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

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 56% 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.

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 September 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.

$437 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

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One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:43 pm - 3:40 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

13h 57m1 stop Chicago O'Hare Intl

7:40 am - 10:56 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

20h 16m2 stops Houston George Bush Intcntl Denver Intl

$815United Airlines

Tue, Nov 3 - Wed, Nov 11

8:43 pm - 3:40 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

13h 57m1 stop Chicago O'Hare Intl

8:25 am - 7:39 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

16h 14m1 stop Chicago O'Hare Intl

$815United Airlines

Tue, Nov 3 - Wed, Nov 11

4:05 pm - 1:49 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

17h 44m2 stops Seattle/Tacoma Intl Atlanta Hartsfield-Jackson

8:15 am - 12:35 amSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

21h 20m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

$830Delta

Sun, Oct 18 - Mon, Nov 2

4:03 pm - 1:54 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

16h 51m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

7:00 am - 8:53 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

18h 53m2 stops New York John F Kennedy Intl Minneapolis St Paul

$845Delta

Wed, Dec 2 - Fri, Dec 11

8:14 pm - 7:03 pmANC Anchorage-NAS Nassau Intl

18h 49m2 stops Dallas/Fort Worth Miami

7:47 am - 7:09 pmNAS Nassau Intl-ANC Anchorage

15h 22m2 stops Miami Dallas/Fort Worth

$850American Airlines

Mon, Nov 2 - Mon, Nov 9

11:22 am - 10:41 amANC Anchorage-SJU San Juan Luis Munoz Marin Intl

18h 19m2 stops Seattle/Tacoma Intl Miami

3:53 pm - 2:13 amSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

15h 20m2 stops Charlotte Douglas Seattle/Tacoma Intl

$895American Airlines

Mon, Nov 30 - Wed, Dec 9

12:24 pm - 3:35 pmANC Anchorage-PUJ Punta Cana

47h 11m2 stops Seattle/Tacoma Intl Toronto Pearson Intl

7:15 am - 11:44 pmPUJ Punta Cana-ANC Anchorage

21h 29m2 stops Toronto Pearson Intl Seattle/Tacoma Intl

$1,024Multiple Airlines

Sat, Oct 31 - Sat, Nov 7

11:56 am - 1:37 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

21h 41m3 stops Portland Seattle/Tacoma Intl Philadelphia

6:00 am - 12:36 amSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

22h 36m2 stops Dallas/Fort Worth Portland

$1,160Alaska Airlines

Tue, Oct 20 - Wed, Oct 28

3:45 pm - 2:48 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

18h 03m2 stops Seattle/Tacoma Intl Chicago O'Hare Intl

6:28 am - 12:51 amSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

23h 23m3 stops Dallas/Fort Worth San Jose Seattle/Tacoma Intl

$1,173Alaska Airlines

Mon, Nov 30 - Wed, Dec 9

7:02 am - 12:28 pmANC Anchorage-POP Puerto Plata La Union

25h 26m2 stops Seattle/Tacoma Intl Miami

1:18 pm - 8:09 pmPOP Puerto Plata La Union-ANC Anchorage

34h 51m2 stops Miami Dallas/Fort Worth

$1,639Multiple Airlines

Fri, Oct 23 - Sat, Oct 31

Cheap last minute flights

Enter your travel dates to find the best prices.

3:30 pm - 3:42 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

20h 12m2 stops San Francisco Houston George Bush Intcntl

7:00 am - 7:57 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

40h 57m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$1,144United Airlines

