What airlines fly to Caribbean?

Delta, United Airlines and American Airlines are the top three most popular airlines that fly to Caribbean 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. Keep in mind that there are 4 different airlines that fly to Caribbean 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?

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

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

Prices for flights from Alaska to Caribbean refresh daily.

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

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

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Alaska to Caribbean.

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

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$361 Cheap Flights from Alaska to Caribbean in 2025

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Find the cheapest flights from Alaska to Caribbean

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

7:10 am - 7:59 pmSJU-ANC

16h 49m1 stop

$690United Airlines

Find Deal

Thu, Oct 23 - Fri, Oct 31

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

1:59 pm - 2:25 pmANC-SJU

20h 26m2 stops

3:10 pm - 6:47 pmSJU-ANC

31h 37m3 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

4:45 pm - 12:35 pmANC-KIN

16h 50m2 stops

3:30 pm - 2:58 pmKIN-ANC

26h 28m3 stops

$1,440

Find Deal

Tue, Sep 2 - Sat, Sep 6

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

Alaska Airlines flights from Alaska to Caribbean

Our best Alaska Airlines deals on Alaska to Caribbean flight tickets

Alaska Airlines

Oct 23

ANC1:59 pmAnchorage

20h 26m

2 stops

SJU2:25 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU3:10 pmSan Juan Luis Munoz Marin Intl

31h 37m

3 stops

ANC6:47 pmAnchorage

$1,040

Find similar

Alaska Airlines

Oct 23

ANC5:47 pmAnchorage

16h 21m

2 stops

SJU2:08 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU3:10 pmSan Juan Luis Munoz Marin Intl

30h 12m

3 stops

ANC5:22 pmAnchorage

$1,049

Find similar

Alaska Airlines

Feb 1

ANC4:00 pmAnchorage

24h 55m

2 stops

SJU9:55 pmSan Juan Luis Munoz Marin Intl

Feb 28

SJU8:04 amSan Juan Luis Munoz Marin Intl

22h 23m

3 stops

ANC1:27 amAnchorage

$1,050

Find similar

United Airlines flights from Alaska to Caribbean

Our best United Airlines deals on Alaska to Caribbean flight tickets

United Airlines

Oct 23

ANC9:04 pmAnchorage

22h 53m

2 stops

SJU11:57 pmSan Juan Luis Munoz Marin Intl

Oct 31

SJU1:25 pmSan Juan Luis Munoz Marin Intl

34h 34m

3 stops

ANC7:59 pmAnchorage

$675

Find similar

United Airlines

Oct 23

ANC9:04 pmAnchorage

22h 53m

2 stops

SJU11:57 pmSan Juan Luis Munoz Marin Intl

Oct 31

SJU7:10 amSan Juan Luis Munoz Marin Intl

16h 49m

1 stop

ANC7:59 pmAnchorage

$690

Find similar

United Airlines

Oct 23

ANC9:04 pmAnchorage

13h 40m

1 stop

SJU2:44 pmSan Juan Luis Munoz Marin Intl

Oct 30

SJU1:05 amSan Juan Luis Munoz Marin Intl

22h 54m

2 stops

ANC7:59 pmAnchorage

$762

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

Fri 10/31

7:10 am-7:59 pm

1 stop16h 49m

$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

1:59 pm-2:25 pm

2 stops20h 26m

San Juan Luis Munoz Marin Intl

Mon 10/27

3:10 pm-6:47 pm

3 stops31h 37m

$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

AnchorageKingston

ANC - KIN

ANCKIN

Anchorage

Tue 9/2

4:45 pm-12:35 pm

2 stops16h 50m

Kingston Norman Manley

Sat 9/6

3:30 pm-2:58 pm

3 stops26h 28m

$1,440

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

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

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?

In general, August is the cheapest month to fly from Alaska to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $717. If you don’t want to visit Caribbean in August, then you should wait until April to fly from Alaska, when ticket prices are also cheap, with an average price of $784.

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

The cheapest day to depart from Alaska to Caribbean is on a Tuesday when prices can be found 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.

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

In the evening is the cheapest time of day to fly from Alaska to Caribbean when you can find flight prices for as low as $1,008. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $1,242.

Can stopping save me money on Alaska to Caribbean flights?

You could potentially save up to 26% on your flight if you consider stops on a Alaska to Caribbean flight.

Cheap Alaska to Caribbean flight deals and tips

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

Best Price Found	$361
Fastest flight time	11h 48m
Direct flights	None
Airports in Caribbean	7 airports

The best one-way flight to Caribbean from Alaska in the past 72 hours is $361. The best round-trip flight deal from Alaska to Caribbean found on momondo in the last 72 hours is $588.

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

There are no direct flights from Alaska to Caribbean. 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: Kingston Norman Manley (KIN), Santo Domingo Las Americas (SDQ), Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Santiago de los Caballeros (STI), San Juan Luis Munoz Marin Intl (SJU)

Search flight deals

When did momondo last update prices for flights from Alaska to Caribbean?
Prices for flights from Alaska to Caribbean refresh daily.
How many operators does momondo search for flights from Alaska to Caribbean?
As of August 2025, there are 4 operators available to choose from for flights from Alaska to Caribbean.
How old do you have to be to fly from Alaska to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Alaska to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Alaska to Caribbean

Compare and see reviews for airlines that fly from Alaska to Caribbean 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 8,916 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?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Alaska to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Caribbean 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?

momondo helps you find the best flight between Alaska and Caribbean by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Alaska to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.