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Caribbean Islands

$237+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
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 March 31, 2025.

Round-trip from

$638
(Delta)

One-way from

$237
(Delta)

Popular in

December

Cheapest in

October

Average price

$1,066
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. 4% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 31, 2025.

This Delta deal was found by Cheapflights users on 3/31. 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 stops14h 32mDelta
Sun 9/212:37 pmNAS - ANC
2 stops15h 08mDelta
Deal found 3/31$638
This Delta deal was found by Cheapflights users on 3/31. 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.
Fri 8/15:15 pmANC - SJU
2 stops18h 03mDelta
Mon 8/47:00 amSJU - ANC
2 stops20h 04mDelta
Deal found 3/31$784
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Mon 4/2112:55 amANC - SJU
2 stops15h 33mAmerican Airlines
Tue 5/67:15 amSJU - ANC
2 stops19h 17mAmerican Airlines
Deal found 3/30$832
This United Airlines deal was found by Cheapflights users on 3/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2211:44 pmANC - SJU
2 stops16h 54mUnited Airlines
Mon 5/51:05 amSJU - ANC
2 stops19h 39mUnited Airlines
Deal found 3/30$879
This American Airlines deal was found by Cheapflights users on 3/30. 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 4/128:30 pmANC - STI
2 stops13h 56mAmerican Airlines
Wed 5/73:50 pmSTI - ANC
2 stops32h 57mAmerican Airlines
Deal found 3/30$911
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Fri 5/169:48 pmANC - SDQ
2 stops19h 02mAmerican Airlines
Sat 6/710:13 amSDQ - ANC
2 stops16h 30mAmerican Airlines
Deal found 3/30$933
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/302:50 amANC - PUJ
2 stops27h 20mMultiple Airlines
Tue 7/85:54 pmPUJ - ANC
1 stop14h 43mMultiple Airlines
Deal found 3/30$999
This American Airlines deal was found by Cheapflights users on 3/30. 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 4/128:30 pmANC - STI
2 stops13h 56mMultiple Airlines
Wed 5/73:50 pmSTI - ANC
3 stops25h 39mMultiple Airlines
Deal found 3/30$1,043
This United deal was found by Cheapflights users on 3/31. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/148:00 pmANC - NAS
1 stop13h 31mUnited Airlines
Sun 9/212:33 pmNAS - ANC
2 stops26h 26mUnited Airlines
Deal found 3/31$1,082
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Sun 8/109:48 pmANC - SDQ
2 stops16h 12mMultiple Airlines
Sun 9/75:00 pmSDQ - ANC
2 stops19h 45mMultiple Airlines
Deal found 3/30$1,093
This Alaska Airlines deal was found by Cheapflights users on 3/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/211:44 amANC - SJU
3 stops23h 16mAlaska Airlines
Tue 5/66:30 amSJU - ANC
2 stops18h 06mAlaska Airlines
Deal found 3/30$1,108
This United deal was found by Cheapflights users on 3/30. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/188:30 pmANC - PUJ
2 stops15h 59mUnited Airlines
Sat 4/261:50 pmPUJ - ANC
2 stops36h 47mUnited Airlines
Deal found 3/30$1,181

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 March 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-11:47 am

2 stops14h 32m

Nassau Intl

Sun 9/21

2:37 pm-1:45 am

2 stops15h 08m

$638

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 8/1

5:15 pm-3:18 pm

2 stops18h 03m

San Juan Luis Munoz Marin Intl

Mon 8/4

7:00 am-11:04 pm

2 stops20h 04m

$784

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 4/21

12:55 am-8:28 pm

2 stops15h 33m

San Juan Luis Munoz Marin Intl

Tue 5/6

7:15 am-10:32 pm

2 stops19h 17m

$832

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 4/22

11:44 pm-8:38 pm

2 stops16h 54m

San Juan Luis Munoz Marin Intl

Mon 5/5

1:05 am-4:44 pm

2 stops19h 39m

$879

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sat 4/12

8:30 pm-2:26 pm

2 stops13h 56m

Santiago de los Caballeros

Wed 5/7

3:50 pm-8:47 pm

2 stops32h 57m

$911

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Fri 5/16

9:48 pm-8:50 pm

2 stops19h 02m

Santo Domingo Las Americas

Sat 6/7

10:13 am-10:43 pm

2 stops16h 30m

$933

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Mon 6/30

2:50 am-10:10 am

2 stops27h 20m

Punta Cana

Tue 7/8

5:54 pm-4:37 am

1 stop14h 43m

$999

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sat 4/12

8:30 pm-2:26 pm

2 stops13h 56m

Santiago de los Caballeros

Wed 5/7

3:50 pm-1:29 pm

3 stops25h 39m

$1,043

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

8:00 pm-1:31 pm

1 stop13h 31m

Nassau Intl

Sun 9/21

2:33 pm-12:59 pm

2 stops26h 26m

$1,082

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Sun 8/10

9:48 pm-6:00 pm

2 stops16h 12m

Santo Domingo Las Americas

Sun 9/7

5:00 pm-8:45 am

2 stops19h 45m

$1,093

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 29 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 December is currently the most expensive (average of $336). 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 March 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.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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 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 March 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
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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
6.9
Okay
349 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Food

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

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 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 Delta. According to our data, you can fly for as low as $237. Users have also found prices from $241 and $282 on Sun Country Air 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 - Santo Domingo Las Americas, Anchorage - San Juan Luis Munoz Marin Intl or Anchorage - Santiago de los Caballeros 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 December is currently the most expensive (average of $336). 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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Alternative routes for Anchorage to Caribbean Islands

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 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 March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$649FlexibilityNo cancel feeOn-time75%
DeltaCheapest$500Average$1,021FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$587Average$1,054FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$732Average$982FlexibilityNo cancel feeOn-time69%
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