What airlines fly to Caribbean Islands?

Delta, United Airlines and Alaska 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 65% 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.

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

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

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 December 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.

$237 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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Cheap round-trip flights

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9:00 am - 11:53 am

ANC

NAS

22h 53m2 stops

3:35 pm - 11:15 pm

NAS

ANC

35h 40m2 stops

$613United Airlines

Mon, Feb 2 - Fri, Feb 6

9:00 am - 1:33 pm

ANC

NAS

24h 33m2 stops

4:25 pm - 11:15 pm

NAS

ANC

34h 50m2 stops

$623United Airlines

Fri, Jan 16 - Fri, Jan 23

1:20 am - 11:45 pm

ANC

SJU

17h 25m2 stops

4:30 pm - 12:48 am

SJU

ANC

13h 18m1 stop

$764Delta

Mon, Jan 12 - Sun, Jan 18

1:15 pm - 1:05 pm

ANC

SJU

18h 50m2 stops

6:15 am - 7:01 pm

SJU

ANC

17h 46m1 stop

$784Delta

Sat, Feb 21 - Sat, Feb 28

8:50 pm - 4:05 pm

ANC

SJU

15h 15m2 stops

6:25 am - 6:35 pm

SJU

ANC

16h 10m2 stops

$824American Airlines

Wed, Apr 15 - Tue, Apr 21

2:10 am - 9:39 pm

ANC

SJU

14h 29m2 stops

7:07 am - 10:52 pm

SJU

ANC

20h 45m2 stops

$864American Airlines

Mon, Jan 12 - Sun, Jan 18

2:18 am - 2:39 pm

FAI

SJU

31h 21m2 stops

4:03 pm - 2:58 pm

SJU

FAI

27h 55m2 stops

$970Alaska Airlines

Sun, Feb 22 - Thu, Feb 26

2:18 am - 11:32 pm

FAI

SJU

40h 14m2 stops

4:03 pm - 2:58 pm

SJU

FAI

27h 55m2 stops

$983Alaska Airlines

Sun, Feb 22 - Thu, Feb 26

8:50 pm - 6:15 pm

ANC

KIN

18h 25m2 stops

7:30 am - 12:39 am

KIN

ANC

20h 09m2 stops

$1,291Multiple Airlines

Fri, Apr 17 - Fri, Apr 24

12:09 am - 11:59 pm

ANC

SDQ

18h 50m2 stops

3:00 pm - 10:38 am

SDQ

ANC

24h 38m2 stops

$1,790Multiple Airlines

Wed, Dec 17 - Tue, Feb 3

Alaska Airlines flights from Alaska to Caribbean Islands

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

Alaska Airlines

Feb 22

FAI2:18 amFairbanks

31h 21m

2 stops

SJU2:39 pmSan Juan Luis Munoz Marin Intl

Feb 26

SJU4:03 pmSan Juan Luis Munoz Marin Intl

27h 55m

2 stops

FAI2:58 pmFairbanks

$970

Find similar

Alaska Airlines

Feb 22

FAI2:18 amFairbanks

40h 14m

2 stops

SJU11:32 pmSan Juan Luis Munoz Marin Intl

Feb 26

SJU4:03 pmSan Juan Luis Munoz Marin Intl

27h 55m

2 stops

FAI2:58 pmFairbanks

$983

Find similar

Alaska Airlines

Apr 14

ANC2:30 amAnchorage

21h 30m

3 stops

SJU4:00 amSan Juan Luis Munoz Marin Intl

Apr 21

SJU6:59 amSan Juan Luis Munoz Marin Intl

19h 30m

2 stops

ANC10:29 pmAnchorage

$1,044

Find similar

United Airlines flights from Alaska to Caribbean Islands

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

United Airlines

Feb 2

ANC9:00 amAnchorage

22h 53m

2 stops

NAS11:53 amNassau Intl

Feb 6

NAS3:35 pmNassau Intl

35h 40m

2 stops

ANC11:15 pmAnchorage

$613

Find similar

United Airlines

Jan 16

ANC9:00 amAnchorage

24h 33m

2 stops

NAS1:33 pmNassau Intl

Jan 23

NAS4:25 pmNassau Intl

34h 50m

2 stops

ANC11:15 pmAnchorage

$623

Find similar

United Airlines

Mar 8

ANC9:10 pmAnchorage

14h 12m

1 stop

NAS3:22 pmNassau Intl

Mar 15

NAS3:35 pmNassau Intl

32h 26m

1 stop

ANC8:01 pmAnchorage

$720

Find similar

Fly from

Fly to

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 2/2

9:00 am-11:53 am

2 stops22h 53m

Nassau Intl

Fri 2/6

3:35 pm-11:15 pm

