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$235+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap flight deals from Anchorage to Caribbean

Keep the following information in mind while searching for Anchorage to Caribbean flight deals. Data was last updated July 30, 2025.

Round-trip from

$588
(Delta)

One-way from

$235
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$954
From Anchorage to Caribbean
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One-way flight from Anchorage to Caribbean
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Highest demand for flights based on searches. 3% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 30, 2025.

This Delta deal was found by Cheapflights users on 7/29. 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 9/122:15 pmANC - NAS
2 stops19h 34mDelta
Fri 9/191:15 pmNAS - ANC
2 stops16h 21mDelta
Deal found 7/29$588
This United Airlines deal was found by Cheapflights users on 7/28. 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 10/299:07 pmANC - SJU
1 stop18h 53mUnited Airlines
Wed 11/122:25 pmSJU - ANC
3 stops34h 34mUnited Airlines
Deal found 7/28$739
This Delta deal was found by Cheapflights users on 7/28. 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 10/2112:30 amANC - SJU
2 stops17h 29mDelta
Thu 10/3012:51 pmSJU - ANC
2 stops17h 08mDelta
Deal found 7/28$744
This American Airlines deal was found by Cheapflights users on 7/29. 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 10/237:52 pmANC - SJU
1 stop14h 33mAmerican Airlines
Mon 10/277:05 amSJU - ANC
2 stops15h 39mAmerican Airlines
Deal found 7/29$824
This Delta deal was found by Cheapflights users on 7/28. 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 10/2712:30 amANC - SDQ
2 stops33h 11mDelta
Fri 10/317:00 amSDQ - ANC
2 stops31h 19mDelta
Deal found 7/28$908
This Delta deal was found by Cheapflights users on 7/29. 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.
Wed 12/103:50 pmANC - PUJ
2 stops15h 48mDelta
Thu 1/83:55 pmPUJ - ANC
1 stop14h 04mDelta
Deal found 7/29$928
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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.
Thu 11/61:04 amANC - SJU
2 stops15h 31mAlaska Airlines
Fri 11/146:44 amSJU - ANC
3 stops20h 04mAlaska Airlines
Deal found 7/28$939
This American Airlines deal was found by Cheapflights users on 7/30. 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 10/187:52 pmANC - STT
2 stops16h 13mAmerican Airlines
Sat 10/255:20 pmSTT - ANC
2 stops29h 24mAmerican Airlines
Deal found 7/30$988
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/11:20 pmANC - SJU
3 stops44h 48mMultiple Airlines
Fri 8/811:59 pmSJU - ANC
3 stops40h 17mMultiple Airlines
Deal found 7/30$1,021
This United Airlines deal was found by Cheapflights users on 7/29. 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 12/1011:59 pmANC - PUJ
1 stop13h 19mUnited Airlines
Thu 1/82:05 pmPUJ - ANC
1 stop13h 29mUnited Airlines
Deal found 7/29$1,033
This American Airlines deal was found by Cheapflights users on 7/28. 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 10/307:52 pmANC - KIN
2 stops20h 53mAmerican Airlines
Thu 11/67:30 amKIN - ANC
2 stops15h 46mAmerican Airlines
Deal found 7/28$1,039
This Delta deal was found by Cheapflights users on 7/28. 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.
Wed 10/2912:30 amANC - KIN
2 stops16h 30mDelta
Thu 11/610:00 amKIN - ANC
2 stops18h 51mDelta
Deal found 7/28$1,054

Cheapflights Fare Finder

 
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 July 30, 2025.
Use the filters below to find and compare flights from Anchorage to Caribbean that are best for you.

Fly from

Anchorage

Fly to

Caribbean

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 9/12

2:15 pm-1:49 pm

2 stops19h 34m

Nassau Intl

Fri 9/19

1:15 pm-1:36 am

2 stops16h 21m

$588

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 10/21

12:30 am-11:56 pm

2 stops19h 26m

San Juan Luis Munoz Marin Intl

Fri 10/31

7:15 am-10:43 pm

2 stops19h 28m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 10/22

9:04 pm-11:57 pm

2 stops22h 53m

San Juan Luis Munoz Marin Intl

Sat 11/1

1:25 pm-8:59 pm

3 stops35h 34m

$799

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 10/23

7:52 pm-2:25 pm

1 stop14h 33m

San Juan Luis Munoz Marin Intl

Mon 10/27

7:05 am-6:44 pm

2 stops15h 39m

$824

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Mon 10/27

12:30 am-1:41 pm

2 stops33h 11m

Santo Domingo Las Americas

Fri 10/31

7:00 am-10:19 am

2 stops31h 19m

$908

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Wed 12/10

3:50 pm-12:38 pm

2 stops15h 48m

Punta Cana

Thu 1/8

3:55 pm-12:59 am

1 stop14h 04m

$928

AnchorageSaint Thomas Island

ANC - STT

ANCSTT

Anchorage

Sat 10/18

7:52 pm-4:05 pm

2 stops16h 13m

Saint Thomas Island Cyril E King

Sat 10/25

5:20 pm-6:44 pm

2 stops29h 24m

$988

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Wed 12/10

11:59 pm-6:18 pm

1 stop13h 19m

Punta Cana

Thu 1/8

2:05 pm-10:34 pm

1 stop13h 29m

$1,033

AnchorageKingston

ANC - KIN

ANCKIN

Anchorage

Thu 10/30

7:52 pm-7:45 pm

2 stops20h 53m

Kingston Norman Manley

Thu 11/6

7:30 am-7:16 pm

2 stops15h 46m

$1,039

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 10/22

5:47 pm-2:20 pm

2 stops16h 33m

San Juan Luis Munoz Marin Intl

Sun 11/2

5:44 am-9:48 pm

2 stops20h 04m

$1,052

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 37 results
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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.

Cheapflights Insights

Everything you need to know about your flight from Anchorage to Caribbean

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 June is currently the most expensive (average of $339). 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 July 30, 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.

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 July 30, 2025.
See what other customers who have flown with Alaska Airlines, Delta, and United Airlines from Anchorage to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Air Canada
7.1
Good
9,837 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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 American Airlines. According to our data, you can fly for as low as $235. Users have also found prices from $237 and $461 on Delta and United Airlines, respectively.

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

    Most travelers choose Anchorage - San Juan Luis Munoz Marin Intl, Anchorage - Punta Cana or Anchorage - Kingston Norman Manley 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 June is currently the most expensive (average of $339). 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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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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$500Average$1,051FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$559Average$649FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$732Average$994FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$782Average$1,320FlexibilityNo cancel feeOn-time71%

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