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Anchorage

$348+ Cheap flights from Caribbean Islands to Anchorage (ANC)

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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ANC
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Anchorage

Cheapest flights from Caribbean Islands to Anchorage
Explore the most affordable flight options available from Caribbean Islands to Anchorage. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:15 am
SJU
-
ANC
2 stops16h 31m
Delta
Wed 5/63:45 pm
ANC
-
SJU
2 stops20h 30m
Delta
Deal found 1/26$786
This United Airlines deal was found by Cheapflights users on 1/24. 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 5/27:20 am
SJU
-
ANC
2 stops19h 25m
United Airlines
Wed 5/611:49 pm
ANC
-
SJU
2 stops16h 49m
United Airlines
Deal found 1/24$826
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Wed 5/2712:59 am
SJU
-
ANC
1 stop23h 45m
American Airlines
Thu 6/47:00 am
ANC
-
SJU
1 stop17h 32m
American Airlines
Deal found 1/24$845
This Faresmojo deal was found by Cheapflights users on 1/24. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:30 am
SJU
-
ANC
1 stop15h 55m
JetBlue
Mon 8/248:30 pm
ANC
-
SJU
1 stop11h 26m
JetBlue
Deal found 1/24$865
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Wed 8/196:00 am
SJU
-
ANC
2 stops21h 06m
American Airlines
Sun 8/231:55 am
ANC
-
SJU
2 stops17h 01m
American Airlines
Deal found 1/24$874
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:45 am
SJU
-
ANC
2 stops43h 04m
United Airlines
Sun 5/312:15 pm
ANC
-
SJU
3 stops23h 15m
United Airlines
Deal found 1/26$884
This Faresmojo deal was found by Cheapflights users on 1/26. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/234:15 pm
SJU
-
ANC
1 stop12h 18m
JetBlue
Sun 5/318:30 pm
ANC
-
SJU
1 stop15h 45m
JetBlue
Deal found 1/26$885
This Delta deal was found by Cheapflights users on 1/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:55 pm
SJU
-
ANC
2 stops15h 40m
Delta
Fri 6/59:55 pm
ANC
-
SJU
1 stop13h 12m
Delta
Deal found 1/26$895
This United Airlines deal was found by Cheapflights users on 1/25. 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 4/2912:15 am
BQN
-
ANC
2 stops20h 46m
United Airlines
Mon 5/411:49 pm
ANC
-
BQN
2 stops19h 20m
United Airlines
Deal found 1/25$928
This United Airlines deal was found by Cheapflights users on 1/25. 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 5/76:00 am
SDQ
-
ANC
2 stops18h 06m
United Airlines
Thu 5/1411:59 pm
ANC
-
SDQ
2 stops18h 47m
United Airlines
Deal found 1/25$1,015
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/245:00 am
SDQ
-
ANC
2 stops19h 01m
United Airlines
Thu 4/99:04 pm
ANC
-
SDQ
2 stops37h 06m
United Airlines
Deal found 1/26$1,039
This Delta deal was found by Cheapflights users on 1/25. 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.
Sat 9/193:20 pm
SXM
-
ANC
2 stops26h 16m
Delta
Sat 10/38:30 pm
ANC
-
SXM
1 stop13h 20m
Delta
Deal found 1/25$1,166

Find flight deals from Caribbean Islands to Anchorage

Keep the following information in mind while searching for Caribbean Islands to Anchorage flight deals. Data was last updated January 26, 2026.

Round-trip from

$786
(Delta)

One-way from

$348
(Kiwi.com)
From Caribbean Islands to Anchorage
Search Deals
One-way flight from Caribbean Islands to Anchorage
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Anchorage 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 January 26, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Anchorage that are best for you.

Fly from

Caribbean Islands

Fly to

Anchorage

Route

Depart

Return

Price

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Sat 5/2

7:30 am-6:49 pm

1 stop15h 19m

Anchorage

Tue 5/5

1:30 am-11:13 pm

2 stops17h 43m

$786

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Sat 5/9

1:55 pm-12:33 am

2 stops14h 38m

Anchorage

Sat 5/16

1:30 am-11:43 pm

2 stops18h 13m

$786

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Sat 5/2

7:20 am-10:45 pm

2 stops19h 25m

Anchorage

Wed 5/6

11:49 pm-8:38 pm

2 stops16h 49m

$826

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Wed 5/27

12:59 am-8:44 pm

1 stop23h 45m

Anchorage

Thu 6/4

7:00 am-4:32 am

1 stop17h 32m

$845

AguadillaAnchorage

BQN - ANC

BQNANC

Aguadilla Borinquen

Wed 4/29

12:15 am-5:01 pm

2 stops20h 46m

Anchorage

Mon 5/4

11:59 pm-11:09 pm

2 stops19h 10m

$928

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

Thu 5/7

6:00 am-8:06 pm

2 stops18h 06m

Anchorage

Thu 5/14

11:59 pm-10:46 pm

2 stops18h 47m

$1,015

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

Tue 3/24

5:00 am-8:01 pm

2 stops19h 01m

Anchorage

Thu 4/9

9:04 pm-2:10 pm

2 stops37h 06m

$1,039

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

Wed 3/4

3:42 pm-12:10 pm

2 stops25h 28m

Anchorage

Wed 3/18

3:40 pm-12:48 pm

2 stops17h 08m

$1,313

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

Sun 2/22

6:00 am-7:46 pm

2 stops18h 46m

Anchorage

Sun 3/1

11:45 pm-11:46 pm

2 stops19h 01m

$1,490

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

Sun 2/22

3:42 pm-12:10 pm

2 stops25h 28m

Anchorage

Sun 3/1

3:21 pm-1:10 pm

2 stops16h 49m

$1,583

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 22 results
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Best time to book a flight from Caribbean Islands to Anchorage

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

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

Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Anchorage (average of $187). Flying from Caribbean Islands to Anchorage in March is currently the most expensive (average of $966). 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.

Reviews of airlines servicing Anchorage

Get insights into the airlines that provide service to Anchorage. 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 Anchorage. Reviews last updated January 26, 2026.
Read through reviews of airlines operating flights from Caribbean Islands to Anchorage, such as 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.
Delta
7.9
Good
8,111 reviews

Comfort

7.9

Food

7.2

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,111 reviews
Delta
7.9
Good
8,111 reviews

Comfort

7.9

Food

7.2

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Anchorage. 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 into for flights to Anchorage from Caribbean Islands?

    Anchorage (ANC), located 4.4 mi from the city center, is the airport you fly into when you book flights from Caribbean Islands to Anchorage.

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

    A quick flight from Caribbean Islands to Anchorage can take about 15h 19m. Delta provides one of the quickest options available for as low as $786. There are 4905 mi between Caribbean Islands and Anchorage. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Caribbean Islands to Anchorage one-way?

    The cheapest airlines for a one-way flight from Caribbean Islands to Anchorage are United Airlines ($428), Delta ($572), and Air Canada ($578).

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

    While some choose either Santo Domingo Las Americas - Anchorage or Aguadilla Borinquen - Anchorage, San Juan Luis Munoz Marin Intl - Anchorage is the most popular route from Caribbean Islands to Anchorage.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Anchorage (average of $187). Flying from Caribbean Islands to Anchorage in March is currently the most expensive (average of $966). 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

Traveling to a place near Anchorage?

Book flights to Anchorage if you plan to visit one of these locations
Seward
Girdwood

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Top 2 airlines flying from Caribbean Islands to Anchorage

Discover the top 2 airlines that operate flights from Caribbean Islands to Anchorage. 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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$428Average$765FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$744Average$794FlexibilityNo cancel feeOn-time69%

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