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Caribbean Islands

$235+ Cheap flights from Anchorage (ANC) to Caribbean Islands

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 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Anchorage to Caribbean Islands

Keep the following information in mind while searching for Anchorage to Caribbean Islands flight deals. Data was last updated July 31, 2025.

Round-trip from

$612
(Delta)

One-way from

$235
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$954
From Anchorage to Caribbean Islands
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One-way flight from Anchorage to Caribbean Islands
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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 Islands

Cheapest flights from Anchorage to Caribbean Islands
Explore the most affordable flight options available from Anchorage to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Delta deal was found by Cheapflights users on 7/31. 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 9/145:15 pmANC - NAS
2 stops16h 34mDelta
Sun 9/2112:55 pmNAS - ANC
2 stops16h 42mDelta
Deal found 7/31$612
This Delta deal was found by Cheapflights users on 7/31. 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 11/912:40 amANC - SJU
2 stops17h 37mDelta
Tue 11/183:25 pmSJU - ANC
2 stops15h 20mDelta
Deal found 7/31$754
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Mon 11/109:07 pmANC - SJU
1 stop18h 53mUnited Airlines
Tue 11/188:10 amSJU - ANC
1 stop16h 49mUnited Airlines
Deal found 7/31$778
This American Airlines deal was found by Cheapflights users on 7/31. 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 11/188:21 pmANC - SJU
1 stop20h 14mAmerican Airlines
Thu 11/278:14 amSJU - ANC
1 stop13h 53mAmerican Airlines
Deal found 7/31$824
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1410:00 pmANC - STI
2 stops22h 34mDelta
Sun 9/216:11 amSTI - ANC
2 stops23h 26mDelta
Deal found 7/30$878
This Delta 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 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 stops19h 43mDelta
Deal found 7/30$908
This Booking.com deal was found by Cheapflights users on 7/31. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/24:45 pmANC - PUJ
2 stops18h 35mAir Canada
Thu 9/184:25 pmPUJ - ANC
2 stops27h 31mAir Canada
Deal found 7/31$919
This Delta deal was found by Cheapflights users on 7/31. 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 9/18:15 pmANC - PUJ
1 stop13h 00mDelta
Fri 9/192:45 pmPUJ - ANC
2 stops23h 22mDelta
Deal found 7/31$928
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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 10/2311:16 amANC - SJU
2 stops23h 09mAlaska Airlines
Mon 10/273:10 pmSJU - ANC
3 stops31h 37mAlaska Airlines
Deal found 7/31$933
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 7/31. 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 7/31$1,033

Cheapflights Fare Finder

 
Customize your flight search to find flights from Anchorage to Caribbean Islands 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 31, 2025.
Use the filters below to find and compare flights from Anchorage to Caribbean Islands that are best for you.

Fly from

Anchorage

Fly to

Caribbean Islands

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

5:15 pm-1:49 pm

2 stops16h 34m

Nassau Intl

Sun 9/21

12:55 pm-1:37 am

2 stops16h 42m

$612

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sat 1/10

11:55 pm-11:53 am

2 stops31h 58m

Nassau Intl

Sun 1/18

4:25 pm-10:34 pm

2 stops34h 09m

$658

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 11/9

12:40 am-11:17 pm

2 stops17h 37m

San Juan Luis Munoz Marin Intl

Tue 11/18

3:25 pm-1:45 am

2 stops15h 20m

$754

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 11/10

9:07 pm-9:00 pm

1 stop18h 53m

San Juan Luis Munoz Marin Intl

Tue 11/18

8:10 am-7:59 pm

1 stop16h 49m

$778

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 11/18

8:21 pm-9:35 pm

1 stop20h 14m

San Juan Luis Munoz Marin Intl

Thu 11/27

8:14 am-5:07 pm

1 stop13h 53m

$824

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sun 9/14

10:00 pm-12:34 am

2 stops22h 34m

Santiago de los Caballeros

Sun 9/21

6:11 am-1:37 am

2 stops23h 26m

$878

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-10:43 pm

2 stops19h 43m

$908

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Tue 9/2

4:45 pm-3:20 pm

2 stops18h 35m

Punta Cana

Thu 9/18

4:25 pm-3:56 pm

2 stops27h 31m

$919

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Mon 9/1

8:15 pm-1:15 pm

1 stop13h 00m

Punta Cana

Fri 9/19

2:45 pm-10:07 am

2 stops23h 22m

$928

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 10/23

11:16 am-2:25 pm

2 stops23h 09m

San Juan Luis Munoz Marin Intl

Mon 10/27

3:10 pm-6:47 pm

3 stops31h 37m

$933

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 Islands

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

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

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

Find hourly flight availability from Anchorage to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Anchorage to Caribbean Islands as you normally would.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from Anchorage to Caribbean Islands, such as Alaska Airlines, Delta, and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

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

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

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
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

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
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

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

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

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
9,851 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

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 Islands. 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 Islands?

    Located just 4.4 mi from the city center, Anchorage (ANC) is the airport most travelers will use when flying to Caribbean Islands from Anchorage.

  • What are the cheapest airlines to fly from Anchorage to Caribbean Islands 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 $441 on Delta and United Airlines, respectively.

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

    When deciding which route to take from Anchorage to Caribbean Islands consider Anchorage - San Juan Luis Munoz Marin Intl, Anchorage - Punta Cana or Anchorage - Saint Thomas Island Cyril E King as they are the most popular.

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

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

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

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

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

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

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

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Top 4 airlines flying from Anchorage to Caribbean Islands

Discover the top 4 airlines that operate flights from Anchorage to Caribbean Islands. 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 31, 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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