$307 Find Cheap Flights from Alaska to Caribbean

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$307
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Anchorage to San Juan

FAQs for booking flights from Alaska to Caribbean

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

    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 Alaska to Caribbean.

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

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

    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 Alaska to Caribbean 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 Alaska to Caribbean?

    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 Alaska to Caribbean 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 Caribbean?

    Based on KAYAK data, the cheapest day to fly to Caribbean is Tuesday where round-trip tickets can be as cheap as $782. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $1,152 on average.

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

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $1,008 on average. Morning departures are around 22% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,242.

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

    The cheapest month for flights from Alaska to Caribbean is August, when tickets cost $700 (return) on average. On the other hand, the most expensive months are December and October, when the average cost of round-trip tickets is $2,399 and $1,440 respectively.

  • How long is the flight to Caribbean?

    An average nonstop flight from Alaska to Caribbean takes 16h 03m, covering a distance of 4729 miles. The shortest route is Anchorage (ANC) to Saint Thomas Island (STT) with an average flight time of 11h 43m.

  • What are the most popular destinations in Caribbean?

    Based on KAYAK flight searches, the most popular destination is Santiago de los Caballeros (31% of total searches to Caribbean). The next most popular destinations are Punta Cana (19%) and Santo Domingo (10%). Searches for flights to Christiansted (6%), to Kingston (6%) and to Culebra (4%) are also popular.

Book cheap flights from Alaska to Caribbean

Recent round-trip flight deals

10/23Thu
2 stopsAmerican Airlines
17h 55mANC-NAS
10/29Wed
2 stopsAmerican Airlines
14h 59mNAS-ANC
$592
9/14Sun
2 stopsDelta
17h 15mANC-NAS
9/21Sun
2 stopsDelta
16h 42mNAS-ANC
$593
8/14Thu
1 stopDelta
11h 33mANC-NAS
8/21Thu
2 stopsDelta
14h 30mNAS-ANC
$619
7/10Thu
3 stops
24h 40mANC-SJU
7/18Fri
2 stops
22h 27mSJU-ANC
$665
7/10Thu
2 stops
24h 40mANC-SJU
7/18Fri
2 stops
22h 27mSJU-ANC
$733
10/23Thu
1 stopUnited Airlines
13h 41mANC-SJU
10/27Mon
1 stopUnited Airlines
13h 31mSJU-ANC
$834
7/13Sun
2 stopsUnited Airlines
17h 38mFAI-SJU
7/17Thu
2 stopsUnited Airlines
17h 01mSJU-FAI
$835
10/23Thu
2 stopsAlaska Airlines
16h 33mANC-SJU
10/27Mon
3 stopsAlaska Airlines
29h 15mSJU-ANC
$1,034
11/21Fri
2 stopsAir Canada
22h 38mANC-PUJ
11/30Sun
2 stopsAir Canada
26h 34mPUJ-ANC
$1,704
7/12Sat
2 stopsAlaska Airlines
19h 11mFAI-SJU
7/16Wed
2 stopsAlaska Airlines
25h 37mSJU-FAI
$2,506

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Recent one-way flight deals

7/11Fri
2 stops
24h 40mANC-SJU
$307
7/11Fri
3 stops
34h 37mANC-SJU
$326
7/27Sun
1 stopUnited Airlines
13h 15mANC-NAS
$348
9/13Sat
2 stops
39h 37mANC-SJU
$351
7/11Fri
1 stopSun Country Air
14h 21mANC-SJU
$385
7/27Sun
2 stopsUnited Airlines
35h 59mANC-NAS
$445
12/10Wed
2 stopsAmerican Airlines
13h 25mANC-SJU
$461
9/18Thu
2 stopsAmerican Airlines
21h 58mFAI-SJU
$463
9/6Sat
1 stopDelta
13h 07mANC-SDQ
$489
9/12Fri
2 stopsDelta
17h 05mANC-SJU
$496

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Last minute flights from Alaska to Caribbean

Last minute flight, train and bus deals

7/1Tue
multi-stopDelta
20h 06mANC-STI
7/9Wed
multi-stopDelta
18h 55mSTI-ANC
$918
7/3Thu
multi-stopDelta
31h 28mANC-STI
7/10Thu
multi-stopDelta
19h 19mSTI-ANC
$928
7/3Thu
multi-stopDelta
22h 12mANC-STI
7/12Sat
multi-stopDelta
23h 17mSTI-ANC
$938
7/3Thu
multi-stopUnited Airlines
12h 41mANC-STI
7/10Thu
multi-stopUnited Airlines
17h 35mSTI-ANC
$970
7/3Thu
multi-stopUnited Airlines
18h 32mANC-STI
7/10Thu
multi-stopUnited Airlines
17h 35mSTI-ANC
$976
7/2Wed
multi-stopDelta
31h 27mANC-STI
7/10Thu
multi-stopDelta
19h 19mSTI-ANC
$978
7/2Wed
multi-stopDelta
31h 27mANC-STI
7/12Sat
multi-stopDelta
23h 17mSTI-ANC
$988
7/3Thu
multi-stop
33h 34mANC-STI
7/10Thu
multi-stop
36h 53mSTI-ANC
$1,428
7/1Tue
multi-stopAlaska Airlines
19h 11mFAI-SJU
7/4Fri
multi-stopAlaska Airlines
28h 46mSJU-FAI
$1,882
7/1Tue
multi-stopAlaska Airlines
17h 16mFAI-SJU
7/3Thu
multi-stopAlaska Airlines
25h 37mSJU-FAI
$2,100

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Everything you need to know for your flight to Caribbean

Cabin class types available on flights to Alaska

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

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