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Alaska

$345+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ANC
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$751
(American Airlines)

One-way from

$345
(Kiwi.com)
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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. 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 10/27:05 pmSJU - ANC
2 stops29h 43mAmerican Airlines
Mon 10/67:52 pmANC - SJU
1 stop14h 33mAmerican Airlines
Deal found 7/29$751
This Delta deal was found by Cheapflights users on 7/30. 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 10/21:32 pmSJU - ANC
2 stops16h 05mDelta
Sun 10/512:30 amANC - SJU
2 stops17h 29mDelta
Deal found 7/30$755
This United Airlines deal was found by Cheapflights users on 7/30. 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 10/11:05 amSJU - ANC
2 stops22h 52mUnited Airlines
Mon 10/611:49 pmANC - SJU
2 stops34h 55mUnited Airlines
Deal found 7/30$790
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/213:05 pmSJU - FAI
2 stops15h 40mAmerican Airlines
Wed 10/110:00 amFAI - SJU
2 stops24h 15mAmerican Airlines
Deal found 7/31$883
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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 10/23:05 pmSJU - FAI
2 stops25h 49mAlaska Airlines
Sun 10/52:00 amFAI - SJU
2 stops32h 25mAlaska Airlines
Deal found 7/29$939
This Delta deal was found by Cheapflights users on 7/30. 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 12/164:22 pmSDQ - ANC
2 stops25h 03mDelta
Sun 1/1112:40 amANC - SDQ
2 stops18h 19mDelta
Deal found 7/30$966
This Delta deal was found by Cheapflights users on 7/30. 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 9/209:00 amKIN - FAI
2 stops32h 08mDelta
Mon 9/221:50 amFAI - KIN
2 stops15h 10mDelta
Deal found 7/30$988
This Delta deal was found by Cheapflights users on 7/30. 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 10/246:00 amSTI - FAI
2 stops22h 50mDelta
Mon 10/271:53 amFAI - STI
2 stops30h 35mDelta
Deal found 7/30$990
This Delta deal was found by Cheapflights users on 7/30. 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 10/27:00 amSJU - FAI
2 stops21h 50mDelta
Sun 10/51:53 amFAI - SJU
2 stops16h 06mDelta
Deal found 7/30$1,032
This Alaska Airlines deal was found by Cheapflights users on 7/31. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/103:10 pmSJU - ANC
3 stops26h 12mAlaska Airlines
Fri 10/249:14 amANC - SJU
2 stops24h 54mAlaska Airlines
Deal found 7/31$1,041
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Wed 8/271:05 amSJU - FAI
3 stops22h 43mUnited Airlines
Thu 9/411:23 pmFAI - SJU
2 stops17h 15mUnited Airlines
Deal found 7/31$1,073
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Thu 8/76:00 amSJU - ANC
2 stops34h 16mMultiple Airlines
Sun 8/101:20 pmANC - SJU
3 stops32h 15mMultiple Airlines
Deal found 7/30$1,115

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 July 31, 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

Thu 10/2

7:05 pm-8:48 pm

2 stops29h 43m

Anchorage

Mon 10/6

7:52 pm-2:25 pm

1 stop14h 33m

$751

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Thu 10/2

1:32 pm-1:37 am

2 stops16h 05m

Anchorage

Sun 10/5

12:30 am-9:59 pm

2 stops17h 29m

$755

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Wed 10/1

1:05 am-7:57 pm

2 stops22h 52m

Anchorage

Mon 10/6

11:49 pm-2:44 pm

2 stops34h 55m

$790

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Sun 9/21

3:05 pm-2:45 am

2 stops15h 40m

Fairbanks

Wed 10/1

10:00 am-2:15 pm

2 stops24h 15m

$883

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Thu 10/2

3:05 pm-12:54 pm

2 stops25h 49m

Fairbanks

Sun 10/5

2:00 am-2:25 pm

2 stops32h 25m

$939

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

Tue 12/16

4:22 pm-12:25 pm

2 stops25h 03m

Anchorage

Sun 1/11

12:40 am-11:59 pm

2 stops18h 19m

$966

KingstonFairbanks

KIN - FAI

KINFAI

Kingston Norman Manley

Sat 9/20

9:00 am-2:08 pm

2 stops32h 08m

Fairbanks

Mon 9/22

1:50 am-8:00 pm

2 stops15h 10m

$988

Santiago de los CaballerosFairbanks

STI - FAI

STIFAI

Santiago de los Caballeros

Fri 10/24

6:00 am-12:50 am

2 stops22h 50m

Fairbanks

Mon 10/27

1:53 am-12:28 pm

2 stops30h 35m

$990

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

Thu 10/2

7:00 am-12:50 am

2 stops21h 50m

Fairbanks

Sun 10/5

1:53 am-9:59 pm

2 stops16h 06m

$1,032

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

Fri 10/10

3:10 pm-1:22 pm

3 stops26h 12m

Anchorage

Fri 10/24

9:14 am-2:08 pm

2 stops24h 54m

$1,041

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 19 results
1
2

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, 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 $645). 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 July 31, 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 July 31, 2025.
Read through reviews of airlines operating flights from Caribbean Islands to Alaska, such as Alaska Airlines, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Overall

8.0

Boarding

8.1

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave

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.

  • 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 $390. However, be on the lookout for offers from Delta and American Airlines, 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 $645). 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

Browse thousands of different options on Cheapflights for your next trip

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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 3 airlines flying from Caribbean Islands to Alaska

Discover the top 3 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$712Average$817FlexibilityNo cancel feeOn-time69%
DeltaCheapest$745Average$775FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$782Average$818FlexibilityNo cancel feeOn-time71%

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