$345 Find Cheap Flights from Caribbean Islands 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 9/19. 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

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Cheap Flights from Caribbean Islands to Anchorage

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

Thu, Oct 2 - Sun, Oct 5
Delta Logo
7:00 am - 1:37 amSJU-ANC
22h 37m2 stops
Delta Logo
12:30 am - 9:59 pmANC-SJU
17h 29m2 stops
$745Delta
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Thu, Oct 2 - Mon, Oct 6
American Airlines Logo
7:05 pm - 8:48 pmSJU-ANC
29h 43m2 stops
American Airlines Logo
7:52 pm - 2:25 pmANC-SJU
14h 33m1 stop
$751American Airlines
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Thu, Oct 2 - Mon, Oct 6
American Airlines Logo
7:05 pm - 8:48 pmSJU-ANC
29h 43m2 stops
American Airlines Logo
7:52 pm - 3:54 pmANC-SJU
16h 02m2 stops
$752American Airlines
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Thu, Oct 2 - Sun, Oct 5
Delta Logo
1:32 pm - 1:37 amSJU-ANC
16h 05m2 stops
Delta Logo
12:30 am - 9:59 pmANC-SJU
17h 29m2 stops
$755Delta
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Fri, Oct 10 - Sat, Oct 18
Delta Logo
1:10 pm - 1:59 amSJU-ANC
16h 49m2 stops
Delta Logo
8:15 pm - 4:33 pmANC-SJU
16h 18m1 stop
$774Delta
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Fri, Oct 10 - Fri, Oct 24
Delta Logo
12:51 pm - 1:59 amSJU-ANC
17h 08m2 stops
Delta Logo
5:20 pm - 11:41 amANC-SJU
14h 21m2 stops
$775Delta
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Wed, Oct 1 - Mon, Oct 6
United Airlines Logo
1:05 am - 7:57 pmSJU-ANC
22h 52m2 stops
United Airlines Logo
11:49 pm - 2:44 pmANC-SJU
34h 55m2 stops
$790United Airlines
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Wed, Oct 1 - Mon, Oct 6
United Airlines Logo
1:05 am - 7:57 pmSJU-ANC
22h 52m2 stops
United Airlines Logo
11:49 pm - 5:30 pmANC-SJU
13h 41m1 stop
$806United Airlines
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Fri, Oct 10 - Fri, Oct 24
Alaska Airlines Logo
3:10 pm - 1:22 pmSJU-ANC
26h 12m3 stops
Alaska Airlines Logo
10:50 am - 2:25 pmANC-SJU
23h 35m3 stops
$1,041Alaska Airlines
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Fri, Oct 10 - Sat, Oct 18
Alaska Airlines Logo
3:10 pm - 1:22 pmSJU-ANC
26h 12m3 stops
Alaska Airlines Logo
6:45 am - 2:08 pmANC-SJU
27h 23m3 stops
$1,066Alaska Airlines
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Good to know

Low seasonMarch
Cheapest flight$345
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Santo Domingo to Anchorage

FAQs for booking flights from Caribbean Islands to Anchorage

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Anchorage from Caribbean Islands 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 Islands 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 Islands with another airline.

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

 
Need help choosing which airline to fly with from Caribbean Islands 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.
8.0
DeltaOverall score based on 7981 reviews
8.2Boarding
7.9Comfort
7.9Entertainment
7.3Food
8.5Crew
Airline reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

2.0 MediocreGim, Jul 2025BGM - DTW
Read more Delta reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Check in process was terrible. Lady at counter didn’t know what she was doing

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

The crew was amazing; Von, Vera and Guadalupe were very friendly and attentive throughout the entire flight. They were friendly and welcoming to everyone. A solid and dedicated team for sure!

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

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