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Caribbean Islands

$359+ 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Jan 6 — Jan 131
Tue 1/6
Tue 1/13
1 adult, Economy
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Cheap 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 December 7, 2025.

This United Airlines deal was found by Cheapflights users on 12/7. 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 12/241:30 amANC - SJU
2 stops18h 06mUnited Airlines
Sat 1/178:10 amSJU - ANC
2 stops16h 47mUnited Airlines
Deal found 12/7$914
This Delta deal was found by Cheapflights users on 12/7. 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 1/177:30 amSJU - ANC
1 stop16h 31mDelta
Deal found 12/7$934
This United Airlines deal was found by Cheapflights users on 12/5. 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 12/1311:59 pmANC - SJU
2 stops19h 37mUnited Airlines
Wed 12/172:25 pmSJU - ANC
1 stop13h 31mUnited Airlines
Deal found 12/5$1,019
This United Airlines deal was found by Cheapflights users on 12/6. 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 12/811:59 pmANC - SDQ
2 stops18h 47mUnited Airlines
Mon 12/154:18 pmSDQ - ANC
2 stops35h 38mUnited Airlines
Deal found 12/6$1,058
This United Airlines deal was found by Cheapflights users on 12/7. 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 12/911:59 pmANC - SJU
2 stops19h 37mUnited Airlines
Sat 12/132:25 pmSJU - ANC
1 stop13h 31mUnited Airlines
Deal found 12/7$1,124
This Delta deal was found by Cheapflights users on 12/6. 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 12/121:10 pmANC - SDQ
2 stops19h 19mDelta
Tue 1/133:46 pmSDQ - ANC
2 stops24h 39mDelta
Deal found 12/6$1,161
This United Airlines deal was found by Cheapflights users on 12/6. 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 12/1511:59 pmANC - PUJ
1 stop13h 19mUnited Airlines
Wed 1/144:25 pmPUJ - ANC
2 stops35h 50mUnited Airlines
Deal found 12/6$1,161
This United Airlines deal was found by Cheapflights users on 12/6. 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.
Sun 12/711:59 pmANC - SJU
2 stops16h 01mUnited Airlines
Sat 12/278:10 amSJU - ANC
1 stop16h 35mUnited Airlines
Deal found 12/6$1,219
This United Airlines deal was found by Cheapflights users on 12/7. 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
2 stops35h 03mUnited Airlines
Thu 1/82:55 pmPUJ - ANC
2 stops37h 20mUnited Airlines
Deal found 12/7$1,230
This Delta deal was found by Cheapflights users on 12/7. 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 12/71:10 pmANC - SJU
2 stops19h 49mDelta
Sat 12/274:45 pmSJU - ANC
1 stop13h 37mDelta
Deal found 12/7$1,233
This United Airlines deal was found by Cheapflights users on 12/5. 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 12/611:59 pmANC - SJU
1 stop13h 26mUnited Airlines
Sat 12/278:10 amSJU - ANC
1 stop16h 35mUnited Airlines
Deal found 12/5$1,244
This Delta deal was found by Cheapflights users on 12/5. 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 12/101:10 pmANC - PUJ
2 stops20h 15mDelta
Thu 1/82:32 pmPUJ - ANC
1 stop15h 16mDelta
Deal found 12/5$1,256

Find 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 December 7, 2025.

Round-trip from

$623
(United Airlines)

One-way from

$359
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$884
From Anchorage to Caribbean Islands
Search Deals
One-way flight from Anchorage to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($75 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 7, 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

Mon 1/19

9:00 am-3:22 pm

2 stops26h 22m

Nassau Intl

Mon 1/26

4:25 pm-11:15 pm

2 stops34h 50m

$623

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 3/20

8:13 pm-2:24 pm

1 stop14h 11m

Nassau Intl

Mon 3/23

8:06 am-7:06 pm

2 stops15h 00m

$643

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Wed 1/21

9:00 am-11:53 am

2 stops22h 53m

Nassau Intl

Thu 1/29

3:35 pm-11:15 pm

2 stops35h 40m

$659

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 4/19

8:50 pm-1:15 pm

2 stops12h 25m

Nassau Intl

Sun 4/26

7:45 am-6:35 pm

2 stops14h 50m

$725

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 2/23

9:00 am-3:22 pm

2 stops26h 22m

Nassau Intl

Thu 2/26

3:35 pm-7:46 pm

2 stops32h 11m

$728

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 1/21

9:15 pm-5:17 pm

2 stops15h 02m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:30 am-10:18 pm

2 stops19h 48m

$744

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 3/8

9:10 pm-3:22 pm

1 stop14h 12m

Nassau Intl

Sun 3/15

3:35 pm-8:01 pm

1 stop32h 26m

$765

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 4/15

8:50 pm-1:43 pm

1 stop12h 53m

San Juan Luis Munoz Marin Intl

Tue 4/21

6:59 am-6:35 pm

1 stop15h 36m

$824

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 1/5

9:00 pm-3:40 pm

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Mon 1/19

8:10 am-11:15 pm

2 stops20h 05m

$831

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sun 1/11

11:45 pm-11:51 pm

2 stops19h 06m

Santiago de los Caballeros

Sat 2/7

6:00 am-7:57 pm

2 stops18h 57m

$891

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

Showing 1-10 of 54 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, August is the cheapest month in which you can book a flight from Anchorage to Caribbean Islands (average of $441). Flying from Anchorage to Caribbean Islands in February is currently the most expensive (average of $828). 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 December 7, 2025.

A simple way to save on the total cost of your ticket is to fly from Anchorage to Caribbean Islands in the afternoon. If you’re flexible enough to do this you can expect to save up to 11% on your trip compared to booking a flight in the morning.

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 December 7, 2025.
Read through reviews of airlines operating flights from Anchorage to Caribbean Islands, such as Alaska Airlines and Delta. 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
11,408 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Dec 2025

SJC - SEA

The flight was great. Don’t have to make it better. Everything was OK.
Alaska Airlines
8.0
Very good
11,408 reviews
Alaska Airlines
8.0
Very good
11,408 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Dec 2025

SJC - SEA

The flight was great. Don’t have to make it better. Everything was OK.
Delta
7.9
Good
8,013 reviews
Alaska Airlines
8.0
Very good
11,408 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Dec 2025

SJC - SEA

The flight was great. Don’t have to make it better. Everything was OK.

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.

  • How long is the flight from Anchorage to Caribbean Islands?

    A quick flight from Anchorage to Caribbean Islands can take about 14h 11m. United Airlines provides one of the quickest options available for as low as $643. The distance from Anchorage to Caribbean Islands is about 4133 mi. This flight may include one or multiple stops.

  • 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 $328. Users have also found prices from $425 and $426 on United Airlines and Delta, 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 - Punta Cana 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, August is the cheapest month in which you can book a flight from Anchorage to Caribbean Islands (average of $441). Flying from Anchorage to Caribbean Islands in February is currently the most expensive (average of $828). 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 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 December 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$958FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$559Average$620FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$596Average$1,078FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$794Average$1,313FlexibilityNo cancel feeOn-time71%

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