$191 Find Cheap Flights from Santiago to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Santiago to Caribbean Islands departing on 3/6. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santiago to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santiago to Caribbean Islands.
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Santiago to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$419
Santo Domingo
Santo Domingo1 stop$546
Punta Cana
Punta Cana1 stop$419
Santo Domingo
Santo Domingo1 stop$546

Book Cheap Santiago to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Santiago to Caribbean Islands 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 Santiago to Caribbean Islands

Sat, Mar 7 - Fri, Mar 13
Sky Airline Logo
5:50 am - 4:45 pm
SCL
-
PUJ
11h 55m
1 stop
Sky Airline Logo
5:45 pm - 12:00 pm
PUJ
-
SCL
17h 15m
2 stops
$419Sky Airline
Wed, Mar 4 - Fri, Mar 20
JetSMART Logo
4:17 pm - 1:00 pm
SCL
-
PUJ
21h 43m
1 stop
JetSMART Logo
12:25 pm - 4:17 am
PUJ
-
SCL
14h 52m
1 stop
$421JetSMART
Mon, Mar 23 - Tue, Mar 31
Arajet Logo
6:00 am - 1:19 pm
SCL
-
PUJ
8h 19mnonstop
Arajet Logo
6:39 pm - 3:35 am
PUJ
-
SCL
7h 56mnonstop
$431Arajet
Mon, Mar 23 - Tue, Mar 31
Arajet Logo
6:00 am - 1:19 pm
SCL
-
PUJ
8h 19mnonstop
Arajet Logo
6:39 pm - 3:35 am
PUJ
-
SCL
7h 56mnonstop
$436Arajet
Sat, Mar 7 - Tue, Mar 17
LATAM Airlines Logo
10:25 pm - 5:40 pm
SCL
-
CUR
20h 15m
1 stop
LATAM Airlines Logo
6:50 pm - 5:50 am
CUR
-
SCL
10h 00m
1 stop
$450LATAM Airlines
Sat, Mar 7 - Tue, Mar 17
LATAM Airlines Logo
10:25 pm - 5:40 pm
SCL
-
CUR
20h 15m
1 stop
LATAM Airlines Logo
6:50 pm - 12:07 pm
CUR
-
SCL
16h 17m
2 stops
$451LATAM Airlines
Sat, Apr 25 - Fri, May 1
Copa Airlines Logo
2:30 am - 12:12 pm
SCL
-
CUR
9h 42m
1 stop
Copa Airlines Logo
3:35 pm - 3:00 am
CUR
-
SCL
11h 25m
1 stop
$452Copa Airlines
Tue, Mar 17 - Mon, Mar 23
Avianca Logo
1:35 am - 11:00 am
SCL
-
AUA
10h 25m
1 stop
Avianca Logo
12:05 pm - 12:30 am
AUA
-
SCL
11h 25m
1 stop
$468Avianca
Sun, May 17 - Sun, May 31
Copa Airlines Logo
2:22 am - 2:36 pm
SCL
-
CUR
12h 14m
1 stop
Copa Airlines Logo
1:19 pm - 5:10 am
CUR
-
SCL
15h 51m
1 stop
$472Copa Airlines
Mon, Jul 13 - Fri, Jul 24
Avianca Logo
12:30 am - 5:00 pm
SCL
-
CUR
16h 30m
1 stop
Avianca Logo
6:15 pm - 4:45 am
CUR
-
SCL
10h 30m
1 stop
$504Avianca
Booking Insights

KAYAK's insights & trends for Santiago to Caribbean Islands flights

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

What is the cheapest Santiago to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Santiago found in the last 72 hours was to Punta Cana, at $364 round-trip. The most popular route is from Santiago (SCL) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $364.

Can I save money by flying with a layover from Santiago to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $523, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Santiago to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Santiago to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Santiago to Caribbean Islands is October, when tickets cost $406 (return) on average. On the other hand, the most expensive months are January and February, when the average cost of round-trip tickets is $620 and $600 respectively.

