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

Southwest, Delta, and United Airlines 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 April 2026, there are 2 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.

$387 Cheap Flights from Anchorage to Caribbean Islands in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Anchorage to Caribbean Islands

Round-trip

One-way

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

9:55 pm - 4:33 pm

ANC

SJU

14h 38m

2 stops

7:30 am - 10:36 pm

SJU

ANC

19h 06m

2 stops

$835Delta

Mon, Oct 5 - Sat, Oct 17

10:30 pm - 11:28 am

ANC

NAS

32h 58m

2 stops

12:35 pm - 7:13 pm

NAS

ANC

34h 38m

1 stop

$885United Airlines

Sun, Aug 30 - Wed, Sep 2

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

8:52 pm - 7:15 pm

ANC

NAS

18h 23m

3 stops

6:30 pm - 1:38 pm

NAS

ANC

23h 08m

2 stops

$900Multiple Airlines

Sat, Jun 13 - Sat, Jun 20

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

2:40 pm - 5:30 pm

ANC

NAS

46h 50m

2 stops

6:30 pm - 1:36 pm

NAS

ANC

23h 06m

2 stops

$938Air Canada

Mon, Jun 1 - Sun, Jun 7

8:52 pm - 4:25 pm

ANC

NAS

15h 33m

2 stops

6:30 pm - 1:38 pm

NAS

ANC

23h 08m

2 stops

$961Multiple Airlines

Sat, Jun 13 - Sat, Jun 20

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

8:20 pm - 2:48 pm

ANC

PUJ

14h 28m

1 stop

7:30 pm - 10:39 pm

PUJ

ANC

32h 09m

2 stops

$1,003United Airlines

Tue, Jun 16 - Wed, Dec 2

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American Airlines flights from Anchorage to Caribbean Islands

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

American Airlines

Sep 20

ANC8:20 pmAnchorage

14h 42m

1 stop

SJU3:02 pmSan Juan Luis Munoz Marin Intl

Sep 27

SJU6:30 amSan Juan Luis Munoz Marin Intl

16h 38m

2 stops

ANC7:08 pmAnchorage

$895

American Airlines

Jun 11

ANC11:42 pmAnchorage

13h 22m

2 stops

NAS5:04 pmNassau Intl

Jun 18

NAS11:02 amNassau Intl

16h 50m

2 stops

ANC11:52 pmAnchorage

$914

American Airlines

Sep 8

ANC9:55 pmAnchorage

18h 00m

2 stops

SDQ7:55 pmSanto Domingo Las Americas

Sep 15

SDQ8:00 amSanto Domingo Las Americas

15h 08m

2 stops

ANC7:08 pmAnchorage

$941

Delta flights from Anchorage to Caribbean Islands

Our best Delta deals on Anchorage to Caribbean Islands flight tickets

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

Sep 20

ANC2:20 pmAnchorage

17h 53m

2 stops

SJU12:13 pmSan Juan Luis Munoz Marin Intl

Sep 27

SJU12:58 pmSan Juan Luis Munoz Marin Intl

16h 37m

2 stops

ANC1:35 amAnchorage

$890

Delta

Jul 8

ANC1:30 amAnchorage

18h 23m

2 stops

SJU11:53 pmSan Juan Luis Munoz Marin Intl

Jul 13

SJU2:21 pmSan Juan Luis Munoz Marin Intl

15h 33m

2 stops

ANC1:54 amAnchorage

$898

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

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

Mon 10/5

9:55 pm-4:33 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Sat 10/17

7:30 am-10:36 pm

2 stops19h 06m

$835

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 8/30

10:30 pm-11:28 am

2 stops32h 58m

Nassau Intl

Wed 9/2

12:35 pm-7:13 pm

1 stop34h 38m

$885

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

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sat 6/13

8:52 pm-7:15 pm

3 stops18h 23m

Nassau Intl

Sat 6/20

6:30 pm-1:38 pm

2 stops23h 08m

$900

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

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Mon 6/1

2:40 pm-5:30 pm

2 stops46h 50m

Nassau Intl

Sun 6/7

6:30 pm-1:36 pm

2 stops23h 06m

$938

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sat 6/13

8:52 pm-4:25 pm

2 stops15h 33m

Nassau Intl

Sat 6/20

6:30 pm-1:38 pm

2 stops23h 08m

$961

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

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Tue 6/16

8:20 pm-2:48 pm

1 stop14h 28m

Punta Cana

Wed 12/2

7:30 pm-10:39 pm

2 stops32h 09m

$1,003

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	10h 58m
Direct flights	None

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

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 April 2026, there are 2 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 (23.81% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (13.63%), Boeing 737-700 (12.01%), and Airbus A321neo (8.61%).

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 8,463 reviews		Search Delta flights
United Airlines	PriceFrom $496	Free Cancellation	Rating 7.4 9,677 reviews		Search United 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.