$437 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 5/30. 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

Mon, Jun 1 - Sat, Jun 6
Multiple Airlines Logo
9:48 am - 11:09 am
SJU
-
ANC
29h 21m
2 stops
Multiple Airlines Logo
1:22 pm - 1:35 am
ANC
-
SJU
32h 13m
2 stops
$764Multiple Airlines
Mon, Jun 1 - Sat, Jun 6
Multiple Airlines Logo
9:48 am - 11:09 am
SJU
-
ANC
29h 21m
2 stops
Multiple Airlines Logo
1:22 pm - 8:16 pm
ANC
-
SJU
50h 54m
3 stops
$784Multiple Airlines
Mon, Jun 1 - Fri, Jun 5
Multiple Airlines Logo
9:48 am - 11:09 am
SJU
-
ANC
29h 21m
2 stops
Multiple Airlines Logo
1:22 pm - 12:47 am
ANC
-
SJU
31h 25m
3 stops
$793Multiple Airlines
Mon, Jun 1 - Fri, Jun 5
Multiple Airlines Logo
9:48 am - 11:09 am
SJU
-
ANC
29h 21m
2 stops
Multiple Airlines Logo
1:22 pm - 3:18 pm
ANC
-
SJU
21h 56m
1 stop
$821Multiple Airlines
Sun, Apr 26 - Mon, Jun 29
Multiple Airlines Logo
1:59 am - 1:32 pm
SJU
-
ANC
39h 33m
3 stops
Multiple Airlines Logo
1:32 pm - 1:56 am
ANC
-
SJU
32h 24m
2 stops
$826Multiple Airlines
Sat, May 2 - Wed, May 6
United Airlines Logo
7:40 am - 8:06 pm
SJU
-
ANC
16h 26m
1 stop
United Airlines Logo
11:59 pm - 8:34 pm
ANC
-
SJU
16h 35m
1 stop
$829United Airlines
Thu, May 28 - Thu, Jun 4
Delta Logo
7:05 am - 12:55 am
SJU
-
ANC
21h 50m
2 stops
Delta Logo
8:05 pm - 12:01 pm
ANC
-
SJU
11h 56m
1 stop
$845Delta
Sat, May 2 - Wed, May 6
Delta Logo
7:30 am - 6:46 pm
SJU
-
ANC
15h 16m
2 stops
Delta Logo
1:41 pm - 1:11 pm
ANC
-
SJU
19h 30m
2 stops
$846Delta
Fri, May 1 - Wed, May 6
United Airlines Logo
1:00 am - 5:01 pm
SJU
-
ANC
20h 01m
2 stops
United Airlines Logo
11:59 pm - 8:34 pm
ANC
-
SJU
16h 35m
1 stop
$852United Airlines
Wed, Apr 1 - Tue, Apr 7
United Airlines Logo
1:40 pm - 10:45 pm
SJU
-
ANC
13h 05m
1 stop
United Airlines Logo
8:50 pm - 8:34 pm
ANC
-
SJU
19h 44m
1 stop
$856United Airlines
Useful Info

Good to know

Low seasonAugust
Cheapest flight$437
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 3% 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 8293 reviews
7.8Entertainment
8.1Boarding
7.2Food
7.9Comfort
8.5Crew
Airline reviews

No pilots so we were two hours late taking off and then no gate agents when we arrived in Salt Lake.

2.0 MediocreAnonymous, Mar 2026
PUJ - DTW
Read more Delta reviews

No pilots so we were two hours late taking off and then no gate agents when we arrived in Salt Lake.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

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