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$241+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Round-trip from

$598
(Delta)

One-way from

$241
(Sun Country Air)

Popular in

December

Cheapest in

April

Average price

$782
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 ($45 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 April 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 April 29, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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 9/145:15 pmANC - NAS
2 stops14h 32mDelta
Sun 9/211:19 pmNAS - ANC
2 stops16h 26mDelta
Deal found 4/29$598
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/171:20 pmANC - SJU
3 stops42h 11mMultiple Airlines
Sat 5/314:15 pmSJU - ANC
1 stop24h 03mMultiple Airlines
Deal found 4/29$608
This Delta deal was found by Cheapflights users on 4/29. 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 12/241:20 amANC - SJU
2 stops19h 48mDelta
Sat 1/171:03 pmSJU - ANC
2 stops17h 39mDelta
Deal found 4/29$844
This Delta deal was found by Cheapflights users on 4/29. 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 8/131:50 pmANC - SDQ
2 stops19h 34mDelta
Wed 8/206:05 amSDQ - ANC
2 stops17h 25mDelta
Deal found 4/29$878
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 7/119:47 pmANC - SDQ
2 stops19h 08mAmerican Airlines
Sat 8/27:00 amSDQ - ANC
2 stops19h 58mAmerican Airlines
Deal found 4/29$957
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/1711:59 pmANC - SJU
1 stop19h 55mUnited Airlines
Fri 5/301:05 amSJU - ANC
2 stops25h 47mUnited Airlines
Deal found 4/29$1,061
This United Airlines deal was found by Cheapflights users on 4/29. 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 9/148:16 pmANC - NAS
1 stop13h 15mUnited Airlines
Sun 9/212:33 pmNAS - ANC
2 stops26h 41mUnited Airlines
Deal found 4/29$1,077
This Delta deal was found by Cheapflights users on 4/29. 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 7/42:20 pmANC - PUJ
2 stops19h 04mDelta
Sun 7/131:06 pmPUJ - ANC
2 stops16h 45mDelta
Deal found 4/29$1,113
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 7/1012:34 amANC - SDQ
2 stops16h 21mMultiple Airlines
Sat 8/27:00 amSDQ - ANC
2 stops19h 58mMultiple Airlines
Deal found 4/29$1,197
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/111:55 amANC - SJU
2 stops17h 30mAmerican Airlines
Sat 6/288:00 amSJU - ANC
2 stops18h 38mAmerican Airlines
Deal found 4/29$1,204
This United Airlines deal was found by Cheapflights users on 4/29. 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 7/42:25 pmANC - PUJ
2 stops19h 04mUnited Airlines
Sun 7/131:50 pmPUJ - ANC
1 stop27h 27mUnited Airlines
Deal found 4/29$1,217
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 4/301:31 amANC - SJU
2 stops23h 29mAlaska Airlines
Mon 5/56:30 amSJU - ANC
2 stops24h 03mAlaska Airlines
Deal found 4/29$1,274

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 April 29, 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-1:45 am

2 stops16h 26m

$598

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 5/17

1:20 pm-11:31 am

3 stops42h 11m

San Juan Luis Munoz Marin Intl

Sat 5/31

4:15 pm-12:18 pm

1 stop24h 03m

$608

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Wed 8/13

1:50 pm-1:24 pm

2 stops19h 34m

Santo Domingo Las Americas

Wed 8/20

6:05 am-7:30 pm

2 stops17h 25m

$878

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 6/12

2:20 pm-1:25 pm

2 stops19h 05m

San Juan Luis Munoz Marin Intl

Sat 6/28

4:18 pm-1:07 am

1 stop12h 49m

$949

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Fri 7/11

9:47 pm-8:55 pm

2 stops19h 08m

Santo Domingo Las Americas

Sat 8/2

7:00 am-10:58 pm

2 stops19h 58m

$957

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 5/17

11:59 pm-11:54 pm

1 stop19h 55m

San Juan Luis Munoz Marin Intl

Fri 5/30

1:05 am-10:52 pm

2 stops25h 47m

$1,061

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

8:16 pm-1:31 pm

1 stop13h 15m

Nassau Intl

Sun 9/21

2:33 pm-1:14 pm

2 stops26h 41m

$1,077

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Fri 7/4

2:20 pm-1:24 pm

2 stops19h 04m

Punta Cana

Sun 7/13

1:06 pm-1:51 am

2 stops16h 45m

$1,113

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Thu 7/10

12:34 am-8:55 pm

2 stops16h 21m

Santo Domingo Las Americas

Sat 8/2

7:00 am-10:58 pm

2 stops19h 58m

$1,197

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 6/11

1:55 am-11:25 pm

2 stops17h 30m

San Juan Luis Munoz Marin Intl

Sat 6/28

8:00 am-10:38 pm

2 stops18h 38m

$1,204

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 25 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 April 29, 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 April 29, 2025.
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Sun Country Air
6.9
Okay
346 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Sun Country Air. According to our data, you can fly for as low as $241. Users have also found prices from $242 and $280 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 - Punta Cana 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.

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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$649FlexibilityNo cancel feeOn-time75%
DeltaCheapest$500Average$1,022FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$587Average$1,054FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$732Average$971FlexibilityNo cancel feeOn-time69%

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