Wed, Sep 23 - Tue, Sep 29

3:30 pm - 3:12 pmANC Anchorage-STI Santiago de los Caballeros

19h 42m2 stops San Francisco Newark

6:00 am - 10:43 pmSTI Santiago de los Caballeros-ANC Anchorage

20h 43m2 stops Newark Denver Intl

$1,209United Airlines

Wed, Sep 23 - Fri, Oct 2

3:30 pm - 10:52 pmANC Anchorage-STI Santiago de los Caballeros

27h 22m2 stops San Francisco Newark

6:00 am - 10:43 pmSTI Santiago de los Caballeros-ANC Anchorage

20h 43m2 stops Newark Denver Intl

$1,219United Airlines

Wed, Sep 23 - Fri, Oct 2

11:51 am - 12:26 pmANC Anchorage-STI Santiago de los Caballeros

20h 35m2 stops Seattle/Tacoma Intl New York John F Kennedy Intl

7:30 pm - 9:00 pmSTI Santiago de los Caballeros-ANC Anchorage

29h 30m2 stops New York John F Kennedy Intl Minneapolis St Paul

$1,265Delta

Tue, Sep 22 - Sun, Sep 27

9:00 am - 1:50 pmANC Anchorage-STT Saint Thomas Island Cyril E King

48h 50m2 stops Denver Intl San Juan Luis Munoz Marin Intl

5:40 pm - 10:43 pmSTT Saint Thomas Island Cyril E King-ANC Anchorage

33h 03m2 stops San Juan Luis Munoz Marin Intl Denver Intl

$1,789Multiple Airlines

Wed, Sep 23 - Fri, Sep 25

7:07 am - 1:32 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

26h 25m2 stops Seattle/Tacoma Intl Philadelphia

2:58 pm - 3:04 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

28h 06m3 stops Miami San Diego Seattle/Tacoma Intl

$1,807Alaska Airlines

Wed, Sep 23 - Tue, Sep 29

10:59 am - 1:32 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

22h 33m3 stops Juneau Intl Seattle/Tacoma Intl Philadelphia

2:58 pm - 5:14 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

30h 16m3 stops Miami San Diego Seattle/Tacoma Intl

$1,807Alaska Airlines

Wed, Sep 23 - Tue, Sep 29

8:20 pm - 2:15 pmANC Anchorage-STI Santiago de los Caballeros

13h 55m2 stops Dallas/Fort Worth Miami

3:15 pm - 1:36 pmSTI Santiago de los Caballeros-ANC Anchorage

26h 21m3 stops Miami Dallas/Fort Worth Seattle/Tacoma Intl

$1,883Multiple Airlines

Wed, Sep 23 - Fri, Oct 2

8:20 pm - 2:15 pmANC Anchorage-STI Santiago de los Caballeros

13h 55m2 stops Dallas/Fort Worth Miami

3:15 pm - 1:48 pmSTI Santiago de los Caballeros-ANC Anchorage

26h 33m3 stops Miami Kansas City Seattle/Tacoma Intl

$4,474American Airlines

Tue, Sep 22 - Sun, Sep 27

10:23 am - 12:51 pmANC Anchorage-STT Saint Thomas Island Cyril E King

22h 28m3 stops Seattle/Tacoma Intl Kansas City Miami

1:41 pm - 1:48 pmSTT Saint Thomas Island Cyril E King-ANC Anchorage

28h 07m2 stops Miami Seattle/Tacoma Intl

$4,503American Airlines

Wed, Sep 23 - Fri, Sep 25

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Delta flights from Anchorage to Caribbean

