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Caribbean

$363+ Cheap flights from Alaska 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Alaska to Caribbean

Keep the following information in mind while searching for Alaska to Caribbean flight deals. Data was last updated June 12, 2025.

Round-trip from

$744
(FlightHub)

One-way from

$363
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$1,112
From Alaska to Caribbean
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One-way flight from Alaska to Caribbean
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Highest demand for flights based on searches. 4% potential increase in price ($46 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 June 2025
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Find flight deals from Alaska to Caribbean

Cheapest flights from Alaska to Caribbean
Explore the most affordable flight options available from Alaska to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/144:45 pmANC - NAS
2 stops20h 45mAir Canada
Sun 9/216:30 pmNAS - ANC
2 stops25h 26mAir Canada
Deal found 6/10$744
This Delta deal was found by Cheapflights users on 6/10. 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 8/3012:42 amANC - SJU
2 stops17h 25mDelta
Sun 9/77:30 amSJU - ANC
1 stop15h 29mDelta
Deal found 6/10$764
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/11:20 pmANC - SJU
3 stops25h 59mMultiple Airlines
Sun 7/68:24 pmSJU - ANC
3 stops27h 24mMultiple Airlines
Deal found 6/10$808
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Thu 6/2611:59 pmANC - SJU
2 stops19h 58mUnited Airlines
Mon 6/301:40 pmSJU - ANC
1 stop12h 54mUnited Airlines
Deal found 6/11$820
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Sun 9/148:16 pmANC - NAS
1 stop13h 15mUnited Airlines
Sun 9/212:33 pmNAS - ANC
2 stops26h 41mUnited Airlines
Deal found 6/10$851
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Sun 8/107:46 pmANC - SDQ
2 stops15h 39mAmerican Airlines
Sun 9/77:00 amSDQ - ANC
2 stops16h 08mAmerican Airlines
Deal found 6/11$883
This Delta deal was found by Cheapflights users on 6/10. 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.
Fri 10/1012:40 amANC - STI
2 stops19h 04mDelta
Thu 11/206:45 amSTI - ANC
2 stops18h 04mDelta
Deal found 6/10$888
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/91:40 amFAI - SJU
2 stops14h 05mAmerican Airlines
Wed 12/249:30 amSJU - FAI
2 stops21h 20mAmerican Airlines
Deal found 6/9$905
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Thu 6/1911:15 pmFAI - SJU
2 stops17h 23mUnited Airlines
Wed 6/257:45 amSJU - FAI
2 stops15h 56mUnited Airlines
Deal found 6/10$925
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/211:30 pmANC - PUJ
3 stops43h 35mMultiple Airlines
Sun 8/101:00 pmPUJ - ANC
3 stops27h 28mMultiple Airlines
Deal found 6/10$927
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Fri 9/128:53 pmFAI - PUJ
1 stop13h 31mUnited Airlines
Mon 9/224:35 pmPUJ - FAI
2 stops31h 13mUnited Airlines
Deal found 6/11$954
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/114:45 pmANC - PUJ
2 stops18h 35mAir Canada
Sat 9/204:25 pmPUJ - ANC
2 stops27h 26mAir Canada
Deal found 6/11$959

Cheapflights Fare Finder

Customize your flight search to find flights from Alaska 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 June 12, 2025.
Use the filters below to find and compare flights from Alaska to Caribbean that are best for you.

Fly from

Alaska

Fly to

Caribbean

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

4:45 pm-5:30 pm

2 stops20h 45m

Nassau Intl

Sun 9/21

6:30 pm-3:56 pm

2 stops25h 26m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 8/30

12:42 am-10:07 pm

2 stops17h 25m

San Juan Luis Munoz Marin Intl

Sun 9/7

7:30 am-6:59 pm

1 stop15h 29m

$764

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 7/1

1:20 pm-7:19 pm

3 stops25h 59m

San Juan Luis Munoz Marin Intl

Sun 7/6

8:24 pm-7:48 pm

3 stops27h 24m

$808

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 6/26

11:59 pm-11:57 pm

2 stops19h 58m

San Juan Luis Munoz Marin Intl

Mon 6/30

1:40 pm-10:34 pm

1 stop12h 54m

$820

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

$851

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Sun 8/10

7:46 pm-3:25 pm

2 stops15h 39m

Santo Domingo Las Americas

Sun 9/7

7:00 am-7:08 pm

2 stops16h 08m

$883

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Fri 10/10

12:40 am-11:44 pm

2 stops19h 04m

Santiago de los Caballeros

Thu 11/20

6:45 am-7:49 pm

2 stops18h 04m

$888

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Thu 6/19

11:15 pm-8:38 pm

2 stops17h 23m

San Juan Luis Munoz Marin Intl

Wed 6/25

7:45 am-7:41 pm

2 stops15h 56m

$925

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Mon 7/21

1:30 pm-1:05 pm

3 stops43h 35m

Punta Cana

Sun 8/10

1:00 pm-12:28 pm

3 stops27h 28m

$927

FairbanksPunta Cana

FAI - PUJ

FAIPUJ

Fairbanks

Fri 9/12

8:53 pm-2:24 pm

1 stop13h 31m

Punta Cana

Mon 9/22

4:35 pm-7:48 pm

2 stops31h 13m

$954

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 38 results
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Best time to book a flight from Alaska to Caribbean

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

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

Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean (average of $254). Flying from Alaska 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 AK to CB?

Find hourly flight availability from Alaska 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 June 12, 2025.

When flying from Alaska 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 June 12, 2025.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Delta
8.0
Very good
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Air Canada
7.1
Good
9,537 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

Related info for your journey

Find useful and relevant information for your journey from Alaska to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $418. Users have also found prices from $431 and $470 on Delta and American Airlines, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Alaska 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 Alaska to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean (average of $254). Flying from Alaska 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 Alaska 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 Alaska to Caribbean

Discover the top 4 airlines that operate flights from Alaska 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$500Average$1,172FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$559Average$649FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$732Average$1,007FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$782Average$1,100FlexibilityNo cancel feeOn-time71%

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