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Caribbean

$319+ Cheap flights from Anchorage (ANC) to Caribbean

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Anchorage to Caribbean

Cheapest flights from Anchorage to Caribbean
Explore the most affordable flight options available from Anchorage to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

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.
Thu 7/1611:59 pm
ANC
-
NAS
1 stop10h 58m
United Airlines
Sat 7/255:00 pm
NAS
-
ANC
2 stops22h 20m
United Airlines
Deal found 1/26$703
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 3/159:10 pm
ANC
-
NAS
1 stop14h 12m
United Airlines
Sun 3/221:05 pm
NAS
-
ANC
2 stops34h 56m
United Airlines
Deal found 1/28$737
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.
Sun 3/299:04 pm
ANC
-
NAS
2 stops34h 59m
United Airlines
Wed 4/12:53 pm
NAS
-
ANC
2 stops35h 52m
United Airlines
Deal found 1/26$750
This United Airlines deal was found by Cheapflights users on 1/28. 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 3/1611:52 pm
ANC
-
SJU
2 stops16h 08m
United Airlines
Wed 3/257:05 am
SJU
-
ANC
2 stops16h 56m
United Airlines
Deal found 1/28$765
This United Airlines deal was found by Cheapflights users on 1/27. 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 2/219:00 am
ANC
-
SJU
2 stops23h 17m
United Airlines
Fri 2/278:05 am
SJU
-
ANC
2 stops16h 41m
United Airlines
Deal found 1/27$790
This United Airlines deal was found by Cheapflights users on 1/28. 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 5/411:49 pm
ANC
-
SJU
2 stops17h 35m
United Airlines
Wed 5/64:55 pm
SJU
-
ANC
2 stops28h 06m
United Airlines
Deal found 1/28$794
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 3/159:10 pm
ANC
-
SJU
1 stop13h 30m
United Airlines
Tue 3/241:25 pm
SJU
-
ANC
1 stop13h 25m
United Airlines
Deal found 1/28$798
This Delta deal was found by Cheapflights users on 1/28. 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 3/19:15 pm
ANC
-
SJU
1 stop13h 03m
Delta
Tue 3/106:15 am
SJU
-
ANC
2 stops16h 36m
Delta
Deal found 1/28$810
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 3/1811:52 pm
ANC
-
SJU
2 stops16h 08m
United Airlines
Tue 3/247:05 am
SJU
-
ANC
2 stops16h 56m
United Airlines
Deal found 1/27$816
This United Airlines deal was found by Cheapflights users on 1/27. 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 2/2311:45 pm
ANC
-
SJU
2 stops17h 37m
United Airlines
Fri 2/277:40 am
SJU
-
ANC
2 stops17h 06m
United Airlines
Deal found 1/27$839
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 3/1712:29 am
ANC
-
SJU
2 stops16h 05m
American Airlines
Mon 3/237:40 am
SJU
-
ANC
2 stops19h 55m
American Airlines
Deal found 1/27$845
This Delta deal was found by Cheapflights users on 1/28. 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.
Sat 4/189:15 pm
ANC
-
SJU
2 stops19h 09m
Delta
Sun 5/36:15 am
SJU
-
ANC
2 stops18h 22m
Delta
Deal found 1/28$850

Find flight deals from Anchorage to Caribbean

Keep the following information in mind while searching for Anchorage to Caribbean flight deals. Data was last updated January 29, 2026.

Round-trip from

$703
(United Airlines)

One-way from

$319
(United Airlines)

Popular in

May

Cheapest in

August
From Anchorage to Caribbean
Search Deals
One-way flight from Anchorage to Caribbean
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($17 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Anchorage to Caribbean 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 29, 2026.
Use the filters below to find and compare flights from Anchorage to Caribbean that are best for you.

Fly from

Anchorage

Fly to

Caribbean

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Thu 7/16

11:59 pm-2:57 pm

1 stop10h 58m

Nassau Intl

Sat 7/25

5:00 pm-11:20 am

2 stops22h 20m

$703

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 3/15

9:10 pm-3:22 pm

1 stop14h 12m

Nassau Intl

Sun 3/22

1:05 pm-8:01 pm

2 stops34h 56m

$737

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 3/29

9:04 pm-12:03 pm

2 stops34h 59m

Nassau Intl

Wed 4/1

2:53 pm-10:45 pm

2 stops35h 52m

$750

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 3/15

11:52 pm-8:00 pm

2 stops16h 08m

San Juan Luis Munoz Marin Intl

Tue 3/24

7:05 am-8:01 pm

2 stops16h 56m

$765

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 3/16

11:52 pm-8:00 pm

2 stops16h 08m

San Juan Luis Munoz Marin Intl

Wed 3/25

7:05 am-8:01 pm

2 stops16h 56m

$765

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 3/30

9:04 pm-2:44 pm

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Fri 4/17

1:40 pm-10:45 pm

1 stop13h 05m

$765

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 2/21

9:00 am-1:17 pm

2 stops23h 17m

San Juan Luis Munoz Marin Intl

Thu 3/5

2:25 pm-10:50 pm

1 stop13h 25m

$790

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 5/4

9:00 pm-9:24 pm

2 stops20h 24m

San Juan Luis Munoz Marin Intl

Wed 5/6

4:55 pm-5:01 pm

2 stops28h 06m

$794

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Thu 6/11

9:52 pm-6:38 pm

2 stops16h 46m

Santo Domingo Las Americas

Wed 6/24

7:00 am-11:57 pm

2 stops20h 57m

$892

AnchorageSaint Thomas Island

ANC - STT

ANCSTT

Anchorage

Sun 2/22

11:45 pm-1:56 pm

2 stops33h 11m

Saint Thomas Island Cyril E King

Thu 2/26

1:02 pm-11:08 pm

2 stops39h 06m

$920

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 60 results
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Best time to book a flight from Anchorage to Caribbean

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

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

Currently, February is the cheapest month in which you can book a flight from Anchorage to Caribbean (average of $380). Flying from Anchorage to Caribbean in January is currently the most expensive (average of $1,021). 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 Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated January 29, 2026.
See what other customers who have flown with Delta and United Airlines from Anchorage to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,128 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

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
8,128 reviews
Delta
7.9
Good
8,128 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

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.
United Airlines
7.4
Good
9,215 reviews
Delta
7.9
Good
8,128 reviews

Overall

7.9

Entertainment

7.8

Food

7.2

Crew

8.5

Boarding

8.1

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 Anchorage to Caribbean. 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?

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

  • How long is the flight from Anchorage to Caribbean?

    There are many flights that can get you from Anchorage to Caribbean in 10h 58m. Fly via United Airlines, American Airlines, or Air Canada to get the fastest option. The distance from Anchorage to Caribbean is about 4133 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Anchorage to Caribbean 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 $426 and $451 on Delta and United Airlines, respectively.

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

    Most travelers choose Anchorage - San Juan Luis Munoz Marin Intl, Anchorage - Santo Domingo Las Americas or Anchorage - Nassau Intl when deciding on the best route from Anchorage to Caribbean.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Anchorage to Caribbean 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?

    Currently, February is the cheapest month in which you can book a flight from Anchorage to Caribbean (average of $380). Flying from Anchorage to Caribbean in January is currently the most expensive (average of $1,021). 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

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Top 2 airlines flying from Anchorage to Caribbean

Discover the top 2 airlines that operate flights from Anchorage to Caribbean. 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 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$268Average$956FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$448Average$994FlexibilityNo cancel feeOn-time69%

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