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

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

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 67% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 3 different airlines that fly to Caribbean 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?

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 August 2026, there are 3 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.

$398 Cheap Flights from Anchorage to Caribbean in 2026

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.

9:54 pm - 5:55 pmANC Anchorage-NAS Nassau Intl

16h 01m2 stops Chicago O'Hare Intl Miami

10:32 am - 8:49 pmNAS Nassau Intl-ANC Anchorage

14h 17m2 stops Miami Chicago O'Hare Intl

$767American Airlines

Thu, Sep 17 - Thu, Sep 24

8:19 pm - 1:45 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

13h 26m1 stop Newark

7:00 am - 7:02 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

16h 02m1 stop Houston George Bush Intcntl

$815United Airlines

Thu, Sep 3 - Mon, Sep 7

8:19 pm - 11:57 amANC Anchorage-SJU San Juan Luis Munoz Marin Intl

11h 38m1 stop Newark

7:00 am - 7:02 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

16h 02m1 stop Houston George Bush Intcntl

$815United Airlines

Mon, Aug 31 - Mon, Sep 7

11:09 pm - 8:38 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

17h 29m2 stops Denver Intl Houston George Bush Intcntl

1:00 am - 1:04 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

16h 04m2 stops Newark Chicago O'Hare Intl

$815United Airlines

Mon, Aug 31 - Sun, Sep 6

4:05 pm - 4:49 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

20h 44m2 stops Seattle/Tacoma Intl Atlanta Hartsfield-Jackson

7:45 am - 12:35 amSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

21h 50m2 stops New York John F Kennedy Intl Seattle/Tacoma Intl

$835Delta

Sun, Oct 18 - Mon, Nov 2

2:29 pm - 1:49 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

19h 20m2 stops Seattle/Tacoma Intl Atlanta Hartsfield-Jackson

7:45 am - 12:35 amSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

21h 50m2 stops New York John F Kennedy Intl Seattle/Tacoma Intl

$835Delta

Sun, Oct 18 - Mon, Nov 2

10:25 pm - 6:10 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

15h 45m2 stops Denver Intl Orlando

5:30 am - 9:15 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

19h 45m2 stops Baltimore/Washington Denver Intl

$880Southwest

Mon, Aug 31 - Thu, Sep 3

11:55 pm - 10:50 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

18h 55m2 stops Las Vegas Harry Reid Intl Baltimore/Washington

6:30 am - 10:45 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

20h 15m2 stops Orlando Las Vegas Harry Reid Intl

$880Southwest

Sun, Aug 30 - Sun, Sep 6

8:20 pm - 6:34 pmANC Anchorage-SDQ Santo Domingo Las Americas

18h 14m2 stops Dallas/Fort Worth Miami

7:34 pm - 7:13 pmSDQ Santo Domingo Las Americas-ANC Anchorage

27h 39m2 stops Miami Dallas/Fort Worth

$993American Airlines

Sat, Sep 19 - Sat, Sep 26

8:20 pm - 6:34 pmANC Anchorage-SDQ Santo Domingo Las Americas

18h 14m2 stops Dallas/Fort Worth Miami

7:34 pm - 7:13 pmSDQ Santo Domingo Las Americas-ANC Anchorage

27h 39m2 stops Miami Dallas/Fort Worth

$1,022American Airlines

Wed, Sep 16 - Fri, Sep 25

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United Airlines flights from Anchorage to Caribbean

