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

Southwest, Delta, and United Airlines 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 January 2026, there are 2 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.

$325 Cheap Flights from Alaska to Caribbean Islands in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Alaska to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:45 pm - 6:25 pm

ANC

SJU

13h 40m

1 stop

8:05 am - 11:08 pm

SJU

ANC

20h 03m

2 stops

$765United Airlines

Mon, Feb 16 - Mon, Feb 23

9:04 pm - 2:57 pm

ANC

NAS

13h 53m

1 stop

3:59 pm - 7:55 pm

NAS

ANC

31h 56m

1 stop

$787United Airlines

Mon, Mar 30 - Wed, Apr 1

11:52 pm - 8:00 pm

ANC

SJU

16h 08m

2 stops

7:05 am - 8:01 pm

SJU

ANC

16h 56m

2 stops

$790United Airlines

Wed, Mar 18 - Mon, Mar 23

11:45 pm - 6:25 pm

ANC

SJU

13h 40m

1 stop

7:40 am - 7:46 pm

SJU

ANC

17h 06m

2 stops

$791United Airlines

Wed, Feb 25 - Wed, Mar 4

12:29 am - 8:34 pm

ANC

SJU

16h 05m

2 stops

6:33 am - 7:06 pm

SJU

ANC

16h 33m

1 stop

$845American Airlines

Wed, Mar 25 - Mon, Apr 6

12:29 am - 8:51 pm

ANC

SJU

16h 22m

2 stops

5:45 am - 6:50 pm

SJU

ANC

17h 05m

2 stops

$870American Airlines

Fri, Apr 17 - Sun, May 3

9:04 pm - 12:20 pm

ANC

NAS

35h 16m

2 stops

9:10 pm - 7:55 pm

NAS

ANC

26h 45m

2 stops

$1,053Air Canada

Mon, Mar 30 - Wed, Apr 1

9:04 pm - 12:20 pm

ANC

NAS

35h 16m

2 stops

9:10 pm - 7:55 pm

NAS

ANC

26h 45m

2 stops

$1,067Air Canada

Mon, Mar 30 - Wed, Apr 1

3:21 pm - 1:07 pm

ANC

NAS

17h 46m

2 stops

1:15 pm - 12:21 pm

NAS

ANC

27h 06m

2 stops

$1,106Delta

Thu, Mar 5 - Thu, Mar 12

1:15 pm - 1:36 pm

ANC

PUJ

19h 21m

2 stops

3:50 pm - 6:51 pm

PUJ

ANC

31h 01m

2 stops

$1,236Delta

Wed, Mar 4 - Mon, Mar 30

American Airlines flights from Alaska to Caribbean Islands

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

American Airlines

Mar 26

ANC10:26 amAnchorage

15h 02m

2 stops

SJU5:28 amSan Juan Luis Munoz Marin Intl

Apr 6

SJU11:30 amSan Juan Luis Munoz Marin Intl

17h 09m

2 stops

ANC12:39 amAnchorage

$845

American Airlines

Apr 17

ANC12:29 amAnchorage

16h 22m

2 stops

SJU8:51 pmSan Juan Luis Munoz Marin Intl

May 3

SJU5:45 amSan Juan Luis Munoz Marin Intl

17h 05m

2 stops

ANC6:50 pmAnchorage

$870

American Airlines

Feb 24

ANC6:09 pmAnchorage

16h 02m

2 stops

SJU3:11 pmSan Juan Luis Munoz Marin Intl

Mar 3

SJU7:33 amSan Juan Luis Munoz Marin Intl

17h 12m

2 stops

ANC7:45 pmAnchorage

$885

United Airlines flights from Alaska to Caribbean Islands

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

United Airlines

Feb 16

ANC11:45 pmAnchorage

16h 15m

2 stops

SJU9:00 pmSan Juan Luis Munoz Marin Intl

Feb 23

SJU8:05 amSan Juan Luis Munoz Marin Intl

20h 03m

2 stops

ANC11:08 pmAnchorage

$765

United Airlines

Mar 30

ANC9:04 pmAnchorage

13h 53m

1 stop

NAS2:57 pmNassau Intl

Apr 1

NAS3:59 pmNassau Intl

31h 56m

1 stop

ANC7:55 pmAnchorage

$787

United Airlines

Mar 18

ANC9:10 pmAnchorage

13h 30m

1 stop

SJU2:40 pmSan Juan Luis Munoz Marin Intl

Mar 23

SJU7:05 amSan Juan Luis Munoz Marin Intl

16h 56m

2 stops

ANC8:01 pmAnchorage

$790

Fly from

Fly to

Route

Depart

Return

Price

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 2/16

11:45 pm-6:25 pm

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Mon 2/23

8:05 am-11:08 pm

2 stops20h 03m

