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Cheap flights from Anchorage to Caribbean Islands from $235

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Anchorage to Caribbean Islands departing on 10/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Anchorage to Caribbean Islands

Cheap round-trip flights

Delta Logo
2:15 pm - 1:49 pmANC-NAS
19h 34m2 stops
Delta Logo
1:15 pm - 1:36 amNAS-ANC
16h 21m2 stops
$588Delta
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Fri, Sep 12 - Fri, Sep 19
Delta Logo
5:15 pm - 1:49 pmANC-NAS
16h 34m2 stops
Delta Logo
12:55 pm - 1:37 amNAS-ANC
16h 42m2 stops
$612Delta
Find Deal
Sun, Sep 14 - Sun, Sep 21
United Airlines Logo
9:04 pm - 2:44 pmANC-SJU
13h 40m1 stop
United Airlines Logo
1:25 pm - 10:56 pmSJU-ANC
13h 31m1 stop
$764United Airlines
Find Deal
Wed, Oct 22 - Sat, Nov 1
United Airlines Logo
9:07 pm - 9:00 pmANC-SJU
18h 53m1 stop
United Airlines Logo
8:10 am - 7:59 pmSJU-ANC
16h 49m1 stop
$778United Airlines
Find Deal
Mon, Nov 10 - Tue, Nov 18
American Airlines Logo
8:21 pm - 9:35 pmANC-SJU
20h 14m1 stop
American Airlines Logo
8:14 am - 5:07 pmSJU-ANC
13h 53m1 stop
$824American Airlines
Find Deal
Tue, Nov 18 - Thu, Nov 27
Alaska Airlines Logo
11:16 am - 2:25 pmANC-SJU
23h 09m2 stops
Alaska Airlines Logo
3:10 pm - 6:47 pmSJU-ANC
31h 37m3 stops
$933Alaska Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
American Airlines Logo
7:46 pm - 6:15 pmANC-SJU
18h 29m2 stops
American Airlines Logo
6:00 am - 8:49 pmSJU-ANC
18h 49m2 stops
$984American Airlines
Find Deal
Wed, Aug 13 - Sun, Aug 17
Alaska Airlines Logo
5:47 pm - 2:20 pmANC-SJU
16h 33m2 stops
Alaska Airlines Logo
5:44 am - 9:48 pmSJU-ANC
20h 04m2 stops
$1,052Alaska Airlines
Find Deal
Wed, Oct 22 - Sun, Nov 2
Logo
11:55 pm - 7:50 amANC-STT
26h 55m2 stops
Logo
8:39 am - 10:34 pmSTT-ANC
18h 55m2 stops
$1,196
Find Deal
Sat, Jan 24 - Thu, Feb 5
Logo
8:35 pm - 5:25 pmANC-PUJ
15h 50m2 stops
Logo
1:40 pm - 2:39 amPUJ-ANC
17h 59m2 stops
$1,597
Find Deal
Thu, Dec 18 - Mon, Jan 5

Delta flights from Anchorage to Caribbean Islands

Our best Delta deals on Anchorage to Caribbean Islands flight tickets
Delta
Sep 12
ANC2:15 pmAnchorage
19h 34m
2 stops
NAS1:49 pmNassau Intl
Sep 19
NAS1:15 pmNassau Intl
16h 21m
2 stops
ANC1:36 amAnchorage
$588
Find similar
Delta
Sep 14
ANC5:15 pmAnchorage
16h 34m
2 stops
NAS1:49 pmNassau Intl
Sep 21
NAS12:55 pmNassau Intl
16h 42m
2 stops
ANC1:37 amAnchorage
$612
Find similar
Delta
Oct 20
ANC12:30 amAnchorage
19h 26m
2 stops
SJU11:56 pmSan Juan Luis Munoz Marin Intl
Oct 31
SJU7:00 amSan Juan Luis Munoz Marin Intl
19h 43m
2 stops
ANC10:43 pmAnchorage
$744
Find similar

