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$379+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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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 October 29, 2025.

This United Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 12/1111:59 pmANC - NAS
2 stops31h 51mUnited Airlines
Thu 12/182:35 pmNAS - ANC
2 stops13h 50mUnited Airlines
Deal found 10/27$593
This Delta deal was found by Cheapflights users on 10/28. 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.
Thu 12/255:45 amANC - SJU
2 stops15h 42mDelta
Sat 1/176:15 amSJU - ANC
2 stops19h 29mDelta
Deal found 10/28$844
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 12/1111:59 pmANC - PUJ
2 stops33h 23mUnited Airlines
Thu 12/182:05 pmPUJ - ANC
1 stop13h 51mUnited Airlines
Deal found 10/27$926
This Delta deal was found by Cheapflights users on 10/27. 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 12/105:37 pmANC - PUJ
2 stops18h 09mDelta
Thu 1/84:20 pmPUJ - ANC
1 stop13h 30mDelta
Deal found 10/27$931
This Delta deal was found by Cheapflights users on 10/28. 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 12/311:15 amANC - SDQ
2 stops18h 10mDelta
Fri 1/238:45 pmSDQ - ANC
2 stops27h 13mDelta
Deal found 10/28$936
This Delta deal was found by Cheapflights users on 10/28. 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 12/812:30 amANC - STI
2 stops19h 38mDelta
Fri 1/306:39 amSTI - ANC
2 stops23h 11mDelta
Deal found 10/28$951
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/311:59 pmANC - PUJ
2 stops32h 00mUnited Airlines
Sun 12/72:05 pmPUJ - ANC
1 stop13h 51mUnited Airlines
Deal found 10/28$956
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 12/75:24 pmANC - SJU
2 stops16h 20mAmerican Airlines
Sat 12/276:44 amSJU - ANC
1 stop17h 14mAmerican Airlines
Deal found 10/28$969
This Delta deal was found by Cheapflights users on 10/29. 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.
Mon 12/812:30 amANC - STI
2 stops19h 38mDelta
Mon 2/26:39 amSTI - ANC
2 stops22h 30mDelta
Deal found 10/29$971
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Sat 11/2911:59 pmANC - PUJ
1 stop13h 19mUnited Airlines
Sun 12/72:05 pmPUJ - ANC
1 stop13h 51mUnited Airlines
Deal found 10/27$976
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/512:38 amANC - SJU
2 stops16h 27mAmerican Airlines
Fri 12/261:30 amSJU - ANC
1 stop22h 28mAmerican Airlines
Deal found 10/26$994
This Delta deal was found by Cheapflights users on 10/28. 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 12/81:10 pmANC - PUJ
2 stops20h 15mDelta
Thu 12/112:38 pmPUJ - ANC
2 stops15h 19mDelta
Deal found 10/28$1,011

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 October 29, 2025.

Round-trip from

$588
(Delta)

One-way from

$379
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$821
From Anchorage to Caribbean
Search Deals
One-way flight from Anchorage to Caribbean
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 October 29, 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

Sun 2/1

3:00 pm-12:26 pm

2 stops17h 26m

Nassau Intl

Fri 2/6

1:20 pm-12:50 am

2 stops15h 30m

$588

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 4/20

3:50 pm-1:46 pm

2 stops17h 56m

Nassau Intl

Thu 4/23

5:08 pm-12:13 pm

2 stops23h 05m

$588

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Thu 12/11

11:59 pm-11:50 am

2 stops31h 51m

Nassau Intl

Thu 12/18

2:35 pm-12:25 am

2 stops13h 50m

$593

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sat 2/28

9:00 am-11:53 am

2 stops22h 53m

Nassau Intl

Sat 3/7

4:05 pm-6:45 pm

1 stop30h 40m

$659

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 4/20

8:50 pm-2:29 pm

1 stop13h 39m

Nassau Intl

Thu 4/23

6:50 pm-6:35 pm

2 stops27h 45m

$698

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 4/20

8:55 pm-2:57 pm

1 stop14h 02m

Nassau Intl

Thu 4/23

3:59 pm-7:45 pm

1 stop31h 46m

$714

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 1/16

9:00 am-6:11 am

2 stops16h 11m

San Juan Luis Munoz Marin Intl

Sun 1/25

8:35 am-11:15 pm

2 stops19h 40m

$809

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Thu 1/8

1:20 am-12:32 am

2 stops18h 12m

Santo Domingo Las Americas

Fri 1/30

8:45 pm-6:58 pm

2 stops27h 13m

$881

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Sun 4/5

3:50 pm-11:42 pm

2 stops27h 52m

Santo Domingo Las Americas

Wed 4/8

7:05 am-12:17 pm

2 stops33h 12m

$911

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Thu 12/11

11:59 pm-6:18 pm

1 stop13h 19m

Punta Cana

Thu 12/18

2:05 pm-12:25 am

1 stop15h 20m

$926

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 47 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, August is the cheapest month in which you can book a flight from Anchorage to Caribbean (average of $441). Flying from Anchorage to Caribbean in June is currently the most expensive (average of $811). 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 October 29, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 7% on flights from Anchorage to Caribbean by exploring options for tickets in the afternoon.

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 October 29, 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
11,206 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,206 reviews
Alaska Airlines
8.0
Very good
11,206 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,994 reviews
Alaska Airlines
8.0
Very good
11,206 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
9,001 reviews
Alaska Airlines
8.0
Very good
11,206 reviews

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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.

  • How long is the flight from Anchorage to Caribbean?

    There are many flights that can get you from Anchorage to Caribbean in 16h 11m. Fly via Delta, United Airlines, or American Airlines to get the fastest option. The distance from Anchorage to Caribbean is about 4905 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Most travelers choose Anchorage - San Juan Luis Munoz Marin Intl, Anchorage - Santo Domingo Las Americas or Anchorage - Punta Cana 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, August is the cheapest month in which you can book a flight from Anchorage to Caribbean (average of $441). Flying from Anchorage to Caribbean in June is currently the most expensive (average of $811). 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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Top 3 airlines flying from Anchorage to Caribbean

Discover the top 3 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$947FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$559Average$649FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$593Average$992FlexibilityNo cancel feeOn-time69%

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