$354 Find Cheap Flights from Caribbean to Alaska

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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 to Alaska

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

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

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

    The cheapest month for flights from Caribbean 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 to Alaska takes 28h 24m, 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 14h 45m.

  • What are the most popular destinations in Alaska?

    Based on KAYAK flight searches, the most popular destination is Anchorage (90% of total searches to Alaska). The next most popular destination is Fairbanks (10%).

Top 3 airlines serving from Caribbean to Alaska

 
Need help choosing which airline to fly with from Caribbean 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
7.3Food
7.9Entertainment
8.2Boarding
7.9Comfort
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.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

The pilots are always hauling in the sky. No issues with boarding only problem was layover was shortened too much by weather but luckily the next flight was still boarding and did not missit

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

Book cheap flights from Caribbean 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
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
7/21Mon
1 stopAmerican Airlines
20h 43mSJU-ANC
$473
7/12Sat
2 stopsDelta
20h 24mSJU-ANC
$488
6/18Wed
1 stopAmerican Airlines
20h 28mSJU-ANC
$513

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Everything you need to know for your flight to Alaska

Cabin class types available on flights to Caribbean

Cabin classes available on flights to Caribbean. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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