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Alaska

$319+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ANC
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This eDestinos deal was found by Cheapflights users on 12/15. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:14 pmSJU - ANC
2 stops33h 45mMultiple Airlines
Sat 1/311:59 pmANC - SJU
2 stops45h 51mMultiple Airlines
Deal found 12/15$932
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/237:00 amSJU - ANC
2 stops17h 45mUnited Airlines
Sat 1/311:59 pmANC - SJU
1 stop13h 26mUnited Airlines
Deal found 12/15$999
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/262:25 pmSJU - ANC
1 stop13h 31mUnited Airlines
Sat 12/271:30 amANC - SJU
1 stop11h 55mUnited Airlines
Deal found 12/16$1,014
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/167:45 amSJU - ANC
2 stops20h 11mUnited Airlines
Wed 12/2411:59 pmANC - SJU
1 stop13h 26mUnited Airlines
Deal found 12/15$1,079
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Fri 12/192:25 pmSJU - ANC
1 stop15h 00mUnited Airlines
Mon 12/221:30 amANC - SJU
2 stops14h 56mUnited Airlines
Deal found 12/15$1,135
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Sat 12/207:00 amSJU - ANC
2 stops17h 45mUnited Airlines
Mon 12/2211:59 pmANC - SJU
2 stops25h 12mUnited Airlines
Deal found 12/16$1,300
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/206:00 amSDQ - ANC
2 stops18h 45mUnited Airlines
Sat 12/2711:59 pmANC - SDQ
2 stops18h 47mUnited Airlines
Deal found 12/17$1,507
This Delta deal was found by Cheapflights users on 12/17. 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 12/207:55 pmSDQ - ANC
2 stops23h 50mDelta
Sat 12/278:15 pmANC - SDQ
1 stop13h 17mDelta
Deal found 12/17$1,599
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Sat 12/276:00 amSDQ - ANC
2 stops18h 45mUnited Airlines
Thu 1/11:30 amANC - SDQ
2 stops17h 16mUnited Airlines
Deal found 12/15$1,602
This Delta deal was found by Cheapflights users on 12/15. 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 12/263:45 amSDQ - ANC
2 stops20h 04mDelta
Fri 1/28:15 pmANC - SDQ
1 stop13h 17mDelta
Deal found 12/15$1,998
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Sat 12/2012:30 pmSJU - FAI
2 stops17h 05mAmerican Airlines
Sun 12/285:45 amFAI - SJU
2 stops18h 49mAmerican Airlines
Deal found 12/17$2,013

Find 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 December 18, 2025.

Round-trip from

$765
(Delta)

One-way from

$319
(Alaska Airlines)
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 December 18, 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

Wed 2/4

7:00 am-6:56 pm

2 stops16h 56m

Anchorage

Wed 2/11

9:15 pm-3:18 pm

1 stop13h 03m

$879

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Wed 2/4

7:07 am-10:52 pm

2 stops20h 45m

Anchorage

Tue 2/10

1:10 am-10:22 pm

2 stops16h 12m

$885

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Thu 1/29

4:28 pm-11:56 pm

2 stops36h 28m

Fairbanks

Fri 1/30

2:10 am-10:26 pm

2 stops15h 16m

$895

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Thu 1/22

6:00 am-2:21 am

2 stops25h 21m

Anchorage

Mon 1/26

3:58 pm-10:26 pm

2 stops25h 28m

$903

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Thu 1/22

2:25 pm-11:15 pm

1 stop13h 50m

Anchorage

Mon 1/26

9:00 am-1:17 pm

2 stops23h 17m

$904

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Tue 12/23

5:14 pm-9:59 pm

2 stops33h 45m

Anchorage

Sat 1/3

11:59 pm-2:50 am

2 stops45h 51m

$932

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Wed 1/7

7:07 am-2:48 am

2 stops24h 41m

Fairbanks

Tue 1/20

2:10 am-10:26 pm

2 stops15h 16m

$985

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

Tue 3/24

6:00 am-7:06 pm

2 stops17h 06m

Anchorage

Thu 4/9

8:50 pm-7:45 pm

2 stops18h 55m

$993

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Tue 12/23

2:25 pm-12:25 am

1 stop15h 00m

Anchorage

Fri 1/2

1:30 am-6:25 pm

1 stop11h 55m

$999

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

Sat 1/24

6:00 am-11:15 pm

2 stops22h 15m

Anchorage

Tue 1/27

9:00 am-1:41 pm

2 stops23h 41m

$1,005

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 35 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 March is currently the most expensive (average of $966). 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 December 18, 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 December 18, 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
8,005 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Comfort

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 16h 56m. Delta provides one of the quickest options available for as low as $879. 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 $428. 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, 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 March is currently the most expensive (average of $966). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$478Average$867FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$744Average$996FlexibilityNo cancel feeOn-time69%

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