How far in advance should I book a flight from Santiago to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Santiago to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Santiago to Caribbean Islands, you should book around 5 weeks before departure, which saves you about 10% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$215
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Santiago to Punta Cana

FAQs - booking Caribbean Islands flights

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

    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 Santiago to Caribbean Islands.

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

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

    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 Santiago to Caribbean Islands 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 Santiago to Caribbean Islands?

    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 Santiago to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Santiago to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Santiago to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Santiago to Caribbean Islands? 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.
7.5
LATAM AirlinesOverall score based on 1918 reviews
6.7Food
7.0Entertainment
7.3Comfort
8.0Crew
7.5Boarding
Airline reviews

Apart of Sky miles delta. And they go everywhere in Brazil

10.0 ExcellentAnonymous, Feb 2026
MCO - GRU
Read more LATAM Airlines reviews

Apart of Sky miles delta. And they go everywhere in Brazil

Latam wouldn’t tell me how much checked luggage would until I was at the airport and they charged me the highest price possible. Besides that, it was okay.

Comfort in exit seat was excellent. FLight crew and flight were excellent. However exit seat tray table was broken so could not use it. Entertainment monitor did not work at all despite attempts to reset it.

LATAM’s crews are fine, but God help you if you need any customer service. Their app and website never work, with error after error. Trying to solve anything over the phone is painful, and lastly, the boarding pass LATAM gave me to board the flight with Delta was invalid and I had to purchase an emergency one-way ticket at the last minute to get home.

We traveled with two young children, and it was not possible for our family to be seated together. No one offered help or assistance to organize seating so we could sit with our kids. In the end, we managed to find two seats in Economy so I could at least sit with one of them, even though I had originally paid for Comfort+. In summary, I had to downgrade my seat just to be able to sit with one of my children, which was very disappointing

I like this airline a lot no problems at all, except being forced to check a carry-on bag ., Overall very good airline

Poor, the airline was not able to help me move flights.

we were missing our luggage, trying to find someone to have any empathy was pretty much not happening....

The plane broke down at the Lima stopover and they offered to put me on a flight the be t day but I had to be back in LA that morning and so I had to buy another ticket from Avianca and United for $2k I asked LATAM for compensation and received none. Very bad experience

I’m entitled to a refund per LATAM due to the mid flight itinerary change and being stuck in São Paulo for 24 hours and needing to get a hotel. The airline was dismissive and of no help.

Seats were awful. Media should have been included for such a long flight.

A lot things happened in this trip.The fly should be less stress.

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

horrible service, food was an embarrassment, no charging for cellphones, stay away

The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.

I selected first class expecting excetional service. It was mediocre at best. The food service was cold, meal choices was poor and on one leg they did provide dessert. I did enjoy the lay day seat but the movies were old and nothing current. Boarding the plane is always hot. So boarding is quite warm until your in the air. I took a small personal air fan. Update the meals and movies.

Did upgrade, travel in business it was great (more room I could sleep)

Seats not reclining, no vegetarian food option, no snacks. 7.5 hr flight should have been more comfortable. Luggage limits are unusually small. Will never fly Copa again and will tell friends and family to avoid this airline.

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

Really bad. Uncommunicated stop in Trinidad & Tobago for refueling. Extra stop added 3 hours of discomfort without allowing off the seat. Not even water, or chargers or boarding groups.

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

Horrible experience with Avianca, they delayed their flight and when we arrived to NYC, AVIANCA took 1 hr y 30 mins to park the airplane and all passenger get off the plane, it made me lost all my trains to get back home and I came back to my place at 3 am instead of 12 am. On the top of that their plane seat are so uncomfortable and is not enough space and killed my legs and knees, Avianca used to be good when it was a Colombian company, now after Brasilian company bought them, their service quality is bad and their flights are delayed and oversold.

