$325 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 3/1. 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$972
Santo Domingo
Santo Domingo2 stops$955
Nassau
Nassau1 stop$737
Kingston
Kingston2 stops$1,249
Punta Cana
Punta Cana1 stop$972
Santo Domingo
Santo Domingo2 stops$955
Nassau
Nassau1 stop$737
Kingston
Kingston2 stops$1,249

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, Mar 15 - Sun, Mar 22
United Airlines Logo
9:10 pm - 3:22 pm
ANC
-
NAS
14h 12m
1 stop
United Airlines Logo
1:05 pm - 8:01 pm
NAS
-
ANC
34h 56m
2 stops
$737United Airlines
Mon, Mar 16 - Wed, Mar 25
United Airlines Logo
11:52 pm - 8:00 pm
ANC
-
SJU
16h 08m
2 stops
United Airlines Logo
7:05 am - 8:01 pm
SJU
-
ANC
16h 56m
2 stops
$765United Airlines
Sun, Mar 15 - Sun, Mar 22
United Airlines Logo
9:10 pm - 2:32 pm
ANC
-
NAS
13h 22m
2 stops
United Airlines Logo
1:05 pm - 8:01 pm
NAS
-
ANC
34h 56m
2 stops
$787United Airlines
Mon, May 4 - Wed, May 6
United Airlines Logo
11:49 pm - 9:24 pm
ANC
-
SJU
17h 35m
2 stops
United Airlines Logo
4:55 pm - 5:01 pm
SJU
-
ANC
28h 06m
2 stops
$794United Airlines
Mon, May 18 - Wed, May 27
Delta Logo
1:30 am - 11:43 pm
ANC
-
SJU
18h 13m
2 stops
Delta Logo
1:55 pm - 1:35 am
SJU
-
ANC
15h 40m
2 stops
$805Delta
Sun, Mar 1 - Tue, Mar 10
Delta Logo
1:15 pm - 1:05 pm
ANC
-
SJU
18h 50m
2 stops
Delta Logo
6:15 am - 6:51 pm
SJU
-
ANC
16h 36m
2 stops
$810Delta
Tue, May 19 - Wed, May 27
American Airlines Logo
8:30 pm - 11:01 pm
ANC
-
SJU
22h 31m
1 stop
American Airlines Logo
5:37 am - 10:37 pm
SJU
-
ANC
21h 00m
1 stop
$845American Airlines
Mon, Apr 13 - Wed, Apr 22
American Airlines Logo
8:30 pm - 4:25 pm
ANC
-
PUJ
15h 55m
1 stop
American Airlines Logo
3:39 pm - 6:50 pm
PUJ
-
ANC
31h 11m
1 stop
$974American Airlines
Mon, Mar 30 - Wed, Apr 1
Air Canada Logo
9:04 pm - 12:25 pm
ANC
-
NAS
35h 21m
2 stops
Air Canada Logo
9:10 pm - 7:55 pm
NAS
-
ANC
26h 45m
2 stops
$1,093Air Canada
Sun, Mar 29 - Thu, Apr 2
Air Canada Logo
9:04 pm - 12:35 pm
ANC
-
KIN
36h 31m
2 stops
Air Canada Logo
1:55 pm - 7:55 pm
KIN
-
ANC
33h 00m
2 stops
$1,249Air 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 is just one airline that flies from Anchorage to Caribbean direct and that is Delta. The best round-trip deal found from Delta for the route is to Nassau (NAS) and costs $268.

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 ($737) and American Airlines ($974).

Good to know

Low seasonAugust
Cheapest flight$325
Best time to beat the crowds with an average 49% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Anchorage to Punta Cana

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 8126 reviews
8.5Crew
8.1Boarding
7.8Entertainment
7.2Food
7.9Comfort
Airline reviews

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

10.0 ExcellentDr. Simon, Jan 2026
LAX - JFK
Read more Delta reviews

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The flight was comfortable and uneventful, which is what I desire

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

The food was terrible this time. Otherwise pleasant, quiet, on-time.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports