$396 Find Cheap Flights from Anchorage to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Anchorage to Caribbean departing on 2/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Anchorage to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$954
Santo Domingo
Santo Domingo2 stops$997
Nassau
Nassau2 stops$685
Saint Thomas Island
Saint Thomas Island2 stops$1,016
Kingston
Kingston2 stops$1,156
Punta Cana
Punta Cana1 stop$954
Santo Domingo
Santo Domingo2 stops$997
Nassau
Nassau2 stops$685
Saint Thomas Island
Saint Thomas Island2 stops$1,016
Kingston
Kingston2 stops$1,156

Book Cheap Anchorage to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Anchorage to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Anchorage to Caribbean

Sun, Apr 5 - Sun, Apr 19
United Airlines Logo
11:47 pm - 1:50 pm
ANC
-
NAS
34h 03m2 stops
United Airlines Logo
3:59 pm - 7:55 pm
NAS
-
ANC
31h 56m1 stop
$685United Airlines
Mon, May 4 - Thu, May 14
United Airlines Logo
11:45 pm - 11:28 am
ANC
-
NAS
31h 43m2 stops
United Airlines Logo
3:59 pm - 4:45 pm
NAS
-
ANC
28h 46m1 stop
$691United Airlines
Sun, Apr 5 - Sun, Apr 19
United Airlines Logo
9:04 pm - 2:57 pm
ANC
-
NAS
13h 53m1 stop
United Airlines Logo
3:59 pm - 7:55 pm
NAS
-
ANC
31h 56m1 stop
$705United Airlines
Fri, May 29 - Tue, Jun 9
American Airlines Logo
9:52 pm - 3:15 pm
ANC
-
NAS
13h 23m2 stops
American Airlines Logo
12:35 pm - 11:57 pm
NAS
-
ANC
15h 22m2 stops
$726American Airlines
Mon, Feb 23 - Mon, Mar 2
United Airlines Logo
11:45 pm - 9:00 pm
ANC
-
SJU
16h 15m2 stops
United Airlines Logo
7:40 am - 7:46 pm
SJU
-
ANC
17h 06m2 stops
$745United Airlines
Mon, May 4 - Thu, May 14
American Airlines Logo
8:30 pm - 2:38 pm
ANC
-
NAS
14h 08m1 stop
American Airlines Logo
3:39 pm - 6:50 pm
NAS
-
ANC
31h 11m1 stop
$749American Airlines
Fri, Feb 20 - Thu, Feb 26
Delta Logo
3:21 pm - 1:03 pm
ANC
-
SJU
16h 42m2 stops
Delta Logo
6:15 am - 8:44 pm
SJU
-
ANC
19h 29m2 stops
$765Delta
Fri, Feb 20 - Sat, Feb 28
Delta Logo
1:15 pm - 1:03 pm
ANC
-
SJU
18h 48m2 stops
Delta Logo
6:15 am - 10:46 pm
SJU
-
ANC
21h 31m2 stops
$785Delta
Sun, Mar 29 - Thu, Apr 2
Air Canada Logo
9:04 pm - 12:35 pm
ANC
-
KIN
36h 31m2 stops
Air Canada Logo
1:55 pm - 7:55 pm
KIN
-
ANC
33h 00m2 stops
$1,156Air Canada
Sun, Mar 29 - Thu, Apr 2
Air Canada Logo
9:04 pm - 12:35 pm
ANC
-
KIN
36h 31m2 stops
Air Canada Logo
1:55 pm - 7:55 pm
KIN
-
ANC
33h 00m2 stops
$1,286Air Canada
Booking Insights

KAYAK's insights & trends for Anchorage to Caribbean flights

Get data-powered insights and trends into flights from Anchorage to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Anchorage and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Anchorage to Caribbean.

There are 2 airlines that fly nonstop from Anchorage to Caribbean. They are Delta and United Airlines. The cheapest airline for this route is Delta, with the best round-trip deal found costing $292 and arriving in Nassau (NAS). On average, Delta offers the best prices for nonstop flights between Anchorage and Caribbean.

Which airlines provide the cheapest flights from Anchorage to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Anchorage to Caribbean were found on United Airlines ($685) and American Airlines ($726).

Good to know

Low seasonJanuary
Cheapest flight$396
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from Anchorage to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Anchorage to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Anchorage to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Anchorage to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Anchorage to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Anchorage to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Anchorage to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Anchorage to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Anchorage to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Anchorage to Caribbean

 
Need help choosing which airline to fly with from Anchorage to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8022 reviews
8.1Boarding
7.9Comfort
8.5Crew
7.2Food
7.8Entertainment
Airline reviews

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

6.0 GoodJason, Jan 2026
BOS - SFO
Read more Delta reviews

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

A 12 hour flight during the day with one real meal service - are you kidding? Also the breakfast was one of the worst and not what was listed

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

The staff was hospitable and professional. The seat had a bit of wear. The winner shade was stuck 1/4 open. I received the best of both worlds. The morning sun was able to come in and blind the screen i was trying to use while at the same time it was too low to look out and enjoy the view. Rather embarrassing for a 1st class ticket.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

Aircraft was noisy, old and never dimmed the lights on a night flight even on business class! I flew 17 times on United and probably another 40 on other airlines United USA /Europe flights were the worst to include luggage delayed once going to europe and once coming back

Check how old the airframe is, some older ones have inoperable seat back entertainment or power.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports