$368 Find Cheap Flights from Caribbean Islands to Alaska

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Useful Info
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Good to know

Low seasonMarch
High seasonJuly
Cheapest flight$368
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 20% 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 $910 respectively.

  • How long is the flight to Alaska?

    An average nonstop flight from Caribbean Islands to Alaska takes 22h 08m, 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 57m.

  • What are the most popular destinations in Alaska?

    Based on KAYAK flight searches, the most popular destination is Anchorage (89% of total searches to Alaska). The next most popular destination is Fairbanks (11%).

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 7934 reviews
8.2Boarding
7.9Comfort
7.3Food
7.9Entertainment
8.5Crew
Airline reviews

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

10.0 ExcellentAnonymous, Apr 2025AMS - ATL
Read more Delta reviews

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

Book cheap flights from Caribbean Islands to Alaska

Recent round-trip flight deals

10/10Fri
2 stopsDelta
16h 03mSJU-ANC
10/18Sat
1 stopDelta
11h 17mANC-SJU
$774
10/10Fri
2 stopsDelta
16h 48mSJU-ANC
10/17Fri
2 stopsDelta
17h 41mANC-SJU
$775
10/10Fri
3 stopsUnited Airlines
33h 48mSJU-ANC
10/24Fri
3 stopsUnited Airlines
40h 22mANC-SJU
$824
10/10Fri
1 stopUnited Airlines
12h 34mSJU-ANC
10/18Sat
1 stopUnited Airlines
13h 47mANC-SJU
$854
10/10Fri
2 stopsAmerican Airlines
14h 37mSJU-ANC
10/24Fri
1 stopAmerican Airlines
13h 15mANC-SJU
$884
5/29Thu
2 stopsAmerican Airlines
17h 10mSJU-FAI
6/5Thu
2 stopsAmerican Airlines
19h 06mFAI-SJU
$925
10/10Fri
3 stopsAlaska Airlines
26h 15mSJU-ANC
10/24Fri
2 stopsAlaska Airlines
16h 45mANC-SJU
$1,035
10/10Fri
3 stopsAlaska Airlines
26h 15mSJU-ANC
10/18Sat
2 stopsAlaska Airlines
17h 07mANC-SJU
$1,060
5/20Tue
2 stops
22h 17mSDQ-ANC
9/6Sat
2 stops
18h 07mANC-SDQ
$1,326
5/13Tue
2 stops
23h 37mSDQ-ANC
9/7Sun
2 stops
18h 07mANC-SDQ
$1,369

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Recent one-way flight deals

6/18Wed
3 stops
43h 52mSJU-ANC
$368
7/12Sat
1 stopSun Country Air
31h 28mSJU-ANC
$392
9/9Tue
2 stopsDelta
19h 45mSJU-ANC
$433
6/4Wed
2 stopsUnited Airlines
25h 47mSJU-ANC
$450
5/26Mon
2 stopsUnited Airlines
17h 53mSJU-ANC
$453
7/21Mon
2 stopsDelta
15h 21mSJU-ANC
$458
9/9Tue
2 stopsAmerican Airlines
14h 50mSJU-FAI
$463
5/27Tue
2 stopsAmerican Airlines
19h 19mSJU-ANC
$465
5/27Tue
3 stopsAlaska Airlines
22h 01mSJU-ANC
$563
6/18Wed
1 stopAlaska Airlines
17h 37mSJU-ANC
$633

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Last minute flights from Caribbean Islands to Alaska

Last minute flight, train and bus deals

5/3Sat
multi-stopAmerican Airlines
16h 59mSJU-ANC
5/5Mon
multi-stopAmerican Airlines
13h 50mANC-SJU
$991
5/1Thu
multi-stopDelta
21h 16mSDQ-ANC
8/5Tue
multi-stopDelta
12h 50mANC-SDQ
$1,012
5/3Sat
multi-stopUnited Airlines
20h 37mSDQ-ANC
7/29Tue
multi-stopUnited Airlines
23h 16mANC-SDQ
$1,019
5/1Thu
multi-stopUnited Airlines
37h 27mSDQ-ANC
5/29Thu
multi-stopUnited Airlines
13h 50mANC-SDQ
$1,022
5/1Thu
multi-stopDelta
21h 16mSDQ-ANC
8/1Fri
multi-stopDelta
18h 58mANC-SDQ
$1,024
5/1Thu
multi-stopDelta
21h 16mSDQ-ANC
7/28Mon
multi-stopDelta
19h 27mANC-SDQ
$1,025
5/1Thu
multi-stopDelta
21h 16mSDQ-ANC
5/28Wed
multi-stopDelta
19h 39mANC-SDQ
$1,030
5/1Thu
multi-stopDelta
21h 16mSDQ-ANC
7/31Thu
multi-stopDelta
16h 03mANC-SDQ
$1,037
5/2Fri
multi-stopUnited Airlines
19h 39mSJU-ANC
5/5Mon
multi-stopUnited Airlines
13h 46mANC-SJU
$1,049
5/3Sat
multi-stopAlaska Airlines
28h 54mSJU-ANC
5/4Sun
multi-stopAlaska Airlines
22h 41mANC-SJU
$1,295

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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.

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