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$297+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
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 diciembre 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/11. 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.
mié. 12/241:30 amANC - SJU
2 stops18h 06mUnited Airlines
sáb. 1/177:45 amSJU - ANC
2 stops20h 30mUnited Airlines
Deal found 12/11$914
This Delta deal was found by Cheapflights users on 12/11. 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.
jue. 12/251:44 pmANC - SJU
2 stops17h 12mDelta
sáb. 1/176:15 amSJU - ANC
1 stop17h 46mDelta
Deal found 12/11$934
This Delta deal was found by Cheapflights users on 12/10. 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.
jue. 12/1112:30 amANC - SDQ
2 stops20h 18mDelta
mié. 1/148:45 pmSDQ - ANC
2 stops27h 11mDelta
Deal found 12/10$1,161
This United Airlines deal was found by Cheapflights users on 12/11. 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.
lun. 12/1511:59 pmANC - PUJ
1 stop13h 19mUnited Airlines
mié. 1/144:25 pmPUJ - ANC
2 stops32h 32mUnited Airlines
Deal found 12/11$1,171
This Delta deal was found by Cheapflights users on 12/10. 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.
jue. 12/255:45 amANC - STI
2 stops16h 06mDelta
lun. 12/298:45 pmSTI - ANC
2 stops23h 00mDelta
Deal found 12/10$1,236
This United Airlines deal was found by Cheapflights users on 12/10. 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.
mar. 12/1611:59 pmANC - SJU
1 stop13h 26mUnited Airlines
jue. 1/17:45 amSJU - ANC
2 stops21h 40mUnited Airlines
Deal found 12/10$1,249
This United Airlines deal was found by Cheapflights users on 12/10. 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.
sáb. 12/2011:59 pmANC - PUJ
1 stop13h 19mUnited Airlines
sáb. 12/274:25 pmPUJ - ANC
1 stop32h 20mUnited Airlines
Deal found 12/10$1,535
This Alaska Airlines deal was found by Cheapflights users on 12/10. 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.
jue. 12/253:50 pmANC - SJU
2 stops18h 09mAlaska Airlines
sáb. 1/177:07 amSJU - ANC
3 stops22h 52mAlaska Airlines
Deal found 12/10$1,592
This United Airlines deal was found by Cheapflights users on 12/10. 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.
sáb. 12/201:30 amANC - STI
2 stops17h 21mUnited Airlines
mié. 1/286:00 amSTI - ANC
2 stops22h 15mUnited Airlines
Deal found 12/10$1,694
This United Airlines deal was found by Cheapflights users on 12/10. 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.
jue. 12/181:30 amANC - PUJ
1 stop11h 48mUnited Airlines
mié. 1/72:05 pmPUJ - ANC
1 stop34h 52mUnited Airlines
Deal found 12/10$1,773
This Delta deal was found by Cheapflights users on 12/9. 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.
mié. 12/1712:30 amANC - SDQ
2 stops20h 18mDelta
mar. 2/37:30 amSDQ - ANC
2 stops33h 58mDelta
Deal found 12/9$1,781
This American Airlines deal was found by Cheapflights users on 12/11. 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.
mar. 12/302:20 pmANC - STI
2 stops22h 07mMultiple Airlines
lun. 1/56:00 amSTI - ANC
2 stops23h 37mMultiple Airlines
Deal found 12/11$1,860

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 diciembre 12, 2025.

Round-trip from

$598
(United Airlines)

One-way from

$297
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$884
From Anchorage to Caribbean
Search Deals
One-way flight from Anchorage to Caribbean
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 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 diciembre 12, 2025.
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

sáb. 1/24

9:00 am-3:22 pm

2 stops26h 22m

Nassau Intl

sáb. 1/31

2:55 pm-11:15 pm

1 stop12h 20m

$598

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

dom. 3/8

9:10 pm-3:22 pm

1 stop14h 12m

Nassau Intl

dom. 3/15

3:35 pm-8:01 pm

1 stop32h 26m

$720

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

vie. 3/20

11:52 pm-1:33 pm

2 stops33h 41m

Nassau Intl

lun. 3/23

3:35 pm-8:01 pm

1 stop32h 26m

$760

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

jue. 3/5

6:00 am-5:00 am

2 stops18h 00m

San Juan Luis Munoz Marin Intl

mar. 3/10

6:33 am-12:03 am

2 stops21h 30m

$824

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

dom. 2/8

11:45 pm-6:25 pm

1 stop13h 40m

San Juan Luis Munoz Marin Intl

jue. 2/12

2:25 pm-11:08 pm

1 stop13h 43m

$824

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

dom. 2/8

11:45 pm-6:25 pm

1 stop13h 40m

San Juan Luis Munoz Marin Intl

vie. 2/13

2:25 pm-11:08 pm

1 stop13h 43m

$824

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

lun. 1/5

1:20 am-11:59 pm

2 stops17h 39m

San Juan Luis Munoz Marin Intl

mar. 1/13

3:20 pm-12:48 am

2 stops14h 28m

$844

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

sáb. 2/28

5:00 pm-1:36 pm

2 stops15h 36m

San Juan Luis Munoz Marin Intl

dom. 3/8

6:33 am-6:06 pm

1 stop16h 33m

$849

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

lun. 2/23

11:45 pm-10:22 pm

2 stops17h 37m

San Juan Luis Munoz Marin Intl

jue. 2/26

8:35 am-11:08 pm

2 stops19h 33m

$894

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

mié. 4/15

8:55 pm-2:27 pm

1 stop13h 32m

Punta Cana

lun. 4/20

1:50 pm-7:45 pm

1 stop33h 55m

$948

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

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, August is the cheapest month in which you can book a flight from Anchorage to Caribbean (average of $441). Flying from Anchorage to Caribbean 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 CB?

Find hourly flight availability from Anchorage to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 12, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 11% on flights from Anchorage to Caribbean by exploring options for tickets in the afternoon.

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 diciembre 12, 2025.
See what other customers who have flown with Alaska Airlines, 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.
Alaska Airlines
8.0
Very good
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,432 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,007 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,095 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
American Airlines
7.2
Good
11,050 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

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 17h 39m. Fly via United Airlines, American Airlines, or Delta to get the fastest option. The distance from Anchorage to Caribbean is about 4905 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 $425 and $426 on United Airlines and Delta, respectively.

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

    Most travelers choose Anchorage - Punta Cana, Anchorage - Santo Domingo Las Americas or Anchorage - San Juan Luis Munoz Marin 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, August is the cheapest month in which you can book a flight from Anchorage to Caribbean (average of $441). Flying from Anchorage to Caribbean 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.

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Top 4 airlines flying from Anchorage to Caribbean

Discover the top 4 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 diciembre 12, 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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