What is the cheapest airline that flies from Alaska to Caribbean Islands?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Alaska to Caribbean Islands

What airlines fly to Caribbean Islands?

Delta, United Airlines and American Airlines are the top three most popular airlines that fly to Caribbean Islands from Alaska according to our data. Delta is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 4 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Alaska to Caribbean Islands?

Prices for flights from Alaska to Caribbean Islands are refreshed on a daily basis.

How many operators does momondo search for flights from Alaska to Caribbean Islands?

As of October 2025, there are 4 operators available to choose from for flights from Alaska to Caribbean Islands.

How old do you have to be to fly from Alaska to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Alaska to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$351 Cheap Flights from Alaska to Caribbean Islands in 2025/26

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Find the cheapest flights from Alaska to Caribbean Islands

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:05 am - 11:51 amANC-NAS

25h 46m2 stops

4:51 pm - 1:23 pmNAS-ANC

24h 32m2 stops

$586Delta

Find Deal

Fri, Nov 7 - Sat, Nov 15

9:00 am - 3:22 pmANC-NAS

26h 22m2 stops

3:35 pm - 7:45 pmNAS-ANC

32h 10m1 stop

$632United Airlines

Find Deal

Sun, Mar 1 - Tue, Mar 10

9:00 am - 3:22 pmANC-NAS

26h 22m2 stops

1:05 pm - 7:45 pmNAS-ANC

34h 40m2 stops

$643United Airlines

Find Deal

Sun, Mar 1 - Tue, Mar 10

12:38 am - 10:05 pmANC-SJU

16h 27m2 stops

1:30 am - 6:58 pmSJU-ANC

22h 28m1 stop

$849American Airlines

Find Deal

Fri, Dec 12 - Mon, Dec 22

4:10 pm - 2:20 pmFAI-SJU

18h 10m2 stops

7:15 am - 2:41 amSJU-FAI

24h 26m2 stops

$945American Airlines

Find Deal

Wed, Oct 29 - Thu, Nov 6

4:20 pm - 5:23 pmANC-SDQ

20h 03m2 stops

6:00 am - 6:58 pmSDQ-ANC

17h 58m2 stops

$1,131Multiple Airlines

Find Deal

Sat, Dec 13 - Tue, Dec 23

8:55 pm - 8:25 pmANC-PUJ

19h 30m2 stops

9:20 pm - 7:45 pmPUJ-ANC

26h 25m2 stops

$1,135Air Canada

Find Deal

Wed, Mar 25 - Fri, Apr 17

8:30 pm - 9:04 pmANC-STI

19h 34m2 stops

4:37 pm - 1:02 pmSTI-ANC

25h 25m2 stops

$1,156Multiple Airlines

Find Deal

Wed, Dec 24 - Sat, Jan 31

2:14 am - 2:20 pmFAI-SJU

32h 06m2 stops

3:43 pm - 9:58 pmSJU-FAI

35h 15m2 stops

$1,204Alaska Airlines

Find Deal

Tue, Oct 28 - Thu, Nov 6

4:10 pm - 3:01 pmFAI-SJU

17h 51m2 stops

3:43 pm - 12:55 pmSJU-FAI

26h 12m2 stops

$1,495Alaska Airlines

Find Deal

Wed, Nov 5 - Sun, Nov 9

Alaska Airlines flights from Alaska to Caribbean Islands

Our best Alaska Airlines deals on Alaska to Caribbean Islands flight tickets

Alaska Airlines

Oct 30

ANC10:55 amAnchorage

24h 45m

3 stops

SJU3:40 pmSan Juan Luis Munoz Marin Intl

Nov 11

SJU3:56 pmSan Juan Luis Munoz Marin Intl

23h 04m

2 stops

ANC10:00 amAnchorage

$1,149

Find similar

Alaska Airlines

Oct 28

FAI2:14 amFairbanks

32h 06m

2 stops

SJU2:20 pmSan Juan Luis Munoz Marin Intl

Nov 6

SJU3:43 pmSan Juan Luis Munoz Marin Intl

35h 15m

2 stops

FAI9:58 pmFairbanks

$1,204

Find similar

Alaska Airlines

Nov 5

FAI4:10 pmFairbanks

17h 51m

2 stops

SJU3:01 pmSan Juan Luis Munoz Marin Intl

Nov 9

SJU3:43 pmSan Juan Luis Munoz Marin Intl

26h 12m

2 stops

FAI12:55 pmFairbanks

