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$237+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Round-trip from

$616
(Delta)

One-way from

$237
(Delta)

Popular in

December

Cheapest in

October

Average price

$1,066
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. 8% potential increase in price ($88 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($46 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 28, 2025.

This Delta deal was found by Cheapflights users on 3/26. 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.
Tue 10/145:15 pmANC - NAS
2 stops14h 45mDelta
Tue 10/282:36 pmNAS - ANC
2 stops14h 56mDelta
Deal found 3/26$588
This Delta deal was found by Cheapflights users on 3/25. 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.
Mon 4/211:26 amANC - SJU
2 stops18h 22mDelta
Tue 5/66:35 amSJU - ANC
2 stops21h 41mDelta
Deal found 3/25$744
This American Airlines deal was found by Cheapflights users on 3/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/248:52 pmANC - SJU
2 stops14h 08mAmerican Airlines
Sat 8/306:35 amSJU - ANC
2 stops20h 10mAmerican Airlines
Deal found 3/25$777
This Delta deal was found by Cheapflights users on 3/26. 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.
Wed 7/235:15 pmANC - STT
2 stops17h 46mDelta
Tue 7/291:21 pmSTT - ANC
2 stops16h 11mDelta
Deal found 3/26$804
This United Airlines deal was found by Cheapflights users on 3/25. 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.
Tue 4/228:30 pmANC - SJU
1 stop14h 14mUnited Airlines
Mon 5/51:05 amSJU - ANC
2 stops19h 39mUnited Airlines
Deal found 3/25$834
This American Airlines deal was found by Cheapflights users on 3/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/298:30 pmANC - SDQ
2 stops19h 52mAmerican Airlines
Thu 5/86:24 amSDQ - ANC
2 stops18h 23mAmerican Airlines
Deal found 3/26$868
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sat 4/128:30 pmANC - STI
2 stops13h 56mAmerican Airlines
Wed 5/73:50 pmSTI - ANC
2 stops32h 57mAmerican Airlines
Deal found 3/27$911
This United Airlines deal was found by Cheapflights users on 3/27. 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.
Sun 5/118:50 pmANC - NAS
2 stops15h 08mUnited Airlines
Sun 5/184:01 pmNAS - ANC
1 stop31h 39mUnited Airlines
Deal found 3/27$944
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/292:28 amANC - PUJ
2 stops37h 35mMultiple Airlines
Tue 8/55:54 pmPUJ - ANC
1 stop14h 43mMultiple Airlines
Deal found 3/27$1,001
This United Airlines deal was found by Cheapflights users on 3/27. 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.
Fri 5/304:00 pmANC - PUJ
2 stops16h 54mUnited Airlines
Tue 8/54:35 pmPUJ - ANC
2 stops34h 17mUnited Airlines
Deal found 3/27$1,002
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sat 4/128:30 pmANC - STI
2 stops13h 56mMultiple Airlines
Wed 5/73:50 pmSTI - ANC
3 stops25h 39mMultiple Airlines
Deal found 3/27$1,043
This United deal was found by Cheapflights users on 3/26. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/291:40 pmANC - SJU
2 stops18h 17mMultiple Airlines
Wed 6/111:05 amSJU - ANC
2 stops17h 53mMultiple Airlines
Deal found 3/26$1,056

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 March 28, 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

Sun 9/14

5:15 pm-11:47 am

2 stops14h 32m

Nassau Intl

Sun 9/21

1:19 pm-1:32 am

2 stops16h 13m

$616

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 4/21

1:26 am-11:48 pm

2 stops18h 22m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:35 am-12:16 am

2 stops21h 41m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 8/24

8:52 pm-3:00 pm

2 stops14h 08m

San Juan Luis Munoz Marin Intl

Sat 8/30

6:35 am-10:45 pm

2 stops20h 10m

$777

AnchorageSaint Thomas Island

ANC - STT

ANCSTT

Anchorage

Wed 7/23

5:15 pm-3:01 pm

2 stops17h 46m

Saint Thomas Island Cyril E King

Tue 7/29

1:21 pm-1:32 am

2 stops16h 11m

$804

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 4/22

8:30 pm-2:44 pm

1 stop14h 14m

San Juan Luis Munoz Marin Intl

Mon 5/5

1:05 am-4:44 pm

2 stops19h 39m

$834

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Tue 4/29

8:30 pm-8:22 pm

2 stops19h 52m

Santo Domingo Las Americas

Thu 5/8

6:24 am-8:47 pm

2 stops18h 23m

$868

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sat 4/12

8:30 pm-2:26 pm

2 stops13h 56m

Santiago de los Caballeros

Wed 5/7

3:50 pm-8:47 pm

2 stops32h 57m

$911

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 5/11

8:50 pm-3:58 pm

2 stops15h 08m

Nassau Intl

Sun 5/18

4:01 pm-7:40 pm

1 stop31h 39m

$944

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Thu 5/29

2:28 am-8:03 pm

2 stops37h 35m

Punta Cana

Tue 8/5

5:54 pm-4:37 am

1 stop14h 43m

$1,001

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Fri 5/30

4:00 pm-12:54 pm

2 stops16h 54m

Punta Cana

Tue 8/5

4:35 pm-10:52 pm

2 stops34h 17m

$1,002

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 37 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 December is currently the most expensive (average of $336). 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 March 28, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 March 28, 2025.
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,798 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,896 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,603 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Sun Country Air
6.9
Okay
348 reviews
Alaska Airlines
8.0
Very good
9,798 reviews

Crew

8.5

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $237. Users have also found prices from $258 and $282 on Alaska Airlines 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 - Santiago de los Caballeros 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 December is currently the most expensive (average of $336). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$649FlexibilityNo cancel feeOn-time75%
DeltaCheapest$500Average$1,021FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$587Average$1,054FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$732Average$969FlexibilityNo cancel feeOn-time69%
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