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

Delta, United Airlines, and American Airlines are the most popular carriers operating from Anchorage 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 Anchorage according to our data. Delta is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 3 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 Anchorage Airport to Caribbean Islands?

Prices for flights from Anchorage Airport to Caribbean Islands refresh daily.

How many operators does momondo search for flights from Anchorage Airport to Caribbean Islands?

As of July 2026, there are 3 operators available to choose from for flights from Anchorage Airport to Caribbean Islands.

How old do you have to be to fly from Anchorage Airport 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 Anchorage Airport to Caribbean Islands.

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

The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$355 Cheap Flights from Anchorage to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Anchorage to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:20 pm - 11:50 pm

ANC

SJU

22h 30m

2 stops

1:00 am - 7:59 pm

SJU

ANC

22h 59m

2 stops

$786United Airlines

Tue, Aug 25 - Fri, Sep 4

8:00 pm - 11:50 pm

ANC

SJU

23h 50m

2 stops

4:55 pm - 1:04 pm

SJU

ANC

24h 09m

2 stops

$786United Airlines

Tue, Aug 25 - Sat, Sep 5

9:20 pm - 11:50 pm

ANC

SJU

22h 30m

2 stops

1:00 am - 7:59 pm

SJU

ANC

22h 59m

2 stops

$790United Airlines

Tue, Aug 25 - Fri, Sep 4

9:55 pm - 2:15 pm

ANC

SJU

11h 20m

1 stop

7:30 am - 9:03 pm

SJU

ANC

18h 33m

2 stops

$825Delta

Sun, Jan 17 - Thu, Jan 28

9:55 pm - 5:20 pm

ANC

SJU

14h 25m

2 stops

3:15 pm - 1:45 am

SJU

ANC

15h 30m

2 stops

$825Delta

Sun, Jan 17 - Thu, Jan 28

9:55 pm - 2:15 pm

ANC

SJU

11h 20m

1 stop

7:30 am - 10:36 pm

SJU

ANC

20h 06m

2 stops

$825Delta

Tue, Jan 12 - Fri, Jan 22

10:25 pm - 6:15 pm

ANC

SJU

15h 50m

2 stops

5:30 am - 9:15 pm

SJU

ANC

19h 45m

2 stops

$855Southwest

Fri, Aug 28 - Fri, Sep 4

8:20 pm - 2:15 pm

ANC

STI

13h 55m

2 stops

3:15 pm - 8:49 pm

STI

ANC

33h 34m

2 stops

$958American Airlines

Wed, Sep 23 - Fri, Oct 2

8:14 pm - 12:16 am

ANC

SJU

23h 02m

1 stop

6:28 am - 7:17 pm

SJU

ANC

17h 49m

1 stop

$975American Airlines

Fri, Nov 13 - Fri, Nov 20

1:29 am - 7:54 pm

ANC

PUJ

38h 25m

2 stops

6:00 pm - 11:12 am

PUJ

ANC

21h 12m

1 stop

$1,027Multiple Airlines

Mon, Aug 24 - Sun, Aug 30

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Delta flights from Anchorage to Caribbean Islands

