$342 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 5/20. 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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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

Wed, Aug 19 - Mon, Aug 24
Delta Logo
7:30 am - 12:33 am
SJU
-
ANC
21h 03m
2 stops
Delta Logo
8:30 pm - 1:30 pm
ANC
-
SJU
13h 00m
1 stop
$815Delta
Wed, Aug 19 - Mon, Aug 24
Delta Logo
7:30 am - 11:34 pm
SJU
-
ANC
20h 04m
2 stops
Delta Logo
5:15 pm - 11:56 am
ANC
-
SJU
14h 41m
2 stops
$816Delta
Wed, Oct 21 - Fri, Oct 30
Delta Logo
1:06 pm - 1:45 am
SJU
-
ANC
16h 39m
2 stops
Delta Logo
9:55 pm - 3:01 pm
ANC
-
SJU
13h 06m
1 stop
$835Delta
Sat, Jul 18 - Tue, Jul 28
Sun Country Air Logo
4:20 pm - 7:48 pm
SJU
-
ANC
31h 28m
1 stop
Sun Country Air Logo
8:52 pm - 3:18 pm
ANC
-
SJU
14h 26m
1 stop
$869Sun Country Air
Mon, Jun 1 - Sat, Jun 6
Multiple Airlines Logo
6:41 pm - 5:22 pm
SJU
-
ANC
50h 41m
3 stops
Multiple Airlines Logo
1:22 pm - 2:08 am
ANC
-
SJU
32h 46m
3 stops
$881Multiple Airlines
Mon, Oct 26 - Mon, Nov 2
United Airlines Logo
6:45 am - 10:39 pm
SJU
-
ANC
19h 54m
2 stops
United Airlines Logo
11:40 pm - 6:25 pm
ANC
-
SJU
13h 45m
1 stop
$895United Airlines
Wed, May 27 - Thu, Jun 4
United Airlines Logo
1:00 am - 10:46 pm
SJU
-
ANC
25h 46m
2 stops
United Airlines Logo
8:20 pm - 1:45 pm
ANC
-
SJU
13h 25m
1 stop
$899United Airlines
Fri, May 29 - Tue, Jul 7
American Airlines Logo
7:00 am - 11:52 pm
SDQ
-
ANC
20h 52m
2 stops
American Airlines Logo
9:57 pm - 9:25 pm
ANC
-
SDQ
19h 28m
2 stops
$1,163American Airlines
Sun, Oct 18 - Sun, Oct 25
American Airlines Logo
8:00 am - 7:08 pm
SDQ
-
ANC
15h 08m
2 stops
American Airlines Logo
8:20 pm - 2:20 pm
ANC
-
SDQ
14h 00m
2 stops
$1,195American Airlines
Fri, Jun 26 - Mon, Jul 6
Multiple Airlines Logo
6:30 am - 7:48 pm
SDQ
-
ANC
41h 18m
2 stops
Multiple Airlines Logo
7:59 pm - 5:29 am
ANC
-
SDQ
29h 30m
1 stop
$1,252Multiple Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$342
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 7% 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 airline 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 8464 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.2Food
7.9Comfort
Airline reviews

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

8.0 ExcellentMatthew, May 2026
OKC - ATL
Read more Delta reviews

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

Round trip flight to Canada and back to the US was smooth and efficient.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

Spanish speaker flight attendants were incredibly rude. A male flight attendant named Allen, grabbed my bag out of the overhead bin and moved it without my permission. When I asked what he was doing, he informed me that the overhead bins were public space? It would be easy to ignore this comment, as you don’t know the whole story, but the flight attendants were militant and rude. Delta, you can do better!

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

Traveling to a place near Anchorage?

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Girdwood

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