United Airlines flights from Anchorage to Caribbean Islands

Our best United Airlines deals on Anchorage to Caribbean Islands flight tickets
United Airlines
Oct 22
ANC9:04 pmAnchorage
13h 40m
1 stop
SJU2:44 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU1:25 pmSan Juan Luis Munoz Marin Intl
13h 31m
1 stop
ANC10:56 pmAnchorage
$764
Find similar
United Airlines
Nov 10
ANC9:07 pmAnchorage
18h 53m
1 stop
SJU9:00 pmSan Juan Luis Munoz Marin Intl
Nov 18
SJU8:10 amSan Juan Luis Munoz Marin Intl
16h 49m
1 stop
ANC7:59 pmAnchorage
$778
Find similar
United Airlines
Oct 22
ANC9:04 pmAnchorage
22h 53m
2 stops
SJU11:57 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU1:25 pmSan Juan Luis Munoz Marin Intl
35h 34m
3 stops
ANC8:59 pmAnchorage
$799
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Anchorage to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 31, 2025.
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

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 9/12

2:15 pm-1:49 pm

2 stops19h 34m

Nassau Intl

Fri 9/19

1:15 pm-1:36 am

2 stops16h 21m

$588

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

5:15 pm-1:49 pm

2 stops16h 34m

Nassau Intl

Sun 9/21

12:55 pm-1:37 am

2 stops16h 42m

$612

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 10/22

9:04 pm-2:44 pm

1 stop13h 40m

San Juan Luis Munoz Marin Intl

Sat 11/1

1:25 pm-10:56 pm

1 stop13h 31m

$764

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 11/10

9:07 pm-9:00 pm

1 stop18h 53m

San Juan Luis Munoz Marin Intl

Tue 11/18

8:10 am-7:59 pm

1 stop16h 49m

$778

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 11/18

8:21 pm-9:35 pm

1 stop20h 14m

San Juan Luis Munoz Marin Intl

Thu 11/27

8:14 am-5:07 pm

1 stop13h 53m

$824

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Thu 10/23

11:16 am-2:25 pm

2 stops23h 09m

San Juan Luis Munoz Marin Intl

Mon 10/27

3:10 pm-6:47 pm

3 stops31h 37m

$933

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 8/13

7:46 pm-6:15 pm

2 stops18h 29m

San Juan Luis Munoz Marin Intl

Sun 8/17

6:00 am-8:49 pm

2 stops18h 49m

$984

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Wed 10/22

5:47 pm-2:20 pm

2 stops16h 33m

San Juan Luis Munoz Marin Intl

Sun 11/2

5:44 am-9:48 pm

2 stops20h 04m

$1,052

AnchorageSaint Thomas Island

ANC - STT

ANCSTT

Anchorage

Sat 1/24

11:55 pm-7:50 am

2 stops26h 55m

Saint Thomas Island Cyril E King

Thu 2/5

8:39 am-10:34 pm

2 stops18h 55m

$1,196

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

Thu 12/18

8:35 pm-5:25 pm

2 stops15h 50m

Punta Cana

Mon 1/5

1:40 pm-2:39 am

2 stops17h 59m

$1,597

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

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

What is the cheapest month to fly to Caribbean Islands?

The month of April is, on average, the cheapest month to fly to Caribbean Islands from Anchorage, with most prices found around $783. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Anchorage averaging around $795.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Anchorage to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $782. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $1,152. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Anchorage to Caribbean Islands in the evening for as low as $1,008. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $1,242. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Best Price Found

$235

Fastest flight time

11h 33m

Direct flights

None

Airports in Caribbean Islands

7 airports
The best one-way flight to Caribbean Islands from Anchorage in the past 72 hours is $235. The best round-trip flight deal from Anchorage to Caribbean Islands found on momondo in the last 72 hours is $588.
The fastest flight from Anchorage to Caribbean Islands takes 11h 33m
There are no direct flights from Anchorage to Caribbean Islands. Popular non-direct routes for this connection are Anchorage Airport - Santo Domingo Las Americas Airport, Anchorage Airport - Nassau Intl Airport and Anchorage Airport - San Juan Luis Munoz Marin Intl Airport.
There are 7 airports near Caribbean Islands: Nassau Intl (NAS), Santo Domingo Las Americas (SDQ), Saint Thomas Island Cyril E King (STT), Punta Cana (PUJ), Christiansted Henry Rohlsen (STX), Santiago de los Caballeros (STI), San Juan Luis Munoz Marin Intl (SJU)
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  • 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?

  • 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?

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
DeltaPriceFrom $500Free CancellationRating
8.0
7,981 reviews
Search Delta flights
Alaska AirlinesPriceFrom $559Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $732Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
American AirlinesPriceFrom $782Free CancellationRating
7.2
10,000 reviews
Search American 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.

An easier way to manage your Caribbean Islands trip

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