What airlines fly to Caribbean?

Delta, United Airlines and American Airlines are the top three most popular airlines that fly to Caribbean from Alaska according to our data. Delta is the first choice among our users, with 61% 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.

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

Delta and United Airlines are the most popular carriers operating from Alaska to Caribbean

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

Prices for flights from Alaska to Caribbean refresh daily.

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

As of September 2026, there are 3 operators available to choose from for flights from Alaska to Caribbean.

How old do you have to be to fly from Alaska 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 Alaska to Caribbean.

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

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$349 Cheap Flights from Alaska to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Alaska to Caribbean

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:22 pm - 1:07 pmANC Anchorage-NAS Nassau Intl

12h 45m2 stops Dallas/Fort Worth Miami

7:45 am - 7:17 pmNAS Nassau Intl-ANC Anchorage

15h 32m2 stops Miami Dallas/Fort Worth

$727American Airlines

Tue, Oct 20 - Tue, Oct 27

8:40 pm - 3:22 pmANC Anchorage-NAS Nassau Intl

14h 42m1 stop Chicago O'Hare Intl

3:35 pm - 10:39 pmNAS Nassau Intl-ANC Anchorage

35h 04m2 stops Chicago O'Hare Intl Denver Intl

$794United Airlines

Thu, Jan 14 - Thu, Jan 21

8:59 pm - 11:50 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

22h 51m2 stops Chicago O'Hare Intl Newark

1:00 am - 7:57 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

22h 57m2 stops Newark Chicago O'Hare Intl

$803United Airlines

Mon, Oct 19 - Wed, Oct 21

11:59 pm - 9:00 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

16h 01m2 stops Denver Intl Chicago O'Hare Intl

8:25 am - 7:20 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

15h 55m1 stop Chicago O'Hare Intl

$815United Airlines

Mon, Nov 30 - Tue, Dec 8

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

$820Delta

Sun, Oct 18 - Mon, Nov 2

1:40 am - 10:18 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

16h 38m2 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

$820Delta

Sat, Oct 17 - Mon, Nov 2

8:22 pm - 11:20 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

22h 58m1 stop Dallas/Fort Worth

6:00 am - 7:37 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

17h 37m2 stops Dallas/Fort Worth Seattle/Tacoma Intl

$965American Airlines

Thu, Oct 15 - Fri, Oct 23

8:14 pm - 6:19 pmANC Anchorage-SDQ Santo Domingo Las Americas

17h 05m2 stops Dallas/Fort Worth Miami

6:00 am - 7:09 pmSDQ Santo Domingo Las Americas-ANC Anchorage

18h 09m2 stops Miami Dallas/Fort Worth

$973American Airlines

Fri, Nov 27 - Tue, Dec 1

6:47 pm - 12:13 amANC Anchorage-SJU San Juan Luis Munoz Marin Intl

24h 26m2 stops Seattle/Tacoma Intl Dallas/Fort Worth

6:28 am - 12:10 amSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

22h 42m3 stops Dallas/Fort Worth San Jose Seattle/Tacoma Intl

$1,114Alaska Airlines

Mon, Nov 30 - Tue, Dec 8

10:22 am - 2:03 pmANC Anchorage-SJU San Juan Luis Munoz Marin Intl

23h 41m2 stops Seattle/Tacoma Intl Chicago O'Hare Intl

6:28 am - 11:45 pmSJU San Juan Luis Munoz Marin Intl-ANC Anchorage

22h 17m3 stops Dallas/Fort Worth San Jose Seattle/Tacoma Intl

$1,124Alaska Airlines

Sun, Oct 18 - Mon, Nov 2

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American Airlines flights from Alaska to Caribbean

Our best American Airlines deals on Alaska to Caribbean flight tickets

American Airlines

Oct 20

ANC8:22 pmAnchorage

12h 45m

2 stops

NAS1:07 pmNassau Intl

Oct 27

NAS7:45 amNassau Intl

15h 32m

2 stops

ANC7:17 pmAnchorage

$727

American Airlines

Oct 15

ANC8:22 pmAnchorage

22h 58m

1 stop

SJU11:20 pmSan Juan Luis Munoz Marin Intl

Oct 23

SJU6:00 amSan Juan Luis Munoz Marin Intl

17h 37m

2 stops

ANC7:37 pmAnchorage

$965

American Airlines

Nov 27

ANC8:14 pmAnchorage

17h 05m

2 stops

SDQ6:19 pmSanto Domingo Las Americas

Dec 1

SDQ6:00 amSanto Domingo Las Americas

18h 09m

2 stops

ANC7:09 pmAnchorage

$973

United Airlines flights from Alaska to Caribbean

Our best United Airlines deals on Alaska to Caribbean flight tickets

United Airlines

Jan 14

ANC8:40 pmAnchorage

14h 42m

1 stop

NAS3:22 pmNassau Intl

Jan 21

NAS3:35 pmNassau Intl

35h 04m

2 stops

ANC10:39 pmAnchorage

$794

United Airlines

Oct 20

ANC11:45 pmAnchorage

16h 53m

2 stops

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU7:25 amSan Juan Luis Munoz Marin Intl