It was delayed and I lost my connection flight to Cali and I missed my Mom's funeral and avianca lost my check in luggage

It was delayed and I lost my connection flight to Cali and I missed my Mom's funeral

only a bag of chips and a bottle of water in business class was served

Avianca has transitioned from full service legacy airline to "low cost" but has now became a strange hybrid (minimum leg space, started offering business class in domestic flights again, charges passenger for printing boarding pass, etc.). National and international coverage and destinations are really wide but service is not at its best

Boarding was late due to the company’s that cleaned the aircraft (very poorly done) and the catering company. The entertainment system was not working for this six hour flight, uncomfortable seats in business (barely any cushion or recline). The airline staff is very good but the planes are horrible and not well maintained.

I had to go to the boarding counter for them to enter my return flight as it’s not with Avianca. There was a long queue as there were lots of people being called to the counter.

Did not fly with Pakistan International Airlines. Have never flown with Pakistan International Airlines.

The seats were uncomfortable and barely reclined at all. Very little leg room despite being business class. The crew was friendly and the food was good. Had to use my own phone for in-flight entertainment.

The check in is the only positive thing in Avianca. The seat is the most uncomfortable I have traveled, the distance is minimal.

This airline scams people into paying multiple times for their baggage. I prepaid $150 for my son's baggage roundtrip from Miami to Cusco. We he checked in at Miami, they said it was not paid for in their system and they would not let him board the plane unless he paid $88 for the baggage despite him showing the receipt that I had already paid. THEN, when he landed in Lima, they told him he had to pay another $73 for his bag to get to Cusco or they would not let him board...even though he now had 2 receipts showing he paid! I called to let them know of this error and that I wanted to be refunded for the additional $161 they charged him. I also wanted to make sure that it was showing in the system that we had already paid for the baggage so that this would not happen again on his return flight. They assured me it was in the system, but when we went to check in for his return flight, they said it was not in the system (despite me showing all 3 of our previous receipts and where it had come out of my bank account) and made us pay another $73 for his baggage or they would not let him on his return flight! I have called twice and emailed twice with no resolution. We paid $384 for one normal size and weight bag. They did the same thing to my mom on a flight the week before! I truly believe that they are scamming customers out of hundreds of dollars. I would like to know what agency I can report this fraud to as trying to address it with the airline has not worked.

Disorganized. Multiple flight time changes both ways and double dipping charging for carry on bags/checked bags. We booked directly through Sky to avoid 3rd party agent hassle. Unlikely to fly again with this airline.

Changed schedule without notice , canceled flight, mediocre competition, no help with the lost connecting flights.

Bare bones flight no entertainment minimal, if any food or beverage. warm beer only if you want a cocktail

Sky canceled our 8 am flight at 1 am. However Kiwi.com, who we used to book our flight (because sky airways online system would always give us an error message when we entered our payment information ) didn’t claim it was a cancellation but simply a 12.5 hour delay, and rescheduled our flight for 8:30 pm. This would have left us stuckk at the airport for 12.5 more hours, as we we staying at the Wyndham hotel at the airport. We were unable to request a refund this through kiwi because they don’t allow refunds for any schedule changes with less than 24 hours difference. Kayak and sky airline’s own websites showed the flight as cancelled. Only kiwi showed it as a very very very delayed flight. This way kiwi can keep our money. Ugh. We tried for hours to request a refund at the sky airlines website, but there was always an error at the very last step where you enter your refund credit card information. We ended up being forced to request refund vouchers which are good for 12 months but which we will likely never use. We ended up booking new flights with Latam airlines that got us out at 8:40 am. We will never use kiwi.com again.

my flight was canceled without reason or possibility of resuming another flight within the time frame of my trip I could not contact an adviser either by email or by telephone because no communication possible on the website I could not have the flight reimbursed I find this way of doing things by the company inadmissible I have lost €250 it is theft I do not recommend this company and I consider that you have not done your job because I have not obtained any help from your part

J’ai réservé avec Kayak. Sur mon billet de confirmation il était noté que j’avais droit à des bagages pour chaque passager mais on m’a fait payer 36 dolllars pour l’un des passagers.

Flight check in Lima to Cusco all went very smoothly and plane boarded on time. All in all a great experience for a low cost fare.

Don’t ever book with them. They are worse than Ryanair and you will end up paying more for the worse possible airline and deal with ignorant people who don’t know what “customer” is. Avoid at all costs

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports