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

Southwest, American Airlines, 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 April 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.

$378 Cheap Flights from Alaska to Caribbean Islands in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

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.

11:55 pm - 11:25 pm

ANC

SJU

19h 30m

2 stops

5:35 am - 10:45 pm

SJU

ANC

21h 10m

2 stops

$796Southwest

Wed, May 27 - Fri, May 29

10:10 pm - 8:45 pm

ANC

SJU

18h 35m

2 stops

2:05 pm - 1:55 am

SJU

ANC

15h 50m

2 stops

$815Delta

Wed, Jul 8 - Tue, Jul 14

11:09 pm - 11:28 am

ANC

NAS

32h 19m

2 stops

12:35 pm - 7:13 pm

NAS

ANC

34h 38m

1 stop

$885United Airlines

Sun, Aug 30 - Wed, Sep 2

2:40 pm - 4:30 pm

ANC

PUJ

21h 50m

2 stops

5:25 pm - 1:36 pm

PUJ

ANC

48h 11m

2 stops

$887Air Canada

Mon, Jun 8 - Mon, Jun 15

8:20 pm - 3:02 pm

ANC

SJU

14h 42m

1 stop

6:30 am - 7:08 pm

SJU

ANC

16h 38m

2 stops

$895American Airlines

Sun, Sep 20 - Sun, Sep 27

11:42 pm - 5:04 pm

ANC

NAS

13h 22m

2 stops

11:02 am - 11:52 pm

NAS

ANC

16h 50m

2 stops

$914American Airlines

Thu, Jun 11 - Thu, Jun 18

1:22 pm - 10:42 pm

ANC

SJU

29h 20m

2 stops

8:04 pm - 7:48 pm

SJU

ANC

27h 44m

3 stops

$919Multiple Airlines

Thu, Jun 4 - Fri, Jun 12

11:09 pm - 11:28 am

ANC

NAS

32h 19m

2 stops

12:35 pm - 11:59 pm

NAS

ANC

15h 24m

2 stops

$957United Airlines

Sun, Aug 30 - Wed, Sep 2

2:40 pm - 3:25 pm

ANC

PUJ

44h 45m

2 stops

5:25 pm - 1:36 pm

PUJ

ANC

24h 11m

2 stops

$1,002Air Canada

Tue, Jun 9 - Tue, Jun 16

2:26 am - 4:29 pm

ANC

SDQ

34h 03m

2 stops

7:10 pm - 1:30 pm

SDQ

ANC

22h 20m

1 stop

$1,077Multiple Airlines

Mon, May 11 - Mon, Jun 15

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Southwest flights from Alaska to Caribbean Islands

Our best Southwest deals on Alaska to Caribbean Islands flight tickets

Southwest

May 27

ANC11:55 pmAnchorage

19h 30m

2 stops

SJU11:25 pmSan Juan Luis Munoz Marin Intl

May 29

SJU5:35 amSan Juan Luis Munoz Marin Intl

21h 10m

2 stops

ANC10:45 pmAnchorage

$796

Southwest

May 26

ANC11:55 pmAnchorage

18h 45m

2 stops

SJU10:40 pmSan Juan Luis Munoz Marin Intl

May 31

SJU5:35 amSan Juan Luis Munoz Marin Intl

19h 40m

2 stops

ANC9:15 pmAnchorage

$1,025

Southwest

Jun 25

ANC11:55 pmAnchorage

20h 10m

2 stops

SJU12:05 amSan Juan Luis Munoz Marin Intl

Jul 15

SJU7:00 amSan Juan Luis Munoz Marin Intl

18h 15m

2 stops

ANC9:15 pmAnchorage

$1,055

Delta flights from Alaska to Caribbean Islands

Our best Delta deals on Alaska to Caribbean Islands flight tickets

Delta

Jul 8

ANC10:10 pmAnchorage

18h 35m

2 stops

SJU8:45 pmSan Juan Luis Munoz Marin Intl

Jul 14

SJU2:05 pmSan Juan Luis Munoz Marin Intl

15h 50m

2 stops

ANC1:55 amAnchorage

$815

Delta

Oct 5

ANC9:55 pmAnchorage

14h 38m

2 stops

SJU4:33 pmSan Juan Luis Munoz Marin Intl

Oct 17

SJU7:30 amSan Juan Luis Munoz Marin Intl

19h 06m

2 stops

ANC10:36 pmAnchorage

$835

Delta

Jul 8

ANC1:45 amAnchorage

15h 00m

2 stops

SJU8:45 pmSan Juan Luis Munoz Marin Intl

Jul 13

SJU7:30 amSan Juan Luis Munoz Marin Intl

21h 59m

2 stops

ANC1:29 amAnchorage

$855

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 5/27

11:55 pm-11:25 pm

2 stops19h 30m

San Juan Luis Munoz Marin Intl

Fri 5/29

5:35 am-10:45 pm

2 stops21h 10m

$796

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 7/8

10:10 pm-8:45 pm

2 stops18h 35m

San Juan Luis Munoz Marin Intl

Tue 7/14

2:05 pm-1:55 am

2 stops15h 50m

$815

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 8/30

11:09 pm-11:28 am

2 stops32h 19m

Nassau Intl

Wed 9/2

12:35 pm-7:13 pm

1 stop34h 38m

$885

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Mon 6/8

2:40 pm-4:30 pm

2 stops21h 50m

Punta Cana

Mon 6/15

5:25 pm-1:36 pm

2 stops48h 11m

$887

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 9/20

8:20 pm-3:02 pm

1 stop14h 42m

San Juan Luis Munoz Marin Intl

Sun 9/27

6:30 am-7:08 pm

2 stops16h 38m

$895

Quickest round-trip

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Thu 6/11

11:42 pm-5:04 pm

2 stops13h 22m

Nassau Intl

Thu 6/18

11:02 am-11:52 pm

2 stops16h 50m

$914

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 6/4

1:22 pm-10:42 pm

2 stops29h 20m

San Juan Luis Munoz Marin Intl

Fri 6/12

8:04 pm-7:48 pm

3 stops27h 44m

$919

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 8/30

11:09 pm-11:28 am

2 stops32h 19m

Nassau Intl

Wed 9/2

12:35 pm-11:59 pm

2 stops15h 24m

$957

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Tue 6/9

2:40 pm-3:25 pm

2 stops44h 45m

Punta Cana

Tue 6/16

5:25 pm-1:36 pm

2 stops24h 11m

$1,002

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Mon 5/11

2:26 am-4:29 pm

2 stops34h 03m

Santo Domingo Las Americas

Mon 6/15

7:10 pm-1:30 pm

1 stop22h 20m

$1,077

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 $0. The month of April is another great option to travel to Caribbean Islands, with average flight prices from Alaska averaging around $0.

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	10h 58m
Direct flights	None

The fastest flight from Alaska to Caribbean Islands takes 10h 58m

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

Search flight deals

Frequently asked questions about flying 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 April 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 MAX 8, representing 20.28% of all bookings. The subsequent popular models are Boeing 737-700 at 15.25%, Boeing 737-800 Passenger/BBJ2 (winglets) at 14.89%, and Airbus A321neo at 7.54%.

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 $432	Free Cancellation	Rating 7.9 8,467 reviews		Search Delta flights
United Airlines	PriceFrom $496	Free Cancellation	Rating 7.4 9,672 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.