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Alaska

$328+ Cheap flights from Caribbean to Alaska

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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ANC
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Caribbean to Alaska

Keep the following information in mind while searching for Caribbean to Alaska flight deals. Data was last updated September 15, 2025.

Round-trip from

$654
(United Airlines)

One-way from

$328
(United Airlines)

Popular in

January

Cheapest in

September

Average price

$744
From Caribbean to Alaska
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One-way flight from Caribbean to Alaska
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Highest demand for flights based on searches. 14% potential increase in price ($148 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($41 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 Caribbean to Alaska

Cheapest flights from Caribbean to Alaska
Explore the most affordable flight options available from Caribbean to Alaska. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This United Airlines deal was found by Cheapflights users on 9/14. 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 11/38:10 amSJU - ANC
1 stop16h 49mUnited Airlines
Sun 11/99:07 pmANC - SJU
1 stop18h 53mUnited Airlines
Deal found 9/14$654
This United Airlines deal was found by Cheapflights users on 9/13. 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 11/148:10 amSJU - ANC
2 stops19h 46mUnited Airlines
Mon 11/179:07 pmANC - SJU
2 stops20h 15mUnited Airlines
Deal found 9/13$655
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/218:30 amSJU - ANC
2 stops16h 29mUnited Airlines
Mon 11/2411:59 pmANC - SJU
1 stop13h 26mUnited Airlines
Deal found 9/14$744
This United Airlines deal was found by Cheapflights users on 9/12. 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 10/107:00 amSJU - ANC
2 stops19h 42mUnited Airlines
Fri 10/249:04 pmANC - SJU
2 stops22h 53mUnited Airlines
Deal found 9/12$745
This United Airlines deal was found by Cheapflights users on 9/12. 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 10/102:00 pmSJU - ANC
1 stop12h 42mUnited Airlines
Sat 10/1811:49 pmANC - SJU
2 stops34h 55mUnited Airlines
Deal found 9/12$757
This eDestinos deal was found by Cheapflights users on 9/13. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/103:14 pmSJU - ANC
2 stops25h 04mMultiple Airlines
Sat 10/181:59 pmANC - SJU
2 stops21h 25mMultiple Airlines
Deal found 9/13$764
This Delta deal was found by Cheapflights users on 9/14. 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 11/37:00 amSJU - ANC
2 stops20h 43mDelta
Sun 11/92:20 pmANC - SJU
2 stops17h 26mDelta
Deal found 9/14$765
This United Airlines deal was found by Cheapflights users on 9/13. 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 12/227:00 amSJU - ANC
2 stops17h 45mUnited Airlines
Fri 1/211:59 pmANC - SJU
1 stop13h 26mUnited Airlines
Deal found 9/13$789
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/38:20 amSJU - FAI
2 stops21h 19mAmerican Airlines
Sun 12/78:00 amFAI - SJU
2 stops16h 29mAmerican Airlines
Deal found 9/13$825
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/183:58 pmSJU - FAI
2 stops15h 52mAmerican Airlines
Fri 1/25:45 amFAI - SJU
2 stops18h 49mAmerican Airlines
Deal found 9/14$885
This Delta deal was found by Cheapflights users on 9/14. 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.
Thu 12/187:00 amSJU - FAI
2 stops22h 18mDelta
Thu 1/11:50 amFAI - SJU
2 stops14h 20mDelta
Deal found 9/14$966
This Delta deal was found by Cheapflights users on 9/13. 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 12/126:35 amSDQ - ANC
2 stops24h 18mDelta
Mon 1/199:55 pmANC - SDQ
2 stops21h 04mDelta
Deal found 9/13$969

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Alaska 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 15, 2025.
Use the filters below to find and compare flights from Caribbean to Alaska that are best for you.

Fly from

Caribbean

Fly to

Alaska

Route

Depart

Return

Price

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Mon 11/3

8:10 am-7:59 pm

1 stop16h 49m

Anchorage

Sun 11/9

9:07 pm-9:00 pm

1 stop18h 53m

$654

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Fri 11/14

8:10 am-10:56 pm

2 stops19h 46m

Anchorage

Mon 11/17

9:07 pm-9:00 pm

1 stop18h 53m

$654

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Fri 11/21

8:30 am-7:59 pm

2 stops16h 29m

Anchorage

Mon 11/24

11:59 pm-6:25 pm

1 stop13h 26m

$744

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Fri 11/21

3:20 pm-1:58 am

2 stops15h 38m

Anchorage

Mon 11/24

2:20 pm-2:10 pm

2 stops18h 50m

$745

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Fri 11/14

3:20 pm-1:58 am

2 stops15h 38m

Anchorage

Sun 11/16

12:30 am-11:13 pm

2 stops17h 43m

$745

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Fri 10/10

7:00 am-10:42 pm

2 stops19h 42m

Anchorage

Fri 10/24

9:04 pm-11:57 pm

2 stops22h 53m

$745

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Fri 10/10

2:00 pm-10:42 pm

1 stop12h 42m

Anchorage

Sat 10/18

11:49 pm-2:44 pm

2 stops34h 55m

$757

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Mon 11/3

7:00 am-10:43 pm

2 stops20h 43m

Anchorage

Sun 11/9

2:20 pm-12:46 pm

2 stops17h 26m

$765

AguadillaAnchorage

BQN - ANC

BQNANC

Aguadilla Borinquen

Wed 3/11

12:09 am-7:45 pm

2 stops23h 36m

Anchorage

Mon 3/16

8:55 pm-11:57 pm

2 stops23h 02m

$819

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Wed 12/3

8:20 am-12:39 am

2 stops21h 19m

Fairbanks

Sun 12/7

8:00 am-5:29 am

2 stops16h 29m

$825

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 35 results
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Best time to book a flight from Caribbean to Alaska

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

What is the cheapest time of day to fly from CB to AK?

Find hourly flight availability from Caribbean to Alaska. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Caribbean to Alaska, 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 Alaska

Get insights into the airlines that provide service to Alaska. 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 Alaska. Reviews last updated September 15, 2025.
Get a feel of what it's like to fly with Delta and United Airlines from Caribbean to Alaska by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,956 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
United Airlines
7.4
Good
8,931 reviews
Delta
8.0
Very good
7,956 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

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

  • How long is the flight from Caribbean to Alaska?

    Airlines like United Airlines, American Airlines, and Delta fly from Caribbean to Alaska in about 16h 49m. The time it takes to get you to your destination can typically vary by up to 5h 29m. Caribbean and Alaska are separated by a distance of 4905 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Alaska (average of $456). Flying from Caribbean to Alaska in July is currently the most expensive (average of $642). 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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Top 3 airlines flying from Caribbean to Alaska

Discover the top 3 airlines that operate flights from Caribbean to Alaska. 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 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$478Average$872FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$744Average$862FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$782Average$818FlexibilityNo cancel feeOn-time71%

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