$366 Find Cheap Flights from Anchorage to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Anchorage to Caribbean departing on 5/11. 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
1 adult, Economy, 0 bags

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Cheap Flights from Anchorage to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$974
Santo Domingo
Santo Domingo2 stops$902
Nassau
Nassau2 stops$630
Kingston
Kingston2 stops$1,289
Punta Cana
Punta Cana1 stop$974
Santo Domingo
Santo Domingo2 stops$902
Nassau
Nassau2 stops$630
Kingston
Kingston2 stops$1,289

Book Cheap Anchorage to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Anchorage to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Anchorage to Caribbean

Mon, Mar 2 - Mon, Mar 9
United Airlines Logo
9:00 am - 11:53 am
ANC
-
NAS
22h 53m
2 stops
United Airlines Logo
3:35 pm - 8:01 pm
NAS
-
ANC
32h 26m
1 stop
$630United Airlines
Mon, Mar 2 - Mon, Mar 9
United Airlines Logo
9:00 am - 11:53 am
ANC
-
NAS
22h 53m
2 stops
United Airlines Logo
2:35 pm - 8:01 pm
NAS
-
ANC
33h 26m
2 stops
$642United Airlines
Sun, Mar 1 - Tue, Mar 10
Delta Logo
1:15 pm - 1:05 pm
ANC
-
SJU
18h 50m
2 stops
Delta Logo
6:15 am - 6:51 pm
SJU
-
ANC
16h 36m
2 stops
$765Delta
Wed, May 13 - Fri, May 22
American Airlines Logo
8:00 am - 4:32 am
ANC
-
SJU
16h 32m
2 stops
American Airlines Logo
5:37 am - 10:37 pm
SJU
-
ANC
21h 00m
1 stop
$845American Airlines
Sat, Feb 28 - Thu, Mar 5
American Airlines Logo
12:29 am - 11:31 pm
ANC
-
SJU
18h 02m
2 stops
American Airlines Logo
7:33 am - 11:04 pm
SJU
-
ANC
20h 31m
2 stops
$865American Airlines
Mon, Mar 30 - Wed, Apr 1
Air Canada Logo
9:04 pm - 12:20 pm
ANC
-
NAS
35h 16m
2 stops
Air Canada Logo
9:10 pm - 7:55 pm
NAS
-
ANC
26h 45m
2 stops
$963Air Canada
Sat, Feb 14 - Sat, Feb 21
Delta Logo
8:22 pm - 5:02 pm
ANC
-
NAS
16h 40m
1 stop
Delta Logo
12:00 pm - 7:01 pm
NAS
-
ANC
11h 01m
1 stop
$1,034Delta
Sun, Mar 29 - Thu, Apr 2
Air Canada Logo
9:04 pm - 12:35 pm
ANC
-
KIN
36h 31m
2 stops
Air Canada Logo
1:55 pm - 7:55 pm
KIN
-
ANC
33h 00m
2 stops
$1,289Air Canada
Thu, Feb 12 - Mon, Feb 16
Multiple Airlines Logo
12:11 pm - 3:40 pm
ANC
-
STX
22h 29m
3 stops
Multiple Airlines Logo
4:37 pm - 12:55 am
STX
-
ANC
37h 18m
2 stops
$1,525Multiple Airlines
Wed, Feb 11 - Mon, Feb 16
Multiple Airlines Logo
12:53 am - 3:40 pm
ANC
-
STX
33h 47m
2 stops
Multiple Airlines Logo
4:37 pm - 12:55 am
STX
-
ANC
37h 18m
2 stops
$1,545Multiple Airlines
Booking Insights

KAYAK's insights & trends for Anchorage to Caribbean flights

Get data-powered insights and trends into flights from Anchorage to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Anchorage and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Anchorage to Caribbean.

There is just one airline that flies from Anchorage to Caribbean direct and that is Delta. The best round-trip deal found from Delta for the route is to Nassau (NAS) and costs $268.

Which airlines provide the cheapest flights from Anchorage to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Anchorage to Caribbean were found on United Airlines ($630) and Delta ($765).

Good to know

Low seasonJanuary
Cheapest flight$364
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Anchorage to Santiago de los Caballeros

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Anchorage 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 Anchorage 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 Anchorage 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 Anchorage 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 Anchorage to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Anchorage to Caribbean

 
Need help choosing which airline to fly with from Anchorage to Caribbean? 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
DeltaOverall score based on 8066 reviews
7.8Entertainment
8.5Crew
7.9Comfort
8.1Boarding
7.2Food
Airline reviews

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

4.0 OkayUros, Jan 2026
MEM - ATL
Read more Delta reviews

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Inexperienced boarding crew allowed too many bags on to a full flight and delayed takeoff causing a missed connection and unplanned overnight stay. There was a hotel at the airport but Delta would not pay for it offering only to shuttle me to an area hotel. Never even offerred so much as an apology by anyone working for Delta.

Staff was great! Kind and cordial! Middle seat row 28 seat B has a hump in it. Trays were getting stuck when putting down and up. Good flight

Departure was delayed resulting in me missing my connection. Delta did not autimatically find me another flight.

The seats weren’t reclining even though it wasn’t as exit seat

It was good because we traveled without luggage, carry on only.

I usually get upgraded so my experience is usually amazing. I did not get upgraded this time - which was fine - but the wifi had issues, the monitors were going in & out, & (though not Delta's fault) one of the gentlemen next to me desperately needed a shower.

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

left on time, reasonable boarding process arrived early luggage came out quickly

I like flying first class, and United has a nice one

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

Check-in, boarding and the flight from Phoenix to Houston was quick and easy. The flight from Houston to Shreveport was delayed 5 hours. It was frustrating but I think United handled it the best they could.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports