What airlines fly to Caribbean?

Delta, United Airlines and American Airlines are the top three most popular airlines that fly to Caribbean from Anchorage according to our data. Delta is the first choice among our users, with 46% 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.

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

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

When did momondo last update prices for flights from Anchorage Airport to Caribbean?

Prices for flights from Anchorage Airport to Caribbean are updated daily.

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

As of November 2026, there are 4 operators available to choose from for flights from Anchorage Airport to Caribbean.

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

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

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$438 Cheap Flights from Anchorage to Caribbean in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Anchorage to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

4:03 pm - 12:27 pmANC Anchorage-MBJ Montego Bay Sangster Intl

16h 24m2 stops Seattle/Tacoma Intl New York John F Kennedy Intl

2:19 pm - 1:26 pmMBJ Montego Bay Sangster Intl-ANC Anchorage

27h 07m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

$844Delta

Tue, Dec 8 - Tue, Dec 15

8:31 pm - 3:40 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

14h 09m1 stop Chicago O'Hare Intl

8:05 am - 7:29 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

16h 24m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl

$865United Airlines

Mon, Jan 25 - Mon, Feb 8

8:31 pm - 3:40 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

14h 09m1 stop Chicago O'Hare Intl

2:21 pm - 11:15 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

13h 54m1 stop Denver Intl

$865United Airlines

Mon, Jan 25 - Mon, Feb 8

3:58 pm - 1:45 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

16h 47m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

7:17 am - 6:36 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

16h 19m2 stops New York John F Kennedy Intl Minneapolis St Paul

$885Delta

Mon, Jan 25 - Tue, Feb 2

8:15 pm - 11:01 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

22h 46m1 stop Dallas/Fort Worth

6:20 am - 6:50 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

16h 30m1 stop Dallas/Fort Worth

$955American Airlines

Mon, Apr 5 - Fri, Apr 9

8:15 pm - 6:06 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

17h 51m2 stops Dallas/Fort Worth Miami

6:20 am - 6:50 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

16h 30m1 stop Dallas/Fort Worth

$955American Airlines

Mon, Apr 5 - Fri, Apr 9

4:30 pm - 3:25 pmANC Anchorage-SXM Simpson Bay Princess Juliana

41h 55m2 stops Seattle/Tacoma Intl Toronto Pearson Intl

4:20 pm - 11:59 pmSXM Simpson Bay Princess Juliana-ANC Anchorage

36h 39m2 stops Toronto Pearson Intl Seattle/Tacoma Intl

$1,096Multiple Airlines

Sat, Feb 20 - Fri, Feb 26

4:30 pm - 3:25 pmANC Anchorage-SXM Simpson Bay Princess Juliana

41h 55m2 stops Seattle/Tacoma Intl Toronto Pearson Intl

4:20 pm - 2:11 amSXM Simpson Bay Princess Juliana-ANC Anchorage

38h 51m2 stops Toronto Pearson Intl Seattle/Tacoma Intl

$1,123Multiple Airlines

Sat, Feb 20 - Sun, Feb 28

12:45 am - 11:59 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

18h 14m3 stops Portland Seattle/Tacoma Intl Philadelphia

7:00 am - 12:30 amSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

22h 30m2 stops Dallas/Fort Worth Seattle/Tacoma Intl

$1,200Alaska Airlines

Sun, Jan 24 - Tue, Feb 2

12:45 am - 11:59 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

18h 14m3 stops Portland Seattle/Tacoma Intl Philadelphia

10:00 am - 12:30 amSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

19h 30m2 stops Dallas/Fort Worth Seattle/Tacoma Intl

$1,225Alaska Airlines

Sun, Jan 24 - Mon, Feb 8

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

United Airlines flights from Anchorage to Caribbean

Our best United Airlines deals on Anchorage to Caribbean flight tickets

United Airlines

Jan 25

ANC8:31 pmAnchorage

14h 09m

1 stop

SJU3:40 pmSan Juan Luis Munoz Marin Intl

Feb 8

SJU2:21 pmSan Juan Luis Munoz Marin Intl

13h 54m

1 stop

ANC11:15 pmAnchorage

$865

United Airlines

Jan 15

ANC9:00 amAnchorage

16h 15m

2 stops

SJU6:15 amSan Juan Luis Munoz Marin Intl

Jan 30

SJU8:25 amSan Juan Luis Munoz Marin Intl

19h 50m

2 stops

ANC11:15 pmAnchorage

$905

United Airlines

Dec 8

ANC8:45 pmAnchorage

13h 03m

1 stop

MBJ1:48 pmMontego Bay Sangster Intl

Dec 15

MBJ2:54 pmMontego Bay Sangster Intl

32h 45m

1 stop

ANC7:39 pmAnchorage

$930

Alaska Airlines flights from Anchorage to Caribbean

Our best Alaska Airlines deals on Anchorage to Caribbean flight tickets

Alaska Airlines

Jan 24

ANC12:45 amAnchorage

18h 14m

3 stops

SJU11:59 pmSan Juan Luis Munoz Marin Intl

Feb 2

SJU7:00 amSan Juan Luis Munoz Marin Intl

22h 30m

2 stops

ANC12:30 amAnchorage

$1,200

Alaska Airlines

Jan 26

ANC12:45 amAnchorage

17h 54m

2 stops

SJU11:39 pmSan Juan Luis Munoz Marin Intl

Feb 10

SJU7:03 amSan Juan Luis Munoz Marin Intl

22h 27m

3 stops

ANC12:30 amAnchorage

$1,266

Alaska Airlines

Apr 5

ANC12:04 pmAnchorage

20h 31m

3 stops

SJU12:35 pmSan Juan Luis Munoz Marin Intl

Apr 9

SJU6:20 amSan Juan Luis Munoz Marin Intl

22h 07m

2 stops

ANC12:27 amAnchorage

$1,275

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AnchorageMontego Bay

ANC Anchorage - MBJ Montego Bay Sangster Intl

ANCMBJ

Anchorage

Tue 12/8

4:03 pm-12:27 pm

2 stops16h 24m

Montego Bay Sangster Intl

Tue 12/15

2:19 pm-1:26 pm

2 stops27h 07m

$844

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 1/25

8:31 pm-3:40 pm

1 stop14h 09m

San Juan Luis Munoz Marin Intl

Mon 2/8

8:05 am-7:29 pm

2 stops16h 24m

$865

Quickest round-trip

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 1/25

8:31 pm-3:40 pm

1 stop14h 09m

San Juan Luis Munoz Marin Intl

Mon 2/8

2:21 pm-11:15 pm

1 stop13h 54m

$865

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 1/25

3:58 pm-1:45 pm

2 stops16h 47m

San Juan Luis Munoz Marin Intl

Tue 2/2

7:17 am-6:36 pm

2 stops16h 19m

$885

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 4/5

8:15 pm-11:01 pm

1 stop22h 46m

San Juan Luis Munoz Marin Intl

Fri 4/9

6:20 am-6:50 pm

1 stop16h 30m

$955

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 4/5

8:15 pm-6:06 pm

2 stops17h 51m

San Juan Luis Munoz Marin Intl

Fri 4/9

6:20 am-6:50 pm

1 stop16h 30m

$955

AnchorageSimpson Bay

ANC Anchorage - SXM Simpson Bay Princess Juliana

ANCSXM

Anchorage

Sat 2/20

4:30 pm-3:25 pm

2 stops41h 55m

Simpson Bay Princess Juliana

Fri 2/26

4:20 pm-11:59 pm

2 stops36h 39m

$1,096

AnchorageSimpson Bay

ANC Anchorage - SXM Simpson Bay Princess Juliana

ANCSXM

Anchorage

Sat 2/20

4:30 pm-3:25 pm

2 stops41h 55m

Simpson Bay Princess Juliana

Sun 2/28

4:20 pm-2:11 am

2 stops38h 51m

$1,123

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Sun 1/24

12:45 am-11:59 pm

3 stops18h 14m

San Juan Luis Munoz Marin Intl

Tue 2/2

7:00 am-12:30 am

2 stops22h 30m

$1,200

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Sun 1/24

12:45 am-11:59 pm

3 stops18h 14m

San Juan Luis Munoz Marin Intl

Mon 2/8

10:00 am-12:30 am

2 stops19h 30m

$1,225

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

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, September is the cheapest month to fly from Anchorage to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $0. If you don’t want to visit Caribbean in September, then you should wait until March to fly from Anchorage, when ticket prices are also cheap, with an average price of $860.

Can stopping save me money on Anchorage to Caribbean flights?

You could potentially save up to 30% on your flight if you consider stops on a Anchorage to Caribbean flight.

Cheap Anchorage to Caribbean flight deals and tips

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

Best Price Found	$438
Fastest flight time	13h 26m
Direct flights	None

The best one-way flight to Caribbean from Anchorage in the past 72 hours is $438. The best round-trip flight deal from Anchorage to Caribbean found on momondo in the last 72 hours is $844.

The fastest flight from Anchorage to Caribbean takes 13h 26m

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

Search flight deals

Frequently asked questions about flying from Anchorage to Caribbean

When did momondo last update prices for flights from Anchorage Airport to Caribbean?
Prices for flights from Anchorage Airport to Caribbean are updated daily.
How many operators does momondo search for flights from Anchorage Airport to Caribbean?
As of November 2026, there are 4 operators available to choose from for flights from Anchorage Airport to Caribbean.
How old do you have to be to fly from Anchorage Airport 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 Anchorage Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Anchorage to Caribbean

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $432	Free Cancellation	Rating 7.8 8,699 reviews	Search Delta flights
United Airlines	PriceFrom $496	Free Cancellation	Rating 7.3 10,472 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $902	Free Cancellation	Rating 7.9 13,159 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $951	Free Cancellation	Rating 7.0 12,227 reviews	Search American Airlines flights

Why use momondo?

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

Finding the right flight to Caribbean 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 quick and easy, saving you time and money.

Can I find flights from Anchorage to Caribbean with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Anchorage to Caribbean flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean from Anchorage.

I’m not ready to book a flight from Anchorage to Caribbean right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean from Anchorage. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.