Our best Delta deals on Anchorage to Caribbean Islands flight tickets

Delta

Jan 11

ANC9:55 pmAnchorage

13h 15m

1 stop

SJU4:10 pmSan Juan Luis Munoz Marin Intl

Jan 22

SJU7:30 amSan Juan Luis Munoz Marin Intl

18h 33m

2 stops

ANC9:03 pmAnchorage

$825

Delta

Nov 13

ANC2:21 pmAnchorage

17h 44m

2 stops

SJU1:05 pmSan Juan Luis Munoz Marin Intl

Nov 18

SJU3:10 pmSan Juan Luis Munoz Marin Intl

15h 29m

2 stops

ANC1:39 amAnchorage

$885

Delta

Sep 23

ANC10:10 pmAnchorage

15h 49m

2 stops

STI5:59 pmSantiago de los Caballeros

Oct 2

STI7:30 pmSantiago de los Caballeros

27h 20m

2 stops

ANC6:50 pmAnchorage

$953

Alaska Airlines flights from Anchorage to Caribbean Islands

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

Alaska Airlines

Oct 18

ANC9:07 amAnchorage

26h 16m

2 stops

SJU3:23 pmSan Juan Luis Munoz Marin Intl

Oct 30

SJU6:00 amSan Juan Luis Munoz Marin Intl

33h 21m

3 stops

ANC11:21 amAnchorage

$1,070

Alaska Airlines

Oct 18

ANC9:07 amAnchorage

26h 16m

2 stops

SJU3:23 pmSan Juan Luis Munoz Marin Intl

Oct 30

SJU6:00 amSan Juan Luis Munoz Marin Intl

33h 21m

3 stops

ANC11:21 amAnchorage

$1,076

Alaska Airlines

Oct 18

ANC11:02 amAnchorage

24h 21m

3 stops

SJU3:23 pmSan Juan Luis Munoz Marin Intl

Oct 30

SJU6:00 amSan Juan Luis Munoz Marin Intl

22h 36m

3 stops

ANC12:36 amAnchorage

$1,100

momondo Fare Finder

Use the filters below to find and compare flights from Anchorage to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 8/25

9:20 pm-11:50 pm

2 stops22h 30m

San Juan Luis Munoz Marin Intl

Fri 9/4

1:00 am-7:59 pm

2 stops22h 59m

$786

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 8/25

8:00 pm-11:50 pm

2 stops23h 50m

San Juan Luis Munoz Marin Intl

Sat 9/5

4:55 pm-1:04 pm

2 stops24h 09m

$786

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 8/25

9:20 pm-11:50 pm

2 stops22h 30m

San Juan Luis Munoz Marin Intl

Fri 9/4

1:00 am-7:59 pm

2 stops22h 59m

$790

Quickest round-trip

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 1/17

9:55 pm-2:15 pm

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Thu 1/28

7:30 am-9:03 pm

2 stops18h 33m

$825

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 1/17

9:55 pm-5:20 pm

2 stops14h 25m

San Juan Luis Munoz Marin Intl

Thu 1/28

3:15 pm-1:45 am

2 stops15h 30m

$825

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 1/12

9:55 pm-2:15 pm

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Fri 1/22

7:30 am-10:36 pm

2 stops20h 06m

$825

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 8/28

10:25 pm-6:15 pm

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Fri 9/4

5:30 am-9:15 pm

2 stops19h 45m

$855

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Wed 9/23

8:20 pm-2:15 pm

2 stops13h 55m

Santiago de los Caballeros

Fri 10/2

3:15 pm-8:49 pm

2 stops33h 34m

$958

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 11/13

8:14 pm-12:16 am

1 stop23h 02m

San Juan Luis Munoz Marin Intl

Fri 11/20

6:28 am-7:17 pm

1 stop17h 49m

$975

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Mon 8/24

1:29 am-7:54 pm

2 stops38h 25m

Punta Cana

Sun 8/30

6:00 pm-11:12 am

1 stop21h 12m

$1,027

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 Anchorage 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 April is, on average, the cheapest month to fly to Caribbean Islands from Anchorage, with most prices found around $0. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Anchorage averaging around $920.

Can stopping save me money on Anchorage to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Anchorage to Caribbean Islands.

Cheap Anchorage to Caribbean Islands flight deals and tips

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

Fastest flight time	13h 46m
Direct flights	None

The fastest flight from Anchorage to Caribbean Islands takes 13h 46m

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

Search flight deals

Frequently asked questions about flying from Anchorage to Caribbean Islands

When did momondo last update prices for flights from Anchorage Airport to Caribbean Islands?
Prices for flights from Anchorage Airport to Caribbean Islands refresh daily.
How many operators does momondo search for flights from Anchorage Airport to Caribbean Islands?
As of July 2026, there are 3 operators available to choose from for flights from Anchorage Airport to Caribbean Islands.
How old do you have to be to fly from Anchorage Airport 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 Anchorage Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Anchorage to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Anchorage to Caribbean Islands is Boeing 737 MAX 8 (23.89% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (16.81%), Airbus A321neo (7.35%), and Boeing 737 MAX 9 (7.26%).

Best airlines flying from Anchorage to Caribbean Islands

Compare and see reviews for airlines that fly from Anchorage to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $432	Free Cancellation	Rating 7.8 8,487 reviews	Search Delta flights
United Airlines	PriceFrom $496	Free Cancellation	Rating 7.4 10,046 reviews	Search United Airlines flights
American Airlines	PriceFrom $867	Free Cancellation	Rating 7.1 11,841 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Anchorage to Caribbean Islands?

Finding the right flight to Caribbean Islands from Anchorage 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 Anchorage to Caribbean Islands with flexible booking policies on momondo?

Yes. All flights to Caribbean Islands from Anchorage on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Anchorage to Caribbean Islands?

Once all potential Anchorage 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 Anchorage to Caribbean Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Anchorage are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.