$354 Find Cheap Flights from Caribbean Islands to Alaska

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Useful Info
Useful Info

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 Alaska

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

    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 Alaska.

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

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

    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 from Caribbean Islands to Alaska with an airline and back with another airline.

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

    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 from Caribbean Islands to Alaska up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Alaska?

    Based on KAYAK data, the cheapest day to fly to Alaska is Monday where round-trip tickets can be as cheap as $799. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $1,005 on average.

  • What is the cheapest time of day to fly to Alaska?

    The cheapest time of day to fly to Alaska is generally at night, when round-trip flights cost $712 on average. Morning departures are around 2% cheaper than evening flights, on average. The most expensive time of day to fly to Alaska is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $966.

  • What is the cheapest month to fly from Caribbean Islands to Alaska?

    The cheapest month for flights from Caribbean Islands to Alaska is September, when tickets cost $744 (return) on average. On the other hand, the most expensive months are January and June, when the average cost of round-trip tickets is $1,129 and $1,002 respectively.

  • How long is the flight to Alaska?

    An average nonstop flight from Caribbean Islands to Alaska takes 28h 12m, covering a distance of 4800 miles. The shortest route is San Juan Luis Munoz Marin Intl Airport (SJU) to Anchorage (ANC) with an average flight time of 12h 54m.

  • What are the most popular destinations in Alaska?

    Based on KAYAK flight searches, the most popular destination is Anchorage (88% of total searches to Alaska). The next most popular destination is Fairbanks (13%).

Top airline flying from Caribbean Islands to Alaska

 
Need help choosing which airline to fly with from Caribbean Islands to Alaska? 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
8.2Boarding
7.9Comfort
7.3Food
8.5Crew
Airline reviews

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

10.0 ExcellentTim, Jun 2025MSP - BUF
Read more Delta reviews

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

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.

Book cheap flights from Caribbean Islands to Alaska

Recent round-trip flight deals

10/10Fri
2 stopsDelta
16h 03mSJU-ANC
10/18Sat
1 stopDelta
13h 12mANC-SJU
$764
10/10Fri
2 stopsDelta
20h 15mSJU-ANC
10/17Fri
2 stopsDelta
18h 39mANC-SJU
$765
6/26Thu
3 stops
30h 58mSJU-ANC
6/30Mon
2 stops
28h 57mANC-SJU
$766
6/25Wed
3 stops
37h 52mSJU-ANC
6/30Mon
3 stops
42h 27mANC-SJU
$768
6/26Thu
1 stopUnited Airlines
12h 54mSJU-ANC
6/30Mon
1 stopUnited Airlines
13h 45mANC-SJU
$820
6/26Thu
1 stopUnited Airlines
12h 54mSJU-ANC
6/30Mon
2 stopsUnited Airlines
16h 53mANC-SJU
$821
10/10Fri
2 stopsAmerican Airlines
16h 09mSJU-ANC
10/24Fri
1 stopAmerican Airlines
13h 15mANC-SJU
$824
7/21Mon
1 stopAmerican Airlines
20h 43mSJU-ANC
8/4Mon
2 stopsAmerican Airlines
17h 51mANC-SJU
$945
10/10Fri
3 stopsAlaska Airlines
25h 45mSJU-ANC
10/24Fri
3 stopsAlaska Airlines
23h 17mANC-SJU
$1,011
10/4Sat
3 stopsAlaska Airlines
26h 17mSJU-ANC
10/10Fri
3 stopsAlaska Airlines
22h 55mANC-SJU
$1,025

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Recent one-way flight deals

6/28Sat
2 stops
27h 14mSJU-ANC
$354
6/25Wed
3 stops
37h 52mSJU-ANC
$369
11/13Thu
3 stopsAlaska Airlines
22h 34mSJU-ANC
$391
7/12Sat
1 stopSun Country Air
31h 28mSJU-ANC
$392
9/3Wed
2 stopsUnited Airlines
25h 46mSJU-ANC
$407
10/1Wed
2 stopsUnited Airlines
22h 52mSJU-ANC
$418
9/2Tue
2 stopsDelta
20h 27mSJU-ANC
$433
9/2Tue
3 stopsAlaska Airlines
25h 52mSJU-ANC
$464
7/12Sat
2 stopsDelta
20h 24mSJU-ANC
$488
6/28Sat
1 stopSun Country Air
23h 56mSJU-ANC
$576

Search by stops

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Everything you need to know for your flight to Alaska

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Caribbean Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Alaskafrom $257
Business Class flights to Alaskafrom $236
Prem Econ Class flights to Alaskafrom $305
Economy Class flights to Alaskafrom $97

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