$1,495

Find similar

American Airlines flights from Alaska to Caribbean Islands

Our best American Airlines deals on Alaska to Caribbean Islands flight tickets

American Airlines

Dec 12

ANC12:38 amAnchorage

16h 27m

2 stops

SJU10:05 pmSan Juan Luis Munoz Marin Intl

Dec 22

SJU1:30 amSan Juan Luis Munoz Marin Intl

22h 28m

1 stop

ANC6:58 pmAnchorage

$849

Find similar

American Airlines

Oct 29

FAI4:10 pmFairbanks

18h 10m

2 stops

SJU2:20 pmSan Juan Luis Munoz Marin Intl

Nov 6

SJU7:15 amSan Juan Luis Munoz Marin Intl

24h 26m

2 stops

FAI2:41 amFairbanks

$945

Find similar

American Airlines

Dec 7

ANC5:24 pmAnchorage

16h 38m

2 stops

SJU3:02 pmSan Juan Luis Munoz Marin Intl

Dec 26

SJU1:30 amSan Juan Luis Munoz Marin Intl

22h 28m

1 stop

ANC6:58 pmAnchorage

$949

Find similar

Fly from

Fly to

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 11/7

6:05 am-11:51 am

2 stops25h 46m

Nassau Intl

Sat 11/15

4:51 pm-1:23 pm

2 stops24h 32m

$586

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 3/1

9:00 am-3:22 pm

2 stops26h 22m

Nassau Intl

Tue 3/10

3:35 pm-7:45 pm

1 stop32h 10m

$632

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 3/1

9:00 am-3:22 pm

2 stops26h 22m

Nassau Intl

Tue 3/10

1:05 pm-7:45 pm

2 stops34h 40m

$643

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 12/12

12:38 am-10:05 pm

2 stops16h 27m

San Juan Luis Munoz Marin Intl

Mon 12/22

1:30 am-6:58 pm

1 stop22h 28m

$849

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Wed 10/29

4:10 pm-2:20 pm

2 stops18h 10m

San Juan Luis Munoz Marin Intl

Thu 11/6

7:15 am-2:41 am

2 stops24h 26m

$945

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Sat 12/13

4:20 pm-5:23 pm

2 stops20h 03m

Santo Domingo Las Americas

Tue 12/23

6:00 am-6:58 pm

2 stops17h 58m

$1,131

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Wed 3/25

8:55 pm-8:25 pm

2 stops19h 30m

Punta Cana

Fri 4/17

9:20 pm-7:45 pm

2 stops26h 25m

$1,135

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Wed 12/24

8:30 pm-9:04 pm

2 stops19h 34m

Santiago de los Caballeros

Sat 1/31

4:37 pm-1:02 pm

2 stops25h 25m

$1,156

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Tue 10/28

2:14 am-2:20 pm

2 stops32h 06m

San Juan Luis Munoz Marin Intl

Thu 11/6

3:43 pm-9:58 pm

2 stops35h 15m

$1,204

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Wed 11/5

4:10 pm-3:01 pm

2 stops17h 51m

San Juan Luis Munoz Marin Intl

Sun 11/9

3:43 pm-12:55 pm

2 stops26h 12m

$1,495

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Alaska to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of August is, on average, the cheapest month to fly to Caribbean Islands from Alaska, with most prices found around $441. The month of April is another great option to travel to Caribbean Islands, with average flight prices from Alaska averaging around $784.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Alaska to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $782. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $1,152. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Alaska to Caribbean Islands in the evening for as low as $1,008. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $1,242. Of course, these prices can vary depending on the time of year and what airport you fly to.