Our best United Airlines deals on Anchorage to Caribbean flight tickets

United Airlines

Aug 30

ANC10:19 pmAnchorage

13h 23m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Sep 6

SJU1:00 amSan Juan Luis Munoz Marin Intl

16h 04m

2 stops

ANC1:04 pmAnchorage

$815

United Airlines

Aug 25

ANC9:20 pmAnchorage

22h 30m

2 stops

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Sep 5

SJU3:56 pmSan Juan Luis Munoz Marin Intl

27h 14m

2 stops

ANC3:10 pmAnchorage

$829

United Airlines

Aug 25

ANC9:20 pmAnchorage

22h 30m

2 stops

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Sep 5

SJU3:56 pmSan Juan Luis Munoz Marin Intl

32h 03m

1 stop

ANC7:59 pmAnchorage

$852

Delta flights from Anchorage to Caribbean

Our best Delta deals on Anchorage to Caribbean flight tickets

Delta

Oct 18

ANC4:05 pmAnchorage

20h 44m

2 stops

SJU4:49 pmSan Juan Luis Munoz Marin Intl

Nov 2

SJU7:45 amSan Juan Luis Munoz Marin Intl

21h 50m

2 stops

ANC12:35 amAnchorage

$835

Delta

Oct 18

ANC4:05 pmAnchorage

17h 44m

2 stops

SJU1:49 pmSan Juan Luis Munoz Marin Intl

Nov 2

SJU7:45 amSan Juan Luis Munoz Marin Intl

17h 56m

2 stops

ANC8:41 pmAnchorage

$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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AnchorageNassau

ANC Anchorage - NAS Nassau Intl

ANCNAS

Anchorage

Thu 9/17

9:54 pm-5:55 pm

2 stops16h 01m

Nassau Intl

Thu 9/24

10:32 am-8:49 pm

2 stops14h 17m

$767

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Thu 9/3

8:19 pm-1:45 pm

1 stop13h 26m

San Juan Luis Munoz Marin Intl

Mon 9/7

7:00 am-7:02 pm

1 stop16h 02m

$815

Quickest round-trip

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 8/31

8:19 pm-11:57 am

1 stop11h 38m

San Juan Luis Munoz Marin Intl

Mon 9/7

7:00 am-7:02 pm

1 stop16h 02m

$815

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 8/31

11:09 pm-8:38 pm

2 stops17h 29m

San Juan Luis Munoz Marin Intl

Sun 9/6

1:00 am-1:04 pm

2 stops16h 04m

$815

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Sun 10/18

4:05 pm-4:49 pm

2 stops20h 44m

San Juan Luis Munoz Marin Intl

Mon 11/2

7:45 am-12:35 am

2 stops21h 50m

$835

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Sun 10/18

2:29 pm-1:49 pm

2 stops19h 20m

San Juan Luis Munoz Marin Intl

Mon 11/2

7:45 am-12:35 am

2 stops21h 50m

$835

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 8/31

10:25 pm-6:10 pm

2 stops15h 45m

San Juan Luis Munoz Marin Intl

Thu 9/3

5:30 am-9:15 pm

2 stops19h 45m

$880

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Sun 8/30

11:55 pm-10:50 pm

2 stops18h 55m

San Juan Luis Munoz Marin Intl

Sun 9/6

6:30 am-10:45 pm

2 stops20h 15m

$880

AnchorageSanto Domingo

ANC Anchorage - SDQ Santo Domingo Las Americas

ANCSDQ

Anchorage

Sat 9/19

8:20 pm-6:34 pm

2 stops18h 14m

Santo Domingo Las Americas

Sat 9/26

7:34 pm-7:13 pm

2 stops27h 39m

$993

AnchorageSanto Domingo

ANC Anchorage - SDQ Santo Domingo Las Americas

ANCSDQ

Anchorage

Wed 9/16

8:20 pm-6:34 pm

2 stops18h 14m

Santo Domingo Las Americas

Fri 9/25

7:34 pm-7:13 pm

2 stops27h 39m

$1,022

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, August 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 $623. If you don’t want to visit Caribbean in August, then you should wait until April to fly from Anchorage, when ticket prices are also cheap, with an average price of $905.

Can stopping save me money on Anchorage to Caribbean flights?

You could potentially save up to 37% 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

Fastest flight time	11h 09m
Direct flights	None

The fastest flight from Anchorage to Caribbean takes 11h 09m

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 August 2026, there are 3 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 8,499 reviews	Search Delta flights
United Airlines	PriceFrom $496	Free Cancellation	Rating 7.4 10,081 reviews	Search United Airlines flights
American Airlines	PriceFrom $867	Free Cancellation	Rating 7.1 11,875 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.