2 stops35h 40m

$613

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 1/16

9:00 am-1:33 pm

2 stops24h 33m

Nassau Intl

Fri 1/23

4:25 pm-11:15 pm

2 stops34h 50m

$623

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 1/12

1:20 am-11:45 pm

2 stops17h 25m

San Juan Luis Munoz Marin Intl

Sun 1/18

4:30 pm-12:48 am

1 stop13h 18m

$764

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 2/21

1:15 pm-1:05 pm

2 stops18h 50m

San Juan Luis Munoz Marin Intl

Sat 2/28

6:15 am-7:01 pm

1 stop17h 46m

$784

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 4/15

8:50 pm-4:05 pm

2 stops15h 15m

San Juan Luis Munoz Marin Intl

Tue 4/21

6:25 am-6:35 pm

2 stops16h 10m

$824

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 1/12

2:10 am-9:39 pm

2 stops14h 29m

San Juan Luis Munoz Marin Intl

Sun 1/18

7:07 am-10:52 pm

2 stops20h 45m

$864

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Sun 2/22

2:18 am-2:39 pm

2 stops31h 21m

San Juan Luis Munoz Marin Intl

Thu 2/26

4:03 pm-2:58 pm

2 stops27h 55m

$970

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Sun 2/22

2:18 am-11:32 pm

2 stops40h 14m

San Juan Luis Munoz Marin Intl

Thu 2/26

4:03 pm-2:58 pm

2 stops27h 55m

$983

AnchorageKingston

ANC - KIN

ANCKIN

Anchorage

Fri 4/17

8:50 pm-6:15 pm

2 stops18h 25m

Kingston Norman Manley

Fri 4/24

7:30 am-12:39 am

2 stops20h 09m

$1,291

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Wed 12/17

12:09 am-11:59 pm

2 stops18h 50m

Santo Domingo Las Americas

Tue 2/3

3:00 pm-10:38 am

2 stops24h 38m

$1,790

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 January is another great option to travel to Caribbean Islands, with average flight prices from Alaska averaging around $500.

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

Fastest flight time	12h 20m
Direct flights	None

The fastest flight from Alaska to Caribbean Islands takes 12h 20m

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 December 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 14.74% of all bookings. The subsequent popular models are Boeing 737-900 Passenger/BBJ3 (winglets) at 14.74%, Boeing 737-800 Passenger/BBJ2 (winglets) at 14.62%, and Boeing 737-700 at 14.42%.

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 8,011 reviews	Search Delta flights
Alaska Airlines	PriceFrom $559	Free Cancellation	Rating 8.0 11,402 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $596	Free Cancellation	Rating 7.4 9,066 reviews	Search United Airlines flights
American Airlines	PriceFrom $794	Free Cancellation	Rating 7.2 11,047 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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Sat 1/3

Sat 1/10

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Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

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Cheap flights from Alaska to Caribbean Islands from $237

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 3/8. 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

United Airlines flights from Alaska to Caribbean Islands

Our best United 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 January is another great option to travel to Caribbean Islands, with average flight prices from Alaska averaging around $500.

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?

United Airlines, American Airlines, and Delta 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

Fastest flight time

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