$354 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 6/28. 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

Fri, Oct 10 - Sat, Oct 18
Delta Logo
12:57 pm - 1:00 amSJU-ANC
16h 03m2 stops
Delta Logo
8:11 pm - 1:23 pmANC-SJU
13h 12m1 stop
$764Delta
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Fri, Oct 10 - Fri, Oct 17
Delta Logo
7:00 am - 11:15 pmSJU-ANC
20h 15m2 stops
Delta Logo
12:40 am - 11:19 pmANC-SJU
18h 39m2 stops
$765Delta
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Thu, Jun 26 - Mon, Jun 30
 Logo
9:30 am - 12:28 pmSJU-ANC
30h 58m3 stops
 Logo
1:30 pm - 10:27 pmANC-SJU
28h 57m2 stops
Wed, Jun 25 - Mon, Jun 30
 Logo
2:36 am - 12:28 pmSJU-ANC
37h 52m3 stops
 Logo
1:30 pm - 11:57 amANC-SJU
42h 27m3 stops
Thu, Jun 26 - Mon, Jun 30
United Airlines Logo
1:40 pm - 10:34 pmSJU-ANC
12h 54m1 stop
United Airlines Logo
11:45 pm - 5:30 pmANC-SJU
13h 45m1 stop
$820United Airlines
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Thu, Jun 26 - Mon, Jun 30
United Airlines Logo
1:40 pm - 10:34 pmSJU-ANC
12h 54m1 stop
United Airlines Logo
11:45 pm - 8:38 pmANC-SJU
16h 53m2 stops
$821United Airlines
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Fri, Oct 10 - Fri, Oct 24
American Airlines Logo
6:30 am - 6:39 pmSJU-ANC
16h 09m2 stops
American Airlines Logo
8:52 pm - 2:07 pmANC-SJU
13h 15m1 stop
$824American Airlines
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Mon, Jul 21 - Mon, Aug 4
American Airlines Logo
6:15 am - 10:58 pmSJU-ANC
20h 43m1 stop
American Airlines Logo
7:15 am - 5:06 amANC-SJU
17h 51m2 stops
$945American Airlines
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Fri, Oct 10 - Fri, Oct 24
Alaska Airlines Logo
3:37 pm - 1:22 pmSJU-ANC
25h 45m3 stops
Alaska Airlines Logo
10:50 am - 2:07 pmANC-SJU
23h 17m3 stops
$1,011Alaska Airlines
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Sat, Oct 4 - Fri, Oct 10
Alaska Airlines Logo
3:05 pm - 1:22 pmSJU-ANC
26h 17m3 stops
Alaska Airlines Logo
10:50 am - 1:45 pmANC-SJU
22h 55m3 stops
$1,025Alaska Airlines
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Good to know

Low seasonMarch
High seasonJuly
Cheapest flight$354
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from San Juan 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.

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 7950 reviews
7.9Entertainment
7.3Food
8.2Boarding
7.9Comfort
8.5Crew
Airline reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

10.0 ExcellentHartaj, Jun 2025EWR - RDU
Read more Delta reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Boarding was tough as we had to take a bus out to the plane and walk up a lot of stairs. Difficult with heavy carry-ons that said I got an entire empty row of seats, which was excellent for an international flight. Food was very mediocre but happy with the comfort so not complaining.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

Delta is better for short flights and very low need for customer service. Avoid for longer flights

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