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Alaska

$400+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — ANC
nov 28 — dez 51
sex 11/28
sex 12/5
1 adult, Economy
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Find cheap flights from Caribbean to Alaska with Cheapflights

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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 outubro 29, 2025.

Round-trip from

$745
(Delta)

One-way from

$400
(United Airlines)

Popular in

January

Cheapest in

September

Average price

$784
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 ($154 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($53 potential savings vs. average RT price).
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Average for round-trip flights in October 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 outubro 29, 2025.

This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 11/193:20 pmSJU - ANC
2 stops15h 37mDelta
ter 12/21:10 pmANC - SJU
2 stops18h 48mDelta
Deal found 10/29$835
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 11/197:15 amSJU - ANC
2 stops20h 34mDelta
qui 11/272:25 pmANC - SJU
2 stops17h 31mDelta
Deal found 10/29$855
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 11/182:05 amSJU - ANC
2 stops22h 54mUnited Airlines
seg 12/19:07 pmANC - SJU
1 stop13h 33mUnited Airlines
Deal found 10/29$877
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 11/182:05 amSJU - ANC
2 stops22h 54mUnited Airlines
dom 11/3011:59 pmANC - SJU
2 stops16h 01mUnited Airlines
Deal found 10/29$879
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 11/194:52 pmSJU - ANC
1 stop32h 07mUnited Airlines
qui 11/2711:59 pmANC - SJU
1 stop13h 26mUnited Airlines
Deal found 10/29$889
This American Airlines deal was found by Cheapflights users on 10/29. 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.
qua 11/197:15 amSJU - ANC
1 stop17h 00mAmerican Airlines
dom 11/308:21 pmANC - SJU
1 stop13h 39mAmerican Airlines
Deal found 10/29$899
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 11/182:05 amSJU - ANC
2 stops22h 54mUnited Airlines
sex 11/289:07 pmANC - SJU
1 stop13h 33mUnited Airlines
Deal found 10/29$917
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 11/182:05 amSJU - ANC
2 stops22h 54mUnited Airlines
ter 12/211:59 pmANC - SJU
1 stop13h 26mUnited Airlines
Deal found 10/29$922
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 11/182:05 amSJU - ANC
2 stops22h 54mUnited Airlines
qua 12/311:59 pmANC - SJU
2 stops17h 23mUnited Airlines
Deal found 10/29$924
This Delta deal was found by Cheapflights users on 10/27. 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.
sex 12/126:35 amSDQ - ANC
2 stops23h 22mDelta
seg 1/191:15 pmANC - SDQ
2 stops24h 59mDelta
Deal found 10/27$969
This United Airlines deal was found by Cheapflights users on 10/27. 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.
sex 12/122:53 pmSDQ - ANC
3 stops37h 03mUnited Airlines
seg 1/1911:45 pmANC - SDQ
2 stops19h 01mUnited Airlines
Deal found 10/27$1,019
This Delta deal was found by Cheapflights users on 10/28. 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.
ter 11/47:05 amSDQ - ANC
2 stops23h 54mDelta
seg 11/109:45 pmANC - SDQ
2 stops16h 23mDelta
Deal found 10/28$1,028

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 outubro 29, 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

qui 4/9

3:25 pm-12:59 am

1 stop13h 34m

Anchorage

seg 4/13

3:50 pm-12:50 pm

2 stops17h 00m

$745

San JuanAnchorage

SJU - ANC

SJUANC

San Juan Luis Munoz Marin Intl

qui 1/15

4:30 pm-12:50 am

1 stop13h 20m

Anchorage

sex 1/23

9:15 pm-4:19 pm

1 stop14h 04m

$764

AguadillaAnchorage

BQN - ANC

BQNANC

Aguadilla Borinquen

qua 3/11

12:09 am-7:45 pm

2 stops23h 36m

Anchorage

seg 3/16

11:55 pm-10:57 pm

2 stops19h 02m

$838

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

qui 3/5

12:32 pm-1:50 am

2 stops18h 18m

Fairbanks

qua 3/11

10:00 am-3:55 am

2 stops13h 55m

$905

Simpson BayAnchorage

SXM - ANC

SXMANC

Simpson Bay Princess Juliana

qua 4/15

1:50 pm-2:44 pm

2 stops28h 54m

Anchorage

dom 4/19

6:10 am-12:18 pm

2 stops26h 08m

$942

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

sex 12/12

6:35 am-1:53 am

2 stops24h 18m

Anchorage

seg 1/19

1:15 pm-1:08 pm

2 stops18h 53m

$969

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

sex 12/12

2:53 pm-10:56 pm

3 stops37h 03m

Anchorage

seg 1/19

9:00 am-1:41 pm

2 stops23h 41m

$1,019

Santo DomingoAnchorage

SDQ - ANC

SDQANC

Santo Domingo Las Americas

sáb 12/20

6:00 am-6:58 pm

2 stops17h 58m

Anchorage

sáb 12/27

8:30 pm-5:51 pm

2 stops16h 21m

$1,092

Port of SpainAnchorage

POS - ANC

POSANC

Port of Spain Piarco Intl

qua 4/15

12:30 am-10:39 pm

2 stops50h 09m

Anchorage

seg 4/20

8:55 pm-11:23 pm

2 stops22h 28m

$1,144

San JuanFairbanks

SJU - FAI

SJUFAI

San Juan Luis Munoz Marin Intl

qui 11/13

7:15 am-2:41 am

2 stops24h 26m

Fairbanks

seg 11/17

5:55 am-1:43 pm

2 stops26h 48m

$1,205

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 29 results
1
2
3

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 month to book a flight from Caribbean to Alaska?

Currently, February is the cheapest month in which you can book a flight from Caribbean to Alaska (average of $187). Flying from Caribbean to Alaska in January is currently the most expensive (average of $1,120). 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 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 outubro 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Caribbean to Alaska in the evening. If you’re flexible enough to do this you can expect to save up to 24% on your trip compared to booking a flight in the morning.

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 outubro 29, 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
7.9
Good
7,992 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
Delta
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
United Airlines
7.4
Good
8,999 reviews
Delta
7.9
Good
7,992 reviews

Entertainment

7.9

Boarding

8.2

Food

7.3

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!

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 Delta, United Airlines, and American Airlines fly from Caribbean to Alaska in about 13h 34m. The time it takes to get you to your destination can typically vary by up to 10h 02m. 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.

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

    The cheapest airlines for a one-way flight from Caribbean to Alaska are United Airlines ($400), Delta ($433), and American Airlines ($463).

  • 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, February is the cheapest month in which you can book a flight from Caribbean to Alaska (average of $187). Flying from Caribbean to Alaska in January is currently the most expensive (average of $1,120). 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 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 to Alaska

Discover the top 2 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 outubro 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$478Average$872FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$744Average$996FlexibilityNo cancel feeOn-time69%

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