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 64% 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.

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

Sun Country Air, Southwest, and Delta are the most popular carriers operating 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 June 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.

$364 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.

1:22 pm - 3:18 pm

ANC

SJU

21h 56m

1 stop

4:20 pm - 7:48 pm

SJU

ANC

31h 28m

1 stop

$768Sun Country Air

Tue, Jul 14 - Wed, Jul 29

1:22 pm - 3:18 pm

ANC

SJU

21h 56m

1 stop

4:20 pm - 7:48 pm

SJU

ANC

31h 28m

1 stop

$779Sun Country Air

Tue, Jul 14 - Sat, Jul 25

10:25 pm - 6:10 pm

ANC

SJU

15h 45m

2 stops

5:55 am - 10:05 pm

SJU

ANC

20h 10m

2 stops

$790Southwest

Tue, Aug 25 - Sat, Sep 5

8:52 pm - 3:18 pm

ANC

SJU

14h 26m

1 stop

4:20 pm - 7:48 pm

SJU

ANC

31h 28m

1 stop

$801Sun Country Air

Fri, Jul 10 - Wed, Jul 29

3:15 pm - 1:45 pm

ANC

SJU

18h 30m

2 stops

3:56 pm - 3:10 pm

SJU

ANC

27h 14m

2 stops

$820United Airlines

Tue, Aug 25 - Sat, Sep 5

9:20 pm - 2:44 pm

ANC

SJU

13h 24m

1 stop

3:56 pm - 3:10 pm

SJU

ANC

27h 14m

2 stops

$828United Airlines

Tue, Aug 25 - Sat, Sep 5

9:55 pm - 9:59 pm

ANC

SJU

20h 04m

2 stops

7:30 am - 7:34 pm

SJU

ANC

16h 04m

1 stop

$835Delta

Sun, Oct 11 - Sat, Oct 24

9:55 pm - 4:01 pm

ANC

SJU

13h 06m

1 stop

7:15 am - 1:45 am

SJU

ANC

23h 30m

2 stops

$845Delta

Fri, Nov 6 - Tue, Nov 10

9:54 pm - 6:34 pm

ANC

SDQ

16h 40m

2 stops

8:00 am - 7:08 pm

SDQ

ANC

15h 08m

2 stops

$941American Airlines

Thu, Oct 1 - Fri, Oct 9

8:20 pm - 2:15 pm

ANC

STI

13h 55m

2 stops

1:40 pm - 7:08 pm

STI

ANC

33h 28m

2 stops

$981American Airlines

Mon, Sep 21 - Sat, Oct 17

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Southwest flights from Anchorage to Caribbean Islands

Our best Southwest deals on Anchorage to Caribbean Islands flight tickets

Southwest

Aug 25

ANC10:25 pmAnchorage

15h 45m

2 stops

SJU6:10 pmSan Juan Luis Munoz Marin Intl

Sep 5

SJU5:55 amSan Juan Luis Munoz Marin Intl

20h 10m

2 stops

ANC10:05 pmAnchorage

$790

Southwest

Jul 14

ANC11:55 pmAnchorage

15h 50m

2 stops

SJU7:45 pmSan Juan Luis Munoz Marin Intl

Jul 19

SJU6:05 amSan Juan Luis Munoz Marin Intl

19h 10m

2 stops

ANC9:15 pmAnchorage

$1,090

United Airlines flights from Anchorage to Caribbean Islands

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

United Airlines

Aug 25

ANC3:15 pmAnchorage

18h 30m

2 stops

SJU1:45 pmSan Juan Luis Munoz Marin Intl

Sep 5

SJU3:56 pmSan Juan Luis Munoz Marin Intl

27h 14m

2 stops

ANC3:10 pmAnchorage

$820

United Airlines

Aug 25

ANC8:19 pmAnchorage

11h 38m

1 stop

SJU11:57 amSan Juan Luis Munoz Marin Intl

Sep 5

SJU4:55 pmSan Juan Luis Munoz Marin Intl

24h 09m

2 stops

ANC1:04 pmAnchorage

$828

United Airlines

Oct 11

ANC11:45 pmAnchorage

13h 53m

1 stop

SJU5:38 pmSan Juan Luis Munoz Marin Intl

Oct 24

SJU2:00 pmSan Juan Luis Munoz Marin Intl

12h 43m

1 stop

ANC10:43 pmAnchorage

$835

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 7/14

1:22 pm-3:18 pm

1 stop21h 56m

San Juan Luis Munoz Marin Intl

Wed 7/29

4:20 pm-7:48 pm

1 stop31h 28m

$768

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 7/14

1:22 pm-3:18 pm

1 stop21h 56m

San Juan Luis Munoz Marin Intl

Sat 7/25

4:20 pm-7:48 pm

1 stop31h 28m

$779

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 8/25

10:25 pm-6:10 pm

2 stops15h 45m

San Juan Luis Munoz Marin Intl

Sat 9/5

5:55 am-10:05 pm

2 stops20h 10m

$790

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 7/10

8:52 pm-3:18 pm

1 stop14h 26m

San Juan Luis Munoz Marin Intl

Wed 7/29

4:20 pm-7:48 pm

1 stop31h 28m

$801

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 8/25

3:15 pm-1:45 pm

2 stops18h 30m

San Juan Luis Munoz Marin Intl

Sat 9/5

3:56 pm-3:10 pm

2 stops27h 14m

$820

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 8/25

9:20 pm-2:44 pm

1 stop13h 24m

San Juan Luis Munoz Marin Intl

Sat 9/5

3:56 pm-3:10 pm

2 stops27h 14m

$828

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sun 10/11

9:55 pm-9:59 pm

2 stops20h 04m

San Juan Luis Munoz Marin Intl

Sat 10/24

7:30 am-7:34 pm

1 stop16h 04m

$835

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 11/6

9:55 pm-4:01 pm

1 stop13h 06m

San Juan Luis Munoz Marin Intl

Tue 11/10

7:15 am-1:45 am

2 stops23h 30m

$845

Quickest round-trip

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Thu 10/1

9:54 pm-6:34 pm

2 stops16h 40m

Santo Domingo Las Americas

Fri 10/9

8:00 am-7:08 pm

2 stops15h 08m

$941

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Mon 9/21

8:20 pm-2:15 pm

2 stops13h 55m

Santiago de los Caballeros

Sat 10/17

1:40 pm-7:08 pm

2 stops33h 28m

$981

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

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	12h 14m
Direct flights	None

The fastest flight from Anchorage to Caribbean Islands takes 12h 14m

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 June 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 (24.98% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (16.48%), Boeing 737-700 (10.23%), and Airbus A321neo (7.03%).

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 7.9 8,396 reviews	Search Delta flights
United Airlines	PriceFrom $496	Free Cancellation	Rating 7.4 9,830 reviews	Search United Airlines flights
American Airlines	PriceFrom $867	Free Cancellation	Rating 7.1 11,661 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.