$765

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 3/30

9:04 pm-2:57 pm

1 stop13h 53m

Nassau Intl

Wed 4/1

3:59 pm-7:55 pm

1 stop31h 56m

$787

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 3/18

11:52 pm-8:00 pm

2 stops16h 08m

San Juan Luis Munoz Marin Intl

Mon 3/23

7:05 am-8:01 pm

2 stops16h 56m

$790

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 2/25

11:45 pm-6:25 pm

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:40 am-7:46 pm

2 stops17h 06m

$791

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 3/25

12:29 am-8:34 pm

2 stops16h 05m

San Juan Luis Munoz Marin Intl

Mon 4/6

6:33 am-7:06 pm

1 stop16h 33m

$845

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 4/17

12:29 am-8:51 pm

2 stops16h 22m

San Juan Luis Munoz Marin Intl

Sun 5/3

5:45 am-6:50 pm

2 stops17h 05m

$870

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 3/30

9:04 pm-12:20 pm

2 stops35h 16m

Nassau Intl

Wed 4/1

9:10 pm-7:55 pm

2 stops26h 45m

$1,053

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 3/30

9:04 pm-12:20 pm

2 stops35h 16m

Nassau Intl

Wed 4/1

9:10 pm-7:55 pm

2 stops26h 45m

$1,067

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Thu 3/5

3:21 pm-1:07 pm

2 stops17h 46m

Nassau Intl

Thu 3/12

1:15 pm-12:21 pm

2 stops27h 06m

$1,106

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Wed 3/4

1:15 pm-1:36 pm

2 stops19h 21m

Punta Cana

Mon 3/30

3:50 pm-6:51 pm

2 stops31h 01m

$1,236

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

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	13h 23m
Direct flights	None

The fastest flight from Alaska to Caribbean Islands takes 13h 23m

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 January 2026, there are 2 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 737-800 Passenger/BBJ2 (winglets), representing 16.39% of all bookings. The subsequent popular models are Boeing 737-700 at 14.41%, Boeing 737 MAX 9 at 12.43%, and Boeing 737 MAX 8 at 11.91%.

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 $268	Free Cancellation	Rating 7.9 8,080 reviews		Search Delta flights
United Airlines	PriceFrom $448	Free Cancellation	Rating 7.4 9,183 reviews		Search United 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

Find my bookings

Get notified when prices go down

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

1 adult

Wed 2/18

Wed 2/25

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Caribbean Islands

Popular cities in Caribbean Islands

Flights to New Yorkfrom $49

Flights to Londonfrom $327

Flights to Bangkokfrom $473

Flights to Tokyofrom $376

Flights to Los Angelesfrom $46

Flights to Parisfrom $355

Flights to Copenhagenfrom $366

Flights to Istanbulfrom $408

Flights to Manilafrom $542

Flights to Romefrom $329

Flights to Miamifrom $34

Flights to Chicagofrom $50

Cheap flights from Alaska to Caribbean Islands from $325

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 2/22. 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

American Airlines flights from Alaska to Caribbean Islands

Our best American 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

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?

Southwest, Delta, and United Airlines are the most popular carriers operating from 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

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