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

United Airlines, Delta, and Alaska 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 48% 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 August 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.

$300 Cheap Flights from Alaska to Caribbean Islands in 2025

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

5:15 pm - 1:49 pmANC-NAS

16h 34m2 stops

12:55 pm - 1:37 amNAS-ANC

16h 42m2 stops

$588Delta

Find Deal

Sun, Sep 14 - Sun, Sep 21

5:15 pm - 1:49 pmANC-NAS

16h 34m2 stops

12:55 pm - 1:37 amNAS-ANC

16h 42m2 stops

$612Delta

Find Deal

Sun, Sep 14 - Sun, Sep 21

9:04 pm - 11:57 pmANC-SJU

22h 53m2 stops

1:25 pm - 7:59 pmSJU-ANC

34h 34m3 stops

$675United Airlines

Find Deal

Thu, Oct 23 - Fri, Oct 31

9:04 pm - 11:57 pmANC-SJU

22h 53m2 stops

1:05 am - 7:59 pmSJU-ANC

22h 54m2 stops

$690United Airlines

Find Deal

Thu, Oct 23 - Thu, Oct 30

7:52 pm - 2:25 pmANC-SJU

14h 33m1 stop

7:05 am - 6:44 pmSJU-ANC

15h 39m2 stops

$824American Airlines

Find Deal

Thu, Oct 23 - Fri, Oct 31

5:47 pm - 2:25 pmANC-SJU

16h 38m2 stops

3:10 pm - 4:35 pmSJU-ANC

29h 25m3 stops

$1,040Alaska Airlines

Find Deal

Thu, Oct 23 - Mon, Oct 27

5:47 pm - 2:08 pmANC-SJU

16h 21m2 stops

3:10 pm - 5:22 pmSJU-ANC

30h 12m3 stops

$1,049Alaska Airlines

Find Deal

Thu, Oct 23 - Mon, Oct 27

8:35 pm - 5:10 pmANC-SJU

15h 35m2 stops

1:30 am - 5:03 pmSJU-ANC

20h 33m2 stops

$1,169American Airlines

Find Deal

Sat, Dec 27 - Mon, Jan 5

8:35 pm - 5:30 pmANC-STI

15h 55m2 stops

4:35 pm - 1:45 pmSTI-ANC

26h 10m2 stops

$1,456

Find Deal

Sat, Dec 20 - Fri, Jan 23

8:35 pm - 5:09 pmANC-KIN

16h 34m2 stops

8:25 am - 12:37 amKIN-ANC

20h 12m2 stops

$1,826

Find Deal

Sat, Dec 27 - Sat, Jan 3

Delta flights from Alaska to Caribbean Islands

Our best Delta deals on Alaska to Caribbean Islands flight tickets

Delta

Sep 14

ANC5:15 pmAnchorage

16h 34m

2 stops

NAS1:49 pmNassau Intl

Sep 21

NAS12:55 pmNassau Intl

16h 42m

2 stops

ANC1:37 amAnchorage

$588

Find similar

Delta

Sep 14

ANC5:15 pmAnchorage

16h 34m

2 stops

NAS1:49 pmNassau Intl

Sep 21

NAS12:55 pmNassau Intl

16h 42m

2 stops

ANC1:37 amAnchorage

$612

Find similar

Delta

Feb 2

ANC1:15 pmAnchorage

20h 01m

2 stops

SJU2:16 pmSan Juan Luis Munoz Marin Intl

Feb 26

SJU7:00 amSan Juan Luis Munoz Marin Intl

18h 30m

2 stops

ANC8:30 pmAnchorage

$744

Find similar

American Airlines flights from Alaska to Caribbean Islands

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

American Airlines

Oct 23

ANC7:52 pmAnchorage

14h 33m

1 stop

SJU2:25 pmSan Juan Luis Munoz Marin Intl

Oct 31

SJU7:05 amSan Juan Luis Munoz Marin Intl

15h 39m

2 stops

ANC6:44 pmAnchorage

$824

Find similar

American Airlines

Dec 27

ANC8:35 pmAnchorage

15h 35m

2 stops

SJU5:10 pmSan Juan Luis Munoz Marin Intl

Jan 5

SJU1:30 amSan Juan Luis Munoz Marin Intl

20h 33m

2 stops

ANC5:03 pmAnchorage

$1,169

Find similar

Fly from

Fly to

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

5:15 pm-1:49 pm

2 stops16h 34m

Nassau Intl

Sun 9/21

12:55 pm-1:37 am

2 stops16h 42m

$588

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

5:15 pm-1:49 pm

2 stops16h 34m

Nassau Intl

Sun 9/21

12:55 pm-1:37 am

2 stops16h 42m

$612

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 10/23

9:04 pm-11:57 pm

2 stops22h 53m

San Juan Luis Munoz Marin Intl

Fri 10/31

1:25 pm-7:59 pm

3 stops34h 34m

$675

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 10/23

9:04 pm-11:57 pm

2 stops22h 53m

San Juan Luis Munoz Marin Intl

Thu 10/30

1:05 am-7:59 pm

2 stops22h 54m

$690

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 10/23

7:52 pm-2:25 pm

1 stop14h 33m

