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$328+ Cheap flights from Caribbean Islands 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 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Alaska

Keep the following information in mind while searching for Caribbean Islands to Alaska flight deals. Data was last updated September 16, 2025.

Round-trip from

$654
(United Airlines)

One-way from

$328
(United Airlines)
From Caribbean Islands to Alaska
Search Deals
One-way flight from Caribbean Islands to Alaska
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Find flight deals from Caribbean Islands to Alaska

Cheapest flights from Caribbean Islands to Alaska
Explore the most affordable flight options available from Caribbean Islands to Alaska. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 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 9/15. 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.
Wed 10/152:00 pmSJU - ANC
1 stop12h 42mUnited Airlines
Wed 10/229:04 pmANC - SJU
1 stop13h 40mUnited Airlines
Deal found 9/15$744
This Delta deal was found by Cheapflights users on 9/15. 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 10/151:06 pmSJU - ANC
2 stops16h 53mDelta
Wed 10/222:10 pmANC - SJU
2 stops17h 46mDelta
Deal found 9/15$745
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 9/16. 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 10/103:56 pmSJU - ANC
1 stop32h 01mUnited Airlines
Sat 10/1811:49 pmANC - SJU
2 stops34h 55mUnited Airlines
Deal found 9/16$770
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 10/107:00 amSJU - ANC
2 stops19h 42mUnited Airlines
Fri 10/249:04 pmANC - SJU
2 stops22h 53mUnited Airlines
Deal found 9/14$775
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.
Fri 11/217:15 amSJU - ANC
1 stop17h 01mAmerican Airlines
Mon 11/248:21 pmANC - SJU
1 stop13h 39mAmerican Airlines
Deal found 9/14$824
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 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.
Thu 11/202:05 amSJU - ANC
2 stops22h 54mUnited Airlines
Mon 11/249:07 pmANC - SJU
1 stop13h 33mUnited Airlines
Deal found 9/14$828
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 9/15. 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 12/123:57 pmSDQ - ANC
2 stops25h 10mDelta
Sun 1/181:20 amANC - SDQ
2 stops17h 39mDelta
Deal found 9/15$969

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 16, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Alaska that are best for you.

Fly from

Caribbean Islands

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 11/21

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

Wed 10/15

2:00 pm-10:42 pm

1 stop12h 42m

Anchorage

Wed 10/22

9:04 pm-2:44 pm

1 stop13h 40m

$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

Wed 10/15

1:06 pm-1:59 am

2 stops16h 53m

Anchorage

Wed 10/22

2:10 pm-11:56 am

2 stops17h 46m

$745

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

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Fri 10/10

3:56 pm-7:57 pm

1 stop32h 01m

Anchorage

Sat 10/18

11:49 pm-2:44 pm

2 stops34h 55m

$770

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

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Thu 12/18

3:58 pm-2:50 am

2 stops15h 52m

Fairbanks

Fri 1/2

5:45 am-5:34 am

2 stops18h 49m

$885

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 33 results
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Best time to book a flight from Caribbean Islands to Alaska

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

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

Find hourly flight availability from Caribbean Islands 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 16, 2025.

When flying from Caribbean Islands 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 16, 2025.
Read through reviews of airlines operating flights from Caribbean Islands to Alaska, such as Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

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
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

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 Islands 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 Islands to Alaska?

    A quick flight from Caribbean Islands to Alaska can take about 15h 38m. United Airlines provides one of the quickest options available for as low as $745. There are 4905 mi between Caribbean Islands and Alaska. This flight may include one or multiple stops.

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $328. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Caribbean Islands to Alaska for a low price.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Alaska (average of $456). Flying from Caribbean Islands 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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Alternative routes for Caribbean Islands to Alaska

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Caribbean Islands to Alaska

Discover the top 2 airlines that operate flights from Caribbean Islands 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$478Average$872FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$744Average$862FlexibilityNo cancel feeOn-time69%

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