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$336+ Cheap flights from Anchorage (ANC) 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
Jan 25 — Feb 11
Sat 1/25
Sat 2/1
1 adult, Economy
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Cheap flight deals from Anchorage to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Anchorage (ANC) 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 January 20, 2025.

Round-trip from

$494
(Alaska Airlines)

One-way from

$336
(Sun Country Air)
From Anchorage to Caribbean
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One-way flight from Anchorage to Caribbean
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Find flight deals from Anchorage to Caribbean

Cheapest flights from Anchorage to Caribbean
Explore the most affordable flight options available from Anchorage to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 20, 2025.

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.
Fri 2/287:18 pmANC - NAS
1 stop20h 41mAlaska Airlines
Sat 3/88:00 amNAS - ANC
2 stops52h 19mAlaska Airlines
Deal found 1/20$494
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.
Wed 8/201:50 amANC - SJU
2 stops15h 55mAmerican Airlines
Thu 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.
Fri 2/219:35 pmANC - SJU
1 stop12h 25mDelta
Fri 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.
Fri 9/52:16 pmANC - SJU
2 stops17h 44mUnited Airlines
Fri 9/127:00 amSJU - ANC
1 stop15h 16mUnited Airlines
Deal found 1/20$854
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.
Sun 4/138:30 pmANC - STI
2 stops13h 59mAmerican Airlines
Tue 4/293:20 pmSTI - ANC
2 stops32h 00mAmerican Airlines
Deal found 1/20$868
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 3/208:30 pmANC - STT
2 stops16h 01mAmerican Airlines
Mon 4/75:50 pmSTT - ANC
2 stops29h 30mAmerican Airlines
Deal found 1/20$878
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.
Thu 4/2412:40 amANC - SDQ
2 stops19h 40mDelta
Fri 5/166:35 amSDQ - ANC
2 stops22h 33mDelta
Deal found 1/20$973
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.
Fri 9/511:30 amANC - SJU
3 stops22h 49mAlaska Airlines
Fri 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.
Sun 4/132:20 pmANC - STI
3 stops20h 09mMultiple Airlines
Tue 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.
Wed 4/28:30 pmANC - PUJ
2 stops15h 59mUnited Airlines
Sun 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.
Sat 4/121:05 amANC - STI
2 stops19h 57mDelta
Tue 4/296:50 amSTI - ANC
2 stops21h 09mDelta
Deal found 1/20$1,078
This United 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2111:50 pmANC - SJU
2 stops17h 32mMultiple Airlines
Thu 2/272:05 amSJU - ANC
2 stops27h 51mMultiple Airlines
Deal found 1/20$1,172

Find flights from Anchorage to Caribbean within your budget

Customize your flight search to find flights from Anchorage 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 January 20, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 2/28

7:18 pm-7:59 pm

1 stop20h 41m

Nassau Intl

Sat 3/8

8:00 am-8:19 am

2 stops52h 19m

$494

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 2/21

3:53 pm-12:45 pm

2 stops15h 52m

San Juan Luis Munoz Marin Intl

Fri 2/28

6:15 am-8:34 pm

2 stops19h 19m

$839

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sun 4/13

8:30 pm-2:29 pm

2 stops13h 59m

Santiago de los Caballeros

Tue 4/29

3:20 pm-7:20 pm

2 stops32h 00m

$868

AnchorageSaint Thomas Island

ANC - STT

ANCSTT

Anchorage

Thu 3/20

8:30 pm-4:31 pm

2 stops16h 01m

Saint Thomas Island Cyril E King

Mon 4/7

5:50 pm-7:20 pm

2 stops29h 30m

$878

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Thu 4/24

12:40 am-12:20 am

2 stops19h 40m

Santo Domingo Las Americas

Fri 5/16

6:35 am-1:08 am

2 stops22h 33m

$973

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sun 4/13

2:20 pm-2:29 pm

3 stops20h 09m

Santiago de los Caballeros

Tue 4/29

3:20 pm-7:20 pm

2 stops32h 00m

$1,033

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Wed 4/2

8:30 pm-4:29 pm

2 stops15h 59m

Punta Cana

Sun 4/6

4:35 pm-7:21 pm

2 stops30h 46m

$1,055

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sat 4/12

1:05 am-1:02 am

2 stops19h 57m

Santiago de los Caballeros

Tue 4/29

6:50 am-11:59 pm

2 stops21h 09m

$1,078

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 2/21

11:50 pm-10:22 pm

2 stops17h 32m

San Juan Luis Munoz Marin Intl

Thu 2/27

2:05 am-12:56 am

2 stops27h 51m

$1,172

AnchorageSaint Thomas Island

ANC - STT

ANCSTT

Anchorage

Thu 3/20

11:53 pm-12:11 pm

2 stops56h 18m

Saint Thomas Island Cyril E King

Mon 4/7

4:45 pm-10:37 pm

3 stops33h 52m

$1,398

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 19 results
1
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Best time to book a flight from Anchorage to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Anchorage 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 Anchorage to Caribbean

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

What is the cheapest month to book a flight from Anchorage to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Anchorage to Caribbean (average of $254). Flying from Anchorage 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 ANC to CB?

Find hourly flight availability from Anchorage 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 January 20, 2025.

When flying from Anchorage 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 January 20, 2025.
Alaska Airlines
8.0
Very good
9,696 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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
9,696 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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
9,696 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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
8,982 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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
9,696 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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
9,696 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

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 Anchorage to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Anchorage to Caribbean?

    Anchorage (ANC), located 4.4 mi from the city center, is the airport you fly out of when you book flights from Anchorage to Caribbean.

  • What are the cheapest airlines to fly from Anchorage 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.

  • What are the most popular routes from Anchorage to Caribbean?

    Most travelers choose Anchorage - San Juan Luis Munoz Marin Intl, Anchorage - Saint Thomas Island Cyril E King or Anchorage - Nassau Intl when deciding on the best route from Anchorage to Caribbean.

  • Can I find deals for flights from Anchorage to Caribbean that include hotel bookings?

    Yes. In addition to deals on Anchorage to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Anchorage to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Anchorage to Caribbean.

  • Can I find deals for business class flights from Anchorage to Caribbean?

    Yes. Cheapflights offers flight deals from Anchorage 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 Anchorage to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Anchorage to Caribbean (average of $254). Flying from Anchorage 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.

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Alternative routes for Anchorage 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 Anchorage to Caribbean

Discover the top 4 airlines that operate flights from Anchorage 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 January 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$620FlexibilityNo cancel feeOn-time75%
DeltaCheapest$714Average$1,037FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$732Average$1,000FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$767Average$1,145FlexibilityNo cancel feeOn-time71%
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