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Find cheap flights from Caribbean Islands to Alaska from $392

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Caribbean Islands to Alaska departing on 9/11. 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
0 bags
Sat 6/29
Sat 7/6

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Good to know

Low season

January

High season

August

Cheapest flight

$392
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 15% increase in price.
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 to Alaska 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 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 to Alaska 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 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 to Alaska from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving 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.
7.9
Caribbean AirlinesOverall score based on 186 reviews
7.6Comfort
8.3Crew
6.7Entertainment
8.2Boarding
6.7Food
Airline reviews

There was no music on the flights unless you came with your headset.

10.0 Excellentsusan, Apr 2024MIA - POS
Read more about Caribbean Airlines reviews

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Safe and on time were the positives. The plane wasn't cleaned before boarding, there was garbage and food on the floor and in the seat pocket. The TV screen was small and the picture fuzzy, audio quality was poor. Seatbelt was fraying and seat did not recline properly. No charging ports near the seats,

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

I am very disappointed. I booked with kiwi when I got to the airport there was no reservation I had to purchase another ticket after my card was already charged for almost double the cost I payed through kiwi eight days after I went to their office in Tortola and they refuse to give me a receipt so that I can cancel the original payment. They said “ there is no record that you used silver to travel “ I know I did not swim to Puerto Rico . If someone can help me please so that I can cancel the payment the credit card company said I need it, I have less than 14 days or I will loose my money. This is terrible and there is no local number for them.

I booked because of time of the flights. I needed to be at my destination at a specific time, and missed my appointment because of your delays.Get rid of these junk planes. The ATR planes are dated old scary planes. And maybe you could actually be on time. This airlines on time record is horrible. The communications between the gate agents and this company dont exist.. They couldn't give any answers,. When trying to find out when the flight would leave, they get no response when they asked for details on flights, they receivedconflicting information. I felt bad for the gate agents having to deal with Silver's inability to communicate simple information. This is my last choice in air travel. On time flights are everywhere, and both flights I took were delayed. It's a sad company.

The flight itself was good and the flight attendant was very good.

It was awesome until we ran into some bad weather but the pilots did an amazing job getting us to safety and landed

If you take this airline, they WILL change the flight time, and make you miss your connection. It has happened every time I used it. It's so unreliable that I think it shouldn't be offered on Kayak. You will regret it!

In addition to the fact that Silver changed the flight time several days before the trip without offering any choices , I was sick with Covid and unable to go on the trip. I tried to ask Silver for a credit for a flight when I’d recooperated but they don’t do credits, even for illness. I will Never fly on Silver again

I canceled due to a 7 hour delay. Was forced to book another airline last minute , very expensive. Silver Aorways sucks

I spent hours with orbitz to get my tsa # on my ticket. They didn’t have a place to enter. I will never use orbitz again. No customer service. A number in which u press offered options and the message replays instead of getting customer to that area. Silver did not make the promised call back. Finally someone responded to my email and took care of it after I lost hours of my vacation arranging this. Staff on flight barked orders.

Our pilot and flight attendant, Desiree, were great. I always fly this route and this crew was better than most.

The worst flight ever; 1st and last flying to this airlines

Book cheap flights from Caribbean Islands to Alaska

Recent round-trip flight deals

9/22Sun
2 stopsAmerican Airlines
29h 38mSJU-ANC
10/5Sat
2 stopsAmerican Airlines
23h 12mANC-SJU
$680
6/28Fri
2 stops
32h 49mSJU-ANC
7/5Fri
2 stops
24h 18mANC-SJU
$681
6/28Fri
2 stops
32h 49mSJU-ANC
7/5Fri
2 stops
24h 18mANC-SJU
$682
6/28Fri
2 stops
32h 49mSJU-ANC
7/5Fri
1 stop
14h 38mANC-SJU
$717
6/28Fri
2 stops
32h 49mSJU-ANC
7/5Fri
1 stop
14h 38mANC-SJU
$718
11/17Sun
2 stopsAmerican Airlines
21h 43mSJU-ANC
11/23Sat
2 stopsAmerican Airlines
15h 04mANC-SJU
$738
8/27Tue
2 stopsDelta
20h 20mSJU-ANC
8/30Fri
2 stopsDelta
17h 06mANC-SJU
$744
8/27Tue
2 stopsDelta
16h 16mSJU-ANC
8/31Sat
1 stopDelta
13h 52mANC-SJU
$763
8/26Mon
2 stopsUnited Airlines
21h 55mSJU-ANC
8/31Sat
2 stopsUnited Airlines
21h 42mANC-SJU
$769
8/26Mon
2 stopsUnited Airlines
21h 55mSJU-ANC
8/31Sat
1 stopUnited Airlines
12h 36mANC-SJU
$833

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Recent one-way flight deals

9/11Wed
2 stopsUnited Airlines
22h 50mSJU-ANC
$392
8/2Fri
2 stopsDelta
16h 49mSJU-ANC
$407
9/12Thu
1 stopUnited Airlines
32h 00mSJU-ANC
$419
8/2Fri
1 stopUnited Airlines
32h 07mSJU-ANC
$466
8/1Thu
2 stopsAmerican Airlines
20h 59mSJU-ANC
$472
7/16Tue
1 stopUnited Airlines
32h 07mSJU-ANC
$484
7/15Mon
2 stopsUnited Airlines
16h 06mSJU-ANC
$512
7/16Tue
2 stopsUnited Airlines
33h 39mSJU-ANC
$513
8/1Thu
1 stopAmerican Airlines
21h 28mSJU-ANC
$632
7/15Mon
1 stopAmerican Airlines
21h 28mSJU-ANC
$780

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Last minute flights from Caribbean Islands to Alaska

Last minute flight, train and bus deals

6/1Sat
multi-stop
32h 54mSDQ-ANC
8/31Sat
multi-stop
34h 01mANC-SDQ
$1,022
6/1Sat
multi-stopUnited Airlines
17h 43mSDQ-ANC
8/31Sat
multi-stopUnited Airlines
34h 01mANC-SDQ
$1,155
6/1Sat
multi-stopDelta
21h 54mSDQ-ANC
8/30Fri
multi-stopDelta
20h 15mANC-SDQ
$1,356
6/1Sat
multi-stop
36h 01mSDQ-ANC
8/31Sat
multi-stop
34h 01mANC-SDQ
$1,483
6/1Sat
multi-stopDelta
21h 54mSDQ-ANC
8/31Sat
multi-stopDelta
12h 50mANC-SDQ
$1,495
6/1Sat
multi-stopUnited Airlines
17h 43mSDQ-ANC
8/31Sat
multi-stopUnited Airlines
23h 18mANC-SDQ
$1,697
6/1Sat
multi-stopDelta
21h 54mSDQ-ANC
8/31Sat
multi-stopDelta
20h 21mANC-SDQ
$2,149
6/1Sat
multi-stopAmerican Airlines
17h 31mSDQ-ANC
8/30Fri
multi-stopAmerican Airlines
31h 25mANC-SDQ
$2,660
6/1Sat
multi-stopUnited Airlines
25h 54mSDQ-ANC
8/31Sat
multi-stopUnited Airlines
13h 26mANC-SDQ
$2,870
6/1Sat
multi-stopDelta
21h 54mSDQ-ANC
8/30Fri
multi-stopDelta
20h 15mANC-SDQ
$4,929

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