Our best Delta deals on Anchorage to Caribbean flight tickets

Delta

Oct 18

ANC4:05 pmAnchorage

17h 44m

2 stops

SJU1:49 pmSan Juan Luis Munoz Marin Intl

Nov 2

SJU8:15 amSan Juan Luis Munoz Marin Intl

21h 20m

2 stops

ANC12:35 amAnchorage

$830

Delta

Nov 22

ANC4:04 pmAnchorage

16h 03m

2 stops

STI1:07 pmSantiago de los Caballeros

Feb 1

STI6:35 amSantiago de los Caballeros

24h 10m

2 stops

ANC1:45 amAnchorage

$993

Delta

Nov 21

ANC10:08 pmAnchorage

21h 51m

2 stops

STI12:59 amSantiago de los Caballeros

Jan 31

STI6:35 amSantiago de los Caballeros

24h 10m

2 stops

ANC1:45 amAnchorage

$1,013

American Airlines flights from Anchorage to Caribbean

Our best American Airlines deals on Anchorage to Caribbean flight tickets

American Airlines

Nov 2

ANC8:14 pmAnchorage

18h 49m

2 stops

NAS7:03 pmNassau Intl

Nov 9

NAS7:47 amNassau Intl

15h 22m

2 stops

ANC7:09 pmAnchorage

$850

American Airlines

Nov 2

ANC8:14 pmAnchorage

23h 02m

1 stop

SJU12:16 amSan Juan Luis Munoz Marin Intl

Nov 16

SJU6:28 amSan Juan Luis Munoz Marin Intl

17h 41m

1 stop

ANC7:09 pmAnchorage

$907

American Airlines

Nov 1

ANC8:14 pmAnchorage

14h 44m

2 stops

SDQ3:58 pmSanto Domingo Las Americas

Nov 8

SDQ6:00 amSanto Domingo Las Americas

18h 09m

2 stops

ANC7:09 pmAnchorage

$1,021

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Tue 11/3

8:43 pm-3:40 pm

1 stop13h 57m

San Juan Luis Munoz Marin Intl

Wed 11/11

7:40 am-10:56 pm

2 stops20h 16m

$815

Quickest round-trip

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Tue 11/3

8:43 pm-3:40 pm

1 stop13h 57m

San Juan Luis Munoz Marin Intl

Wed 11/11

8:25 am-7:39 pm

1 stop16h 14m

$815

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Sun 10/18

4:05 pm-1:49 pm

2 stops17h 44m

San Juan Luis Munoz Marin Intl

Mon 11/2

8:15 am-12:35 am

2 stops21h 20m

$830

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Wed 12/2

4:03 pm-1:54 pm

2 stops16h 51m

San Juan Luis Munoz Marin Intl

Fri 12/11

7:00 am-8:53 pm

2 stops18h 53m

$845

AnchorageNassau

ANC Anchorage - NAS Nassau Intl

ANCNAS

Anchorage

Mon 11/2

8:14 pm-7:03 pm

2 stops18h 49m

Nassau Intl

Mon 11/9

7:47 am-7:09 pm

2 stops15h 22m

$850

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 11/30

11:22 am-10:41 am

2 stops18h 19m

San Juan Luis Munoz Marin Intl

Wed 12/9

3:53 pm-2:13 am

2 stops15h 20m

$895

AnchoragePunta Cana

ANC Anchorage - PUJ Punta Cana

ANCPUJ

Anchorage

Sat 10/31

12:24 pm-3:35 pm

2 stops47h 11m

Punta Cana

Sat 11/7

7:15 am-11:44 pm

2 stops21h 29m

$1,024

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Tue 10/20

11:56 am-1:37 pm

3 stops21h 41m

San Juan Luis Munoz Marin Intl

Wed 10/28

6:00 am-12:36 am

2 stops22h 36m

$1,160

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 11/30

3:45 pm-2:48 pm

2 stops18h 03m

San Juan Luis Munoz Marin Intl

Wed 12/9

6:28 am-12:51 am

3 stops23h 23m

$1,173

AnchoragePuerto Plata

ANC Anchorage - POP Puerto Plata La Union

ANCPOP

Anchorage

Fri 10/23

7:02 am-12:28 pm

2 stops25h 26m

Puerto Plata La Union

Sat 10/31

1:18 pm-8:09 pm

2 stops34h 51m

$1,639

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 April to fly from Anchorage, when ticket prices are also cheap, with an average price of $947.

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	$437
Fastest flight time	11h 20m
Direct flights	None

The best one-way flight to Caribbean from Anchorage in the past 72 hours is $437. The best round-trip flight deal from Anchorage to Caribbean found on momondo in the last 72 hours is $815.

The fastest flight from Anchorage to Caribbean takes 11h 20m

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 September 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 8,597 reviews	Search Delta flights
United Airlines	PriceFrom $516	Free Cancellation	Rating 7.4 10,222 reviews	Search United Airlines flights
American Airlines	PriceFrom $867	Free Cancellation	Rating 7.0 12,076 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $902	Free Cancellation	Rating 7.9 12,953 reviews	Search Alaska 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.