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$230+ 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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Anchorage to Caribbean

Keep the following information in mind while searching for Anchorage to Caribbean flight deals. Data was last updated September 11, 2025.

Round-trip from

$593
(American Airlines)

One-way from

$230
(Trip.com)

Popular in

December

Cheapest in

August

Average price

$917
From Anchorage to Caribbean
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One-way flight from Anchorage to Caribbean
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Highest demand for flights based on searches. 4% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/257:52 pmANC - NAS
2 stops17h 55mAmerican Airlines
Sat 11/17:45 amNAS - ANC
2 stops14h 59mAmerican Airlines
Deal found 9/10$593
This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 10/258:15 pmANC - NAS
1 stop13h 34mDelta
Sat 11/14:50 pmNAS - ANC
2 stops25h 25mDelta
Deal found 9/10$598
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/279:07 pmANC - SJU
1 stop18h 53mUnited Airlines
Fri 11/78:10 amSJU - ANC
1 stop16h 49mUnited Airlines
Deal found 9/9$742
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2311:49 pmANC - SJU
1 stop13h 41mUnited Airlines
Mon 10/277:10 amSJU - ANC
2 stops19h 46mUnited Airlines
Deal found 9/9$744
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 10/2212:30 amANC - SJU
2 stops19h 26mDelta
Fri 10/317:00 amSJU - ANC
2 stops22h 59mDelta
Deal found 9/9$764
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 10/2212:30 amANC - SJU
2 stops19h 26mDelta
Mon 10/272:22 pmSJU - ANC
2 stops15h 37mDelta
Deal found 9/11$784
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/239:04 pmANC - SJU
1 stop13h 40mUnited Airlines
Fri 10/317:10 amSJU - ANC
2 stops19h 46mUnited Airlines
Deal found 9/9$788
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/99:04 pmANC - SJU
1 stop13h 40mUnited Airlines
Thu 10/233:56 pmSJU - ANC
1 stop32h 01mUnited Airlines
Deal found 9/9$809
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Sat 10/411:49 pmANC - SJU
2 stops34h 55mUnited Airlines
Tue 10/71:05 amSJU - ANC
2 stops22h 52mUnited Airlines
Deal found 9/11$816
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/87:52 pmANC - NAS
2 stops20h 58mAmerican Airlines
Sun 10/127:45 amNAS - ANC
2 stops14h 59mAmerican Airlines
Deal found 9/10$833
This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 10/1112:30 amANC - STI
2 stops19h 54mDelta
Thu 11/206:35 amSTI - ANC
2 stops24h 23mDelta
Deal found 9/10$869
This Delta deal was found by Cheapflights users on 9/11. 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.
Sun 9/142:15 pmANC - NAS
2 stops17h 15mDelta
Sun 9/2112:55 pmNAS - ANC
2 stops16h 42mDelta
Deal found 9/11$878

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 September 11, 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

Sat 10/25

7:52 pm-5:47 pm

2 stops17h 55m

Nassau Intl

Sat 11/1

7:45 am-6:44 pm

2 stops14h 59m

$593

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sat 10/25

8:15 pm-1:49 pm

1 stop13h 34m

Nassau Intl

Sat 11/1

4:50 pm-2:15 pm

2 stops25h 25m

$598

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 3/8

8:55 pm-2:55 pm

1 stop14h 00m

Nassau Intl

Sun 3/15

3:35 pm-7:45 pm

1 stop32h 10m

$719

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 10/23

9:04 pm-2:44 pm

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Mon 10/27

1:25 pm-10:56 pm

1 stop13h 31m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 1/9

1:20 am-11:58 pm

2 stops17h 38m

San Juan Luis Munoz Marin Intl

Sat 1/17

4:25 pm-12:59 am

1 stop13h 34m

$784

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 10/23

2:10 pm-11:36 am

2 stops17h 26m

San Juan Luis Munoz Marin Intl

Mon 10/27

1:06 pm-1:59 am

2 stops16h 53m

$784

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 10/4

11:49 pm-2:44 pm

2 stops34h 55m

San Juan Luis Munoz Marin Intl

Wed 10/8

3:56 pm-7:57 pm

1 stop32h 01m

$788

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Wed 10/8

7:52 pm-8:50 pm

2 stops20h 58m

Nassau Intl

Sun 10/12

7:45 am-6:44 pm

2 stops14h 59m

$833

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sun 10/12

2:10 pm-12:03 pm

2 stops17h 53m

Santiago de los Caballeros

Thu 11/20

6:35 am-1:58 am

2 stops24h 23m

$869

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Mon 10/27

12:30 am-1:41 pm

2 stops33h 11m

Santo Domingo Las Americas

Fri 10/31

2:56 pm-10:19 am

2 stops23h 23m

$908

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 35 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, September is the cheapest month in which you can book a flight from Anchorage to Caribbean (average of $254). Flying from Anchorage to Caribbean in June is currently the most expensive (average of $339). 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 September 11, 2025.

When flying from Anchorage to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 11, 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
10,000 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,960 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,937 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Entertainment

7.0

Overall

8.0

Comfort

7.8

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 13h 34m. Fly via American Airlines, Delta, or United Airlines 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 United Airlines. According to our data, you can fly for as low as $370. Users have also found prices from $491 and $506 on Delta and American Airlines, respectively.

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

    Most travelers choose Anchorage - San Juan Luis Munoz Marin Intl, Anchorage - Punta Cana or Anchorage - Santo Domingo Las Americas 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, September is the cheapest month in which you can book a flight from Anchorage to Caribbean (average of $254). Flying from Anchorage to Caribbean in June is currently the most expensive (average of $339). 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 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$979FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$559Average$649FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$593Average$994FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$782Average$972FlexibilityNo cancel feeOn-time71%

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