19h 31m

2 stops

ANC10:56 pmAnchorage

$815

United Airlines

Oct 19

ANC8:59 pmAnchorage

22h 51m

2 stops

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Oct 21

SJU1:00 amSan Juan Luis Munoz Marin Intl

22h 57m

2 stops

ANC7:57 pmAnchorage

$822

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

AnchorageNassau

ANC Anchorage - NAS Nassau Intl

ANCNAS

Anchorage

Tue 10/20

8:22 pm-1:07 pm

2 stops12h 45m

Nassau Intl

Tue 10/27

7:45 am-7:17 pm

2 stops15h 32m

$727

AnchorageNassau

ANC Anchorage - NAS Nassau Intl

ANCNAS

Anchorage

Thu 1/14

8:40 pm-3:22 pm

1 stop14h 42m

Nassau Intl

Thu 1/21

3:35 pm-10:39 pm

2 stops35h 04m

$794

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 10/19

8:59 pm-11:50 pm

2 stops22h 51m

San Juan Luis Munoz Marin Intl

Wed 10/21

1:00 am-7:57 pm

2 stops22h 57m

$803

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 11/30

11:59 pm-9:00 pm

2 stops16h 01m

San Juan Luis Munoz Marin Intl

Tue 12/8

8:25 am-7:20 pm

1 stop15h 55m

$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

$820

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Sat 10/17

1:40 am-10:18 pm

2 stops16h 38m

San Juan Luis Munoz Marin Intl

Mon 11/2

8:15 am-12:35 am

2 stops21h 20m

$820

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Thu 10/15

8:22 pm-11:20 pm

1 stop22h 58m

San Juan Luis Munoz Marin Intl

Fri 10/23

6:00 am-7:37 pm

2 stops17h 37m

$965

AnchorageSanto Domingo

ANC Anchorage - SDQ Santo Domingo Las Americas

ANCSDQ

Anchorage

Fri 11/27

8:14 pm-6:19 pm

2 stops17h 05m

Santo Domingo Las Americas

Tue 12/1

6:00 am-7:09 pm

2 stops18h 09m

$973

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Mon 11/30

6:47 pm-12:13 am

2 stops24h 26m

San Juan Luis Munoz Marin Intl

Tue 12/8

6:28 am-12:10 am

3 stops22h 42m

$1,114

AnchorageSan Juan

ANC Anchorage - SJU San Juan Luis Munoz Marin Intl

ANCSJU

Anchorage

Sun 10/18

10:22 am-2:03 pm

2 stops23h 41m

San Juan Luis Munoz Marin Intl

Mon 11/2

6:28 am-11:45 pm

3 stops22h 17m

$1,124

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 Alaska 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, April is the cheapest month to fly from Alaska to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $947. If you don’t want to visit Caribbean in April, then you should wait until September to fly from Alaska, when ticket prices are also cheap, with an average price of $964.

Can stopping save me money on Alaska to Caribbean flights?

You could potentially save up to 32% on your flight if you consider stops on a Alaska to Caribbean flight.

Cheap Alaska to Caribbean flight deals and tips

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

Best Price Found	$349
Fastest flight time	11h 20m
Direct flights	None

The best one-way flight to Caribbean from Alaska in the past 72 hours is $349. The best round-trip flight deal from Alaska to Caribbean found on momondo in the last 72 hours is $727.

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

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

Search flight deals

Frequently asked questions about flying from Alaska to Caribbean

When did momondo last update prices for flights from Alaska to Caribbean?
Prices for flights from Alaska to Caribbean refresh daily.
How many operators does momondo search for flights from Alaska to Caribbean?
As of September 2026, there are 3 operators available to choose from for flights from Alaska to Caribbean.
How old do you have to be to fly from Alaska 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 Alaska to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Alaska to Caribbean

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $432	Free Cancellation	Rating 7.8 8,554 reviews	Search Delta flights
United Airlines	PriceFrom $516	Free Cancellation	Rating 7.4 10,189 reviews	Search United Airlines flights
American Airlines	PriceFrom $867	Free Cancellation	Rating 7.1 12,045 reviews	Search American Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Alaska to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Caribbean from Alaska which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Alaska and Caribbean by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Alaska to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.