz Marin Intl

Sat 5/3

7:00 am-12:05 am

2 stops21h 05m

$905

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Thu 1/2

8:53 pm-5:58 pm

2 stops16h 05m

Punta Cana

Thu 1/9

2:50 pm-10:57 pm

2 stops37h 07m

$1,044

AnchoragePuerto Plata

ANC - POP

ANCPOP

Anchorage

Wed 2/19

11:50 pm-1:08 pm

2 stops32h 18m

Puerto Plata La Union

Sat 3/1

2:15 pm-10:48 pm

2 stops37h 33m

$1,095

AnchoragePuerto Plata

ANC - POP

ANCPOP

Anchorage

Wed 12/4

8:25 pm-3:35 pm

2 stops38h 10m

Puerto Plata La Union

Wed 4/23

5:10 pm-6:29 pm

2 stops29h 19m

$1,124

AnchoragePuerto Plata

ANC - POP

ANCPOP

Anchorage

Sat 12/7

5:25 pm-3:35 pm

3 stops17h 10m

Puerto Plata La Union

Sat 4/26

3:30 pm-6:29 pm

2 stops30h 59m

$1,252

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 34 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 $335). 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 November 20, 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 November 20, 2024.
Alaska Airlines
8.0
Very good
9,461 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.2

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Alaska Airlines
8.0
Very good
9,461 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.2

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Delta
8.0
Very good
8,756 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.2

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

United Airlines
7.4
Good
9,171 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.2

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.2

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

Condor
6.3
Okay
331 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Boarding

8.2

Food

7.2

Overall

8.0

Reviews

1 / 10

Service was good. We pre-ordered a snack but never made it to us.

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 United Airlines. According to our data, you can fly for as low as $399. Users have also found prices from $426 and $476 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 $335). 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.

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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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$721FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$720Average$1,077FlexibilityNo cancel feeOn-time71%
DeltaCheapest$722Average$1,029FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$732Average$1,048FlexibilityNo cancel feeOn-time69%
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