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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
May 3 — May 101
Sat 5/3
Sat 5/10
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 April 28, 2025.

Round-trip from

$588
(Delta)

One-way from

$237
(Delta)

Popular in

December

Cheapest in

April

Average price

$782
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 ($45 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 April 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 April 28, 2025.

This Delta deal was found by Cheapflights users on 4/28. 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.
Sun 9/145:15 pmANC - NAS
2 stops14h 32mDelta
Sun 9/211:19 pmNAS - ANC
2 stops16h 26mDelta
Deal found 4/28$588
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Mon 6/23:51 pmANC - NAS
2 stops17h 40mUnited Airlines
Wed 6/115:00 pmNAS - ANC
2 stops33h 52mUnited Airlines
Deal found 4/27$723
This Delta deal was found by Cheapflights users on 4/27. 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.
Fri 6/612:59 amANC - SJU
2 stops18h 43mDelta
Sat 6/214:18 pmSJU - ANC
1 stop12h 49mDelta
Deal found 4/27$784
This eDestinos deal was found by Cheapflights users on 4/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/18:55 pmANC - SJU
1 stop14h 21mMultiple Airlines
Sun 8/33:40 amSJU - ANC
2 stops36h 36mMultiple Airlines
Deal found 4/28$826
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 9/12:25 pmANC - SDQ
2 stops17h 30mUnited Airlines
Mon 9/151:10 pmSDQ - ANC
2 stops28h 04mUnited Airlines
Deal found 4/28$873
This Delta deal was found by Cheapflights users on 4/28. 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.
Sun 8/3112:40 amANC - SDQ
2 stops20h 29mDelta
Mon 9/156:10 amSDQ - ANC
2 stops23h 35mDelta
Deal found 4/28$878
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 6/106:09 amANC - SJU
1 stop13h 16mAmerican Airlines
Sun 6/158:00 amSJU - ANC
2 stops18h 38mAmerican Airlines
Deal found 4/28$894
This American Airlines deal was found by Cheapflights users on 4/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/119:47 pmANC - SDQ
2 stops19h 08mAmerican Airlines
Sat 8/27:00 amSDQ - ANC
2 stops19h 58mAmerican Airlines
Deal found 4/27$998
This United Airlines deal was found by Cheapflights users on 4/27. 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 6/78:50 pmANC - SJU
1 stop23h 04mUnited Airlines
Fri 6/201:05 amSJU - ANC
2 stops25h 47mUnited Airlines
Deal found 4/27$1,019
This American Airlines deal was found by Cheapflights users on 4/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1012:34 amANC - SDQ
2 stops16h 21mMultiple Airlines
Sat 8/27:00 amSDQ - ANC
2 stops19h 58mMultiple Airlines
Deal found 4/27$1,196
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 6/912:55 amANC - SJU
2 stops18h 30mAlaska Airlines
Sat 6/1412:59 amSJU - ANC
2 stops23h 38mAlaska Airlines
Deal found 4/28$1,264
This Delta deal was found by Cheapflights users on 4/27. 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.
Fri 6/205:19 pmANC - PUJ
2 stops15h 32mDelta
Mon 6/301:06 pmPUJ - ANC
2 stops16h 01mDelta
Deal found 4/27$1,308

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 April 28, 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

1:19 pm-1:45 am

2 stops16h 26m

$588

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 6/2

3:51 pm-1:31 pm

2 stops17h 40m

Nassau Intl

Wed 6/11

5:00 pm-10:52 pm

2 stops33h 52m

$723

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 6/6

12:59 am-11:42 pm

2 stops18h 43m

San Juan Luis Munoz Marin Intl

Sat 6/21

4:18 pm-1:07 am

1 stop12h 49m

$784

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 8/1

8:55 pm-3:16 pm

1 stop14h 21m

San Juan Luis Munoz Marin Intl

Sun 8/3

3:40 am-12:16 pm

2 stops36h 36m

$826

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Mon 9/1

2:25 pm-11:55 am

2 stops17h 30m

Santo Domingo Las Americas

Mon 9/15

1:10 pm-1:14 pm

2 stops28h 04m

$873

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Sun 8/31

12:40 am-1:09 am

2 stops20h 29m

Santo Domingo Las Americas

Mon 9/15

6:10 am-1:45 am

2 stops23h 35m

$878

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 6/10

6:09 am-11:25 pm

1 stop13h 16m

San Juan Luis Munoz Marin Intl

Sun 6/15

8:00 am-10:38 pm

2 stops18h 38m

$894

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Fri 7/11

9:47 pm-8:55 pm

2 stops19h 08m

Santo Domingo Las Americas

Sat 8/2

7:00 am-10:58 pm

2 stops19h 58m

$998

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 6/7

8:50 pm-11:54 pm

1 stop23h 04m

San Juan Luis Munoz Marin Intl

Fri 6/20

1:05 am-10:52 pm

2 stops25h 47m

$1,019

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Thu 7/10

12:34 am-8:55 pm

2 stops16h 21m

Santo Domingo Las Americas

Sat 8/2

7:00 am-10:58 pm

2 stops19h 58m

$1,196

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 27 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 April 28, 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 April 28, 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
9,949 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,949 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,929 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Air Canada
7.0
Good
9,228 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $280 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 - San Juan Luis Munoz Marin Intl, Anchorage - Santo Domingo Las Americas or Anchorage - Nassau Intl 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.

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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 April 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$649FlexibilityNo cancel feeOn-time75%
DeltaCheapest$500Average$1,022FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$587Average$1,054FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$732Average$971FlexibilityNo cancel feeOn-time69%

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