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Anchorage

$357+ 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ANC
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
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 December 4, 2025.

This Delta deal was found by Cheapflights users on 12/2. 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 12/264:45 pmSJU - ANC
1 stop13h 37mDelta
Mon 1/58:15 pmANC - SJU
1 stop16h 02mDelta
Deal found 12/2$834
This United Airlines deal was found by Cheapflights users on 12/2. 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.
Fri 12/268:30 amSJU - ANC
2 stops19h 26mUnited Airlines
Sun 1/41:30 amANC - SJU
2 stops18h 06mUnited Airlines
Deal found 12/2$935
This United Airlines deal was found by Cheapflights users on 12/3. 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.
Fri 12/126:00 amSDQ - ANC
2 stops21h 56mUnited Airlines
Mon 1/1911:45 pmANC - SDQ
2 stops19h 01mUnited Airlines
Deal found 12/3$1,022
This American Airlines deal was found by Cheapflights users on 12/3. 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 12/236:00 amSDQ - ANC
2 stops23h 37mMultiple Airlines
Mon 12/298:30 pmANC - SDQ
2 stops16h 21mMultiple Airlines
Deal found 12/3$1,575
This Delta deal was found by Cheapflights users on 12/3. 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.
Tue 12/236:50 amSDQ - ANC
2 stops22h 09mDelta
Mon 12/298:15 pmANC - SDQ
1 stop13h 17mDelta
Deal found 12/3$1,582
This Alaska Airlines deal was found by Cheapflights users on 12/2. 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 12/251:30 amSJU - ANC
3 stops21h 03mAlaska Airlines
Mon 1/52:20 pmANC - SJU
2 stops26h 19mAlaska Airlines
Deal found 12/2$1,624
This Delta deal was found by Cheapflights users on 12/3. 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 12/207:55 pmSDQ - ANC
2 stops23h 50mDelta
Fri 12/261:15 amANC - SDQ
2 stops18h 10mDelta
Deal found 12/3$1,716

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 December 4, 2025.

Round-trip from

$697
(United Airlines)

One-way from

$357
(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 December 4, 2025.
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

Thu 1/22

4:52 pm-11:15 pm

2 stops35h 23m

Anchorage

Mon 1/26

9:00 am-9:00 pm

2 stops31h 00m

$697

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Thu 1/22

7:30 am-12:09 am

2 stops21h 39m

Anchorage

Mon 1/26

9:15 pm-3:18 pm

1 stop13h 03m

$744

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Fri 12/26

4:45 pm-1:22 am

1 stop13h 37m

Anchorage

Mon 1/5

3:00 pm-1:05 pm

2 stops17h 05m

$835

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Sun 1/18

6:00 am-7:11 pm

2 stops18h 11m

Anchorage

Thu 1/22

2:10 am-10:26 pm

2 stops15h 16m

$845

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Sun 1/18

4:30 pm-12:48 am

1 stop13h 18m

Anchorage

Fri 1/23

9:15 pm-4:19 pm

1 stop14h 04m

$904

Simpson BayAnchorage

SXM - ANC

SXMANC

Simpson Bay Princess Juliana

Sat 2/14

5:00 pm-11:08 pm

2 stops35h 08m

Anchorage

Wed 2/18

9:00 am-1:50 pm

2 stops23h 50m

$967

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

Tue 3/24

6:00 am-7:06 pm

2 stops17h 06m

Anchorage

Thu 4/9

8:50 pm-7:45 pm

2 stops18h 55m

$993

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

Sat 1/24

6:00 am-11:15 pm

2 stops22h 15m

Anchorage

Tue 1/27

9:00 am-1:41 pm

2 stops23h 41m

$1,005

Port of SpainAnchorage

POS - ANC

POSANC

Port of Spain Piarco Intl

Thu 3/26

12:30 am-10:50 pm

2 stops26h 20m

Anchorage

Mon 4/6

11:45 pm-11:23 pm

2 stops19h 38m

$1,011

Port of SpainAnchorage

POS - ANC

POSANC

Port of Spain Piarco Intl

Fri 1/23

1:30 am-11:15 pm

2 stops26h 45m

Anchorage

Wed 1/28

9:00 am-12:23 am

2 stops34h 23m

$1,056

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 26 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 January is currently the most expensive (average of $812). 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 EPX to ANC?

Find hourly flight availability from Caribbean Islands to Anchorage. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 4, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 14% on flights from Caribbean Islands to Anchorage by exploring options for tickets at noon.

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 December 4, 2025.
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
8,011 reviews

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

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
8,011 reviews
Delta
7.9
Good
8,011 reviews

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

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 17h 06m. United Airlines provides one of the quickest options available for as low as $993. There are 4783 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 Delta ($362), United Airlines ($428), 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 January is currently the most expensive (average of $812). 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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Alternative routes for Caribbean Islands to Anchorage

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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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$478Average$867FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$744Average$996FlexibilityNo cancel feeOn-time69%

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