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

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

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 56% 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.

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 September 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.

$295 Cheap Flights from Alaska to Caribbean in 2025/26

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Find the cheapest flights from Alaska to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

9:07 pm - 8:00 pmANC-SJU

18h 53m1 stop

2:05 am - 7:59 pmSJU-ANC

22h 54m2 stops

$654United Airlines

Find Deal

Wed, Oct 29 - Tue, Nov 11

11:49 pm - 2:44 pmANC-SJU

34h 55m2 stops

1:05 am - 7:57 pmSJU-ANC

22h 52m2 stops

$680United Airlines

Find Deal

Sun, Oct 19 - Fri, Oct 24

5:20 pm - 11:36 amANC-SJU

14h 16m2 stops

7:00 am - 10:49 pmSJU-ANC

20h 49m2 stops

$744Delta

Find Deal

Wed, Oct 29 - Wed, Nov 12

12:30 am - 11:56 pmANC-SJU

19h 26m2 stops

1:06 pm - 1:59 amSJU-ANC

16h 53m2 stops

$764Delta

Find Deal

Wed, Oct 22 - Fri, Oct 31

4:10 pm - 3:55 pmFAI-SJU

19h 45m2 stops

7:15 am - 2:41 amSJU-FAI

24h 26m2 stops

$865American Airlines

Find Deal

Wed, Oct 29 - Thu, Nov 6

7:52 pm - 3:45 pmANC-SDQ

15h 53m2 stops

6:00 am - 7:16 pmSDQ-ANC

18h 16m2 stops

$884American Airlines

Find Deal

Sat, Oct 25 - Sun, Nov 23

11:25 pm - 10:14 pmANC-SJU

17h 49m3 stops

7:20 am - 10:22 pmSJU-ANC

20h 02m3 stops

$1,069Alaska Airlines

Find Deal

Mon, Feb 2 - Sat, Feb 7

7:05 am - 2:59 pmANC-SJU

26h 54m2 stops

6:45 am - 1:52 pmSJU-ANC

36h 07m2 stops

$1,164Alaska Airlines

Find Deal

Thu, Dec 25 - Sat, Jan 17

11:20 am - 11:54 amANC-PUJ

19h 34m2 stops

1:50 pm - 1:27 amPUJ-ANC

16h 37m2 stops

$1,215Multiple Airlines

Find Deal

Wed, Dec 10 - Thu, Jan 8

8:30 pm - 9:03 pmANC-STI

19h 33m2 stops

4:35 pm - 12:37 pmSTI-ANC

25h 02m2 stops

$1,351Multiple Airlines

Find Deal

Sun, Dec 21 - Wed, Jan 28

American Airlines flights from Alaska to Caribbean

Our best American Airlines deals on Alaska to Caribbean flight tickets

American Airlines

Oct 29

FAI4:10 pmFairbanks

19h 45m

2 stops

SJU3:55 pmSan Juan Luis Munoz Marin Intl

Nov 6

SJU7:15 amSan Juan Luis Munoz Marin Intl

24h 26m

2 stops

FAI2:41 amFairbanks

$865

Find similar

American Airlines

Oct 25

ANC7:52 pmAnchorage

15h 53m

2 stops

SDQ3:45 pmSanto Domingo Las Americas

Nov 23

SDQ6:00 amSanto Domingo Las Americas

18h 16m

2 stops

ANC7:16 pmAnchorage

$884

Find similar

American Airlines

Oct 18

FAI3:53 pmFairbanks

18h 15m

2 stops

SJU2:08 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU7:45 amSan Juan Luis Munoz Marin Intl

22h 56m

2 stops

FAI2:41 amFairbanks

$910

Find similar

United Airlines flights from Alaska to Caribbean

Our best United Airlines deals on Alaska to Caribbean flight tickets

United Airlines

Oct 29

ANC9:07 pmAnchorage

18h 53m

1 stop

SJU8:00 pmSan Juan Luis Munoz Marin Intl

Nov 11

SJU2:05 amSan Juan Luis Munoz Marin Intl

22h 54m

2 stops

ANC7:59 pmAnchorage

$654

Find similar

United Airlines

Oct 19

ANC11:49 pmAnchorage

34h 55m

2 stops

SJU2:44 pmSan Juan Luis Munoz Marin Intl

Oct 24

SJU1:05 amSan Juan Luis Munoz Marin Intl

22h 52m

2 stops

ANC7:57 pmAnchorage

$680

Find similar

United Airlines

Oct 19

ANC11:49 pmAnchorage

34h 55m

2 stops

SJU2:44 pmSan Juan Luis Munoz Marin Intl

Oct 25

SJU4:55 pmSan Juan Luis Munoz Marin Intl

31h 04m

2 stops

ANC7:59 pmAnchorage

$700

Find similar

Fly from

Fly to

Route

Depart

Return

Price

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 10/29

9:07 pm-8:00 pm

1 stop18h 53m

San Juan Luis Munoz Marin Intl

Tue 11/11

2:05 am-7:59 pm

2 stops22h 54m

$654

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 10/19

11:49 pm-2:44 pm

2 stops34h 55m

San Juan Luis Munoz Marin Intl

Fri 10/24

1:05 am-7:57 pm

2 stops22h 52m

$680

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 10/29

5:20 pm-11:36 am

2 stops14h 16m

San Juan Luis Munoz Marin Intl

Wed 11/12

7:00 am-10:49 pm

2 stops20h 49m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 10/22

12:30 am-11:56 pm

2 stops19h 26m

San Juan Luis Munoz Marin Intl

Fri 10/31

1:06 pm-1:59 am

2 stops16h 53m

$764

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Wed 10/29

4:10 pm-3:55 pm

2 stops19h 45m

San Juan Luis Munoz Marin Intl

Thu 11/6

7:15 am-2:41 am

2 stops24h 26m

$865

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Sat 10/25

7:52 pm-3:45 pm

2 stops15h 53m

Santo Domingo Las Americas

Sun 11/23

6:00 am-7:16 pm

2 stops18h 16m

$884

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 2/2

11:25 pm-10:14 pm

3 stops17h 49m

San Juan Luis Munoz Marin Intl

Sat 2/7

7:20 am-10:22 pm

3 stops20h 02m

$1,069

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 12/25

7:05 am-2:59 pm

2 stops26h 54m

San Juan Luis Munoz Marin Intl

Sat 1/17

6:45 am-1:52 pm

2 stops36h 07m

$1,164

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Wed 12/10

11:20 am-11:54 am

2 stops19h 34m

Punta Cana

Thu 1/8

1:50 pm-1:27 am

2 stops16h 37m

$1,215

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sun 12/21

8:30 pm-9:03 pm

2 stops19h 33m

Santiago de los Caballeros

Wed 1/28

4:35 pm-12:37 pm

2 stops25h 02m

$1,351

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 $441. 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 3% 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

Direct flights	None

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

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 September 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 $292	Free Cancellation	Rating 7.9 7,974 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 8,926 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.