San Juan Luis Munoz Marin Intl

Fri 10/31

7:05 am-6:44 pm

2 stops15h 39m

$824

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 10/23

5:47 pm-2:25 pm

2 stops16h 38m

San Juan Luis Munoz Marin Intl

Mon 10/27

3:10 pm-4:35 pm

3 stops29h 25m

$1,040

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 10/23

5:47 pm-2:08 pm

2 stops16h 21m

San Juan Luis Munoz Marin Intl

Mon 10/27

3:10 pm-5:22 pm

3 stops30h 12m

$1,049

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 12/27

8:35 pm-5:10 pm

2 stops15h 35m

San Juan Luis Munoz Marin Intl

Mon 1/5

1:30 am-5:03 pm

2 stops20h 33m

$1,169

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sat 12/20

8:35 pm-5:30 pm

2 stops15h 55m

Santiago de los Caballeros

Fri 1/23

4:35 pm-1:45 pm

2 stops26h 10m

$1,456

AnchorageKingston

ANC - KIN

ANCKIN

Anchorage

Sat 12/27

8:35 pm-5:09 pm

2 stops16h 34m

Kingston Norman Manley

Sat 1/3

8:25 am-12:37 am

2 stops20h 12m

$1,826

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 $717. 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

Best Price Found	$300
Fastest flight time	11h 48m
Direct flights	None
Airports in Caribbean Islands	7 airports

The best one-way flight to Caribbean Islands from Alaska in the past 72 hours is $300. The best round-trip flight deal from Alaska to Caribbean Islands found on momondo in the last 72 hours is $588.

The fastest flight from Alaska to Caribbean Islands takes 11h 48m

There are no direct flights from Alaska to Caribbean Islands. Popular non-direct routes for this connection are Anchorage Airport - Santo Domingo Las Americas Airport, Anchorage Airport - Kingston Norman Manley Airport and Anchorage Airport - San Juan Luis Munoz Marin Intl Airport.

There are 7 airports near Caribbean Islands: Santo Domingo Las Americas (SDQ), Kingston Norman Manley (KIN), Nassau Intl (NAS), Punta Cana (PUJ), Santiago de los Caballeros (STI), Culebra (CPX), San Juan Luis Munoz Marin Intl (SJU)

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 August 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 17.17% of all bookings. The subsequent popular models are Boeing 737-800 Passenger/BBJ2 (winglets) at 13.93%, Boeing 737 MAX 8 at 13.13%, and Boeing 737-900 Passenger/BBJ3 (winglets) at 11.69%.

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 $500	Free Cancellation	Rating 8.0 7,985 reviews	Search Delta flights
Alaska Airlines	PriceFrom $559	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $593	Free Cancellation	Rating 7.4 8,917 reviews	Search United Airlines flights
American Airlines	PriceFrom $782	Free Cancellation	Rating 7.2 10,000 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

Find my bookings

Get notified when prices go down

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

1 adult

Mon 8/11

Mon 8/18

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 $57

Flights to Londonfrom $337

Flights to Bangkokfrom $513

Flights to Tokyofrom $491

Flights to Los Angelesfrom $43

Flights to Parisfrom $345

Flights to Copenhagenfrom $368

Flights to Istanbulfrom $438

Flights to Manilafrom $496

Flights to Miamifrom $61

Flights to Romefrom $285

Flights to Chicagofrom $61

Cheap flights from Alaska to Caribbean Islands from $300

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 11/10. 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

Delta flights from Alaska to Caribbean Islands

Our best Delta 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 $717. 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?

United Airlines, Delta, and Alaska 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

Best Price Found

Fastest flight time

Direct flights

Airports in Caribbean Islands

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