Can stopping save me money on Alaska to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Alaska to Caribbean Islands.

Cheap Alaska to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Alaska to Caribbean Islands

Direct flights	None

There are no direct flights from Alaska to Caribbean Islands. There are no popular flight routes from Alaska to Caribbean Islands.

Search flight deals

When did momondo last update prices for flights from Alaska to Caribbean Islands?
Prices for flights from Alaska to Caribbean Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Alaska to Caribbean Islands?
As of October 2025, there are 4 operators available to choose from for flights from Alaska to Caribbean Islands.
How old do you have to be to fly from Alaska to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Alaska to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Alaska to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Alaska to Caribbean Islands is Boeing 737 MAX 9, representing 16.57% of all bookings. The subsequent popular models are Boeing 737-900 Passenger/BBJ3 (winglets) at 14.58%, Boeing 737-800 Passenger/BBJ2 (winglets) at 12.67%, and Boeing 737-700 at 12.31%.

Best airlines flying from Alaska to Caribbean Islands

Compare and see reviews for airlines that fly from Alaska to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $292	Free Cancellation	Rating 7.9 7,980 reviews	Search Delta flights
Alaska Airlines	PriceFrom $559	Free Cancellation	Rating 8.0 11,102 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $593	Free Cancellation	Rating 7.4 8,982 reviews	Search United Airlines flights
American Airlines	PriceFrom $782	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Alaska to Caribbean Islands?

Finding the right flight to Caribbean Islands from Alaska is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean Islands quick and easy, saving you time and money.

Can I find flights from Alaska to Caribbean Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Caribbean Islands from Alaska which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Alaska to Caribbean Islands?

Once all potential Alaska to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Alaska to Caribbean Islands right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Alaska to Caribbean Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean Islands and let you know when they change.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Daily price changes in your inbox - only with Price Alerts.

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Sun 11/16

Sun 11/23

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Popular cities in Caribbean Islands

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Cheap flights from Alaska to Caribbean Islands from $351

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Alaska to Caribbean Islands departing on 1/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Alaska to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Alaska Airlines flights from Alaska to Caribbean Islands

Our best Alaska Airlines deals on Alaska to Caribbean Islands flight tickets

American Airlines flights from Alaska to Caribbean Islands

Our best American Airlines deals on Alaska to Caribbean Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Alaska to Caribbean Islands that are best for you.

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Alaska to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of August is, on average, the cheapest month to fly to Caribbean Islands from Alaska, with most prices found around $441. The month of April is another great option to travel to Caribbean Islands, with average flight prices from Alaska averaging around $784.

What is the cheapest day to depart on your flight to Caribbean Islands?

What is the cheapest time of day to depart on your flight to Caribbean Islands?

Can stopping save me money on Alaska to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Alaska to Caribbean Islands.

What is the cheapest airline that flies from Alaska to Caribbean Islands?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Alaska to Caribbean Islands

What airlines fly to Caribbean Islands?

Cheap Alaska to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Alaska to Caribbean Islands

Direct flights

When did momondo last update prices for flights from Alaska to Caribbean Islands?

How many operators does momondo search for flights from Alaska to Caribbean Islands?

How old do you have to be to fly from Alaska to Caribbean Islands?

What documentation or ID do you need to fly to Caribbean Islands?

What is the most popular plane model from Alaska to Caribbean Islands?

Best airlines flying from Alaska to Caribbean Islands

Compare and see reviews for airlines that fly from Alaska to Caribbean Islands with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Alaska to Caribbean Islands?

Can I find flights from Alaska to Caribbean Islands with flexible booking policies on momondo?

How can momondo help me find flights from Alaska to Caribbean Islands?

I’m not ready to book a flight from Alaska to Caribbean Islands right now. Can momondo alert me if prices change?

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo