$366 Find Cheap Flights from Caribbean to Anchorage

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Anchorage departing on 1/10. 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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Everything you should know

Cheapest round-trip
$829
Typical prices: $1,005-$1,564
Delta
Sat 1/10Sat 1/17
SJU - ANC • 2 stops
Cheapest one-way
$366
Typical prices: $463-$493
Multiple Airlines
Sat 1/10
SJU - ANC • 3 stops
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to Anchorage

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Anchorage 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 Caribbean to Anchorage

Sat, Jan 10 - Sat, Jan 17
Delta Logo
6:15 am - 6:56 pm
SJU
-
ANC
17h 41m2 stops
Delta Logo
8:22 pm - 1:05 pm
ANC
-
SJU
11h 43m1 stop
$829Delta
Sat, Jan 10 - Sat, Jan 17
Delta Logo
6:15 am - 6:56 pm
SJU
-
ANC
17h 41m2 stops
Delta Logo
9:15 pm - 5:17 pm
ANC
-
SJU
15h 02m2 stops
$830Delta
Thu, Jan 22 - Mon, Jan 26
Alaska Airlines Logo
6:00 am - 12:53 am
SJU
-
ANC
23h 53m2 stops
Alaska Airlines Logo
10:05 am - 3:00 pm
ANC
-
SJU
23h 55m2 stops
$863Alaska Airlines
Thu, Jan 22 - Mon, Jan 26
Alaska Airlines Logo
6:00 am - 10:38 am
SJU
-
ANC
33h 38m2 stops
Alaska Airlines Logo
6:00 am - 3:00 pm
ANC
-
SJU
28h 00m2 stops
$903Alaska Airlines
Thu, Jan 22 - Mon, Jan 26
United Airlines Logo
2:25 pm - 11:15 pm
SJU
-
ANC
13h 50m1 stop
United Airlines Logo
9:00 am - 1:17 pm
ANC
-
SJU
23h 17m2 stops
$904United Airlines
Wed, Dec 24 - Tue, Dec 30
Delta Logo
3:45 am - 6:49 pm
SJU
-
ANC
20h 04m2 stops
Delta Logo
9:15 pm - 3:29 pm
ANC
-
SJU
13h 14m1 stop
$934Delta
Thu, Dec 25 - Tue, Dec 30
Delta Logo
7:00 am - 6:49 pm
SJU
-
ANC
16h 49m2 stops
Delta Logo
3:40 pm - 3:29 pm
ANC
-
SJU
18h 49m2 stops
$935Delta
Fri, Feb 20 - Wed, Feb 25
United Airlines Logo
6:00 am - 7:46 pm
SDQ
-
ANC
18h 46m2 stops
United Airlines Logo
9:00 am - 11:46 pm
ANC
-
SDQ
33h 46m3 stops
$981United Airlines
Thu, Dec 25 - Tue, Dec 30
Delta Logo
4:45 pm - 1:22 am
SJU
-
ANC
13h 37m1 stop
Delta Logo
9:15 pm - 3:29 pm
ANC
-
SJU
13h 14m1 stop
$984Delta
Thu, Dec 25 - Tue, Dec 30
United Airlines Logo
7:00 am - 7:45 pm
SJU
-
ANC
17h 45m2 stops
United Airlines Logo
9:00 pm - 8:09 pm
ANC
-
SJU
18h 09m2 stops
$985United Airlines
Useful Info

Good to know

Low seasonMarch
Cheapest flight$366
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from San Juan to Anchorage

FAQs for booking flights from Caribbean to Anchorage

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

    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 Caribbean to Anchorage.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Anchorage from 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 Caribbean to Anchorage?

    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 to Anchorage with an airline and back to Caribbean with another airline.

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

    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 to Anchorage from 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 Caribbean to Anchorage

 
Need help choosing which airline to fly with from Caribbean to Anchorage? 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 8007 reviews
7.3Food
8.5Crew
8.1Boarding
7.9Comfort
7.9Entertainment
Airline reviews

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

6.0 GoodJeff, Dec 2025
JFK - MIA
Read more Delta reviews

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

For some reason, I couldn't choose my seat. The airline gave me a seat when I got there. Not happy about that. Otherwise, everything else was great!

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Movie selection is good. Crew did not understand mileage program and were no help. Sick later. Food?

Staff on board was excellent. Positive upbeat helpful- like it used to be.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

For an expensive flight to another country, United has a lot of nerve serving pretzels and no meals (unless, of course, you want to buy something to eat). Unacceptable.

The food is terrible. The same pasta or chicken with bad taste and presentation

United have really come back. Airport and boarding process is clear and good, app and information also very good

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

It was probably one of the worst flights I’ve been on. The restrooms were never cleaned or stocked. The food was very subpar, and i usually enjoy airline food, so I was disappointed. It was just all around a bad experience. The only saving grace was the flight attendants.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

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