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Alaska

$352+ 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ANC
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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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 November 3, 2025.

This Delta deal was found by Cheapflights users on 11/1. 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 12/197:00 amSJU - ANC
2 stops20h 42mDelta
Mon 1/129:15 pmANC - SJU
1 stop13h 05mDelta
Deal found 11/1$744
This United Airlines deal was found by Cheapflights users on 11/1. 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 12/198:30 amSJU - ANC
2 stops19h 26mUnited Airlines
Mon 1/1211:45 pmANC - SJU
2 stops16h 41mUnited Airlines
Deal found 11/1$835
This eDestinos deal was found by Cheapflights users on 11/2. 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.
Wed 12/247:30 amSJU - FAI
2 stops24h 20mMultiple Airlines
Fri 1/22:35 amFAI - SJU
2 stops30h 35mMultiple Airlines
Deal found 11/2$844
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Mon 12/2212:30 pmSJU - FAI
2 stops17h 51mAmerican Airlines
Mon 1/122:10 amFAI - SJU
2 stops15h 16mAmerican Airlines
Deal found 11/3$860
This eDestinos deal was found by Cheapflights users on 11/1. 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 12/192:52 pmSJU - ANC
2 stops38h 52mMultiple Airlines
Sun 1/1112:49 amANC - SJU
3 stops33h 13mMultiple Airlines
Deal found 11/1$862
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/2412:30 pmSJU - FAI
2 stops17h 05mAmerican Airlines
Fri 1/25:45 amFAI - SJU
2 stops18h 15mAmerican Airlines
Deal found 11/2$905
This American Airlines deal was found by Cheapflights users on 11/2. 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 12/246:00 amSJU - FAI
2 stops23h 35mAmerican Airlines
Sat 1/35:45 amFAI - SJU
2 stops18h 49mAmerican Airlines
Deal found 11/2$947
This Delta deal was found by Cheapflights users on 11/2. 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 1/199:15 pmANC - SDQ
2 stops22h 17mDelta
Deal found 11/2$969
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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.
Thu 12/181:30 amSJU - ANC
2 stops21h 03mAlaska Airlines
Mon 1/1211:59 amANC - SJU
3 stops29h 27mAlaska Airlines
Deal found 11/1$1,005
This United Airlines deal was found by Cheapflights users on 11/2. 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 12/122:53 pmSDQ - ANC
3 stops37h 03mUnited Airlines
Mon 1/1911:45 pmANC - SDQ
2 stops19h 01mUnited Airlines
Deal found 11/2$1,019
This Delta deal was found by Cheapflights users on 10/31. 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 11/43:56 pmSDQ - ANC
2 stops23h 23mDelta
Sun 11/912:30 amANC - SDQ
2 stops20h 06mDelta
Deal found 10/31$1,028
This United Airlines deal was found by Cheapflights users on 10/31. 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 11/67:45 amSJU - ANC
2 stops20h 11mUnited Airlines
Sat 11/89:07 pmANC - SJU
1 stop13h 33mUnited Airlines
Deal found 10/31$1,049

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 November 3, 2025.

Round-trip from

$745
(Delta)

One-way from

$352
(Kiwi.com)
From Caribbean Islands to Alaska
Search Deals
One-way flight from Caribbean Islands to Alaska
Search Deals

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 November 3, 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

Fri 12/19

7:00 am-10:42 pm

2 stops20h 42m

Anchorage

Mon 1/12

9:15 pm-3:20 pm

1 stop13h 05m

$744

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Thu 4/9

3:25 pm-12:59 am

1 stop13h 34m

Anchorage

Mon 4/13

1:15 pm-4:15 pm

2 stops23h 00m

$745

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Sat 5/2

6:15 am-7:28 pm

1 stop17h 13m

Anchorage

Tue 5/5

1:30 am-11:43 pm

2 stops18h 13m

$765

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Wed 12/24

7:30 am-2:50 am

2 stops24h 20m

Fairbanks

Fri 1/2

2:35 am-2:10 pm

2 stops30h 35m

$844

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Mon 12/22

12:30 pm-1:21 am

2 stops17h 51m

Fairbanks

Mon 1/12

2:10 am-10:26 pm

2 stops15h 16m

$860

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Thu 12/25

7:00 am-1:15 am

2 stops23h 15m

Fairbanks

Fri 1/2

5:45 am-5:34 am

2 stops18h 49m

$905

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Wed 12/24

12:30 pm-12:35 am

2 stops17h 05m

Fairbanks

Fri 1/2

5:45 am-5:00 am

2 stops18h 15m

$905

AguadillaAnchorage

BQN - ANC

BQNANC

Aguadilla Borinquen

Wed 3/11

12:09 am-7:45 pm

2 stops23h 36m

Anchorage

Mon 3/16

11:55 pm-10:57 pm

3 stops19h 02m

$927

Simpson BayAnchorage

SXM - ANC

SXMANC

Simpson Bay Princess Juliana

Wed 4/15

3:35 pm-8:20 pm

2 stops32h 45m

Anchorage

Sun 4/19

1:15 pm-12:18 pm

2 stops19h 03m

$942

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Wed 12/24

6:00 am-12:35 am

2 stops23h 35m

Fairbanks

Sat 1/3

5:45 am-5:34 am

2 stops18h 49m

$947

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 40 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 month to book a flight from Caribbean Islands to Alaska?

Currently, February is the cheapest month in which you can book a flight from Caribbean Islands to Alaska (average of $187). Flying from Caribbean Islands to Alaska in January is currently the most expensive (average of $812). 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 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 November 3, 2025.

It’s typically best to fly out from Caribbean Islands to Alaska in the evening. Doing so could potentially save you 24% on the flight price compared to flying in the morning, which is usually more expensive.

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 November 3, 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
7.9
Good
8,002 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 17h 51m. Delta provides one of the quickest options available for as low as $860. There are 4827 mi between Caribbean Islands and Alaska. This flight may include one or multiple stops.

  • 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, February is the cheapest month in which you can book a flight from Caribbean Islands to Alaska (average of $187). Flying from Caribbean Islands to Alaska in January is currently the most expensive (average of $812). 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

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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$478Average$872FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$744Average$996FlexibilityNo cancel feeOn-time69%

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