$137 Find Cheap Flights from Caribbean Islands to Santiago - Compare and Save

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Cheap Flights from Caribbean Islands to Santiago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Santiago

Sun, Sep 13 - Fri, Oct 2
Arajet Logo
4:00 pm - 4:55 amSJU  San Juan Luis Munoz Marin Intl-SCL Santiago Arturo Merino Benitez
11h 55m1 stop Punta Cana
Arajet Logo
5:00 am - 4:20 pmSCL  Santiago Arturo Merino Benitez-SJU San Juan Luis Munoz Marin Intl
12h 20m1 stop Punta Cana
$308Arajet
Sun, Sep 13 - Fri, Oct 2
Arajet Logo
4:00 pm - 4:55 amSJU  San Juan Luis Munoz Marin Intl-SCL Santiago Arturo Merino Benitez
11h 55m1 stop Punta Cana
Arajet Logo
5:00 am - 4:20 pmSCL  Santiago Arturo Merino Benitez-SJU San Juan Luis Munoz Marin Intl
12h 20m1 stop Punta Cana
$366Arajet
Wed, Oct 28 - Wed, Nov 4
JetSMART Logo
12:25 pm - 5:17 amPUJ  Punta Cana-SCL Santiago Arturo Merino Benitez
15h 52m1 stop Cali Alfonso B. Aragon Intl
JetSMART Logo
4:36 pm - 12:50 pmSCL  Santiago Arturo Merino Benitez-PUJ Punta Cana
21h 14m1 stop Cali Alfonso B. Aragon Intl
$408JetSMART
Wed, Oct 7 - Wed, Oct 21
JetSMART Logo
12:30 pm - 5:17 amPUJ  Punta Cana-SCL Santiago Arturo Merino Benitez
15h 47m1 stop Cali Alfonso B. Aragon Intl
JetSMART Logo
4:30 pm - 1:00 pmSCL  Santiago Arturo Merino Benitez-PUJ Punta Cana
21h 30m1 stop Cali Alfonso B. Aragon Intl
$410JetSMART
Sat, Nov 7 - Mon, Nov 23
Avianca Logo
12:50 pm - 5:45 amSJU  San Juan Luis Munoz Marin Intl-SCL Santiago Arturo Merino Benitez
15h 55m1 stop Bogotá El Dorado
Avianca Logo
7:30 am - 4:55 pmSCL  Santiago Arturo Merino Benitez-SJU San Juan Luis Munoz Marin Intl
10h 25m1 stop Bogotá El Dorado
$580Avianca
Sun, Nov 1 - Sat, Nov 21
Avianca Logo
6:20 pm - 5:45 amSJU  San Juan Luis Munoz Marin Intl-SCL Santiago Arturo Merino Benitez
10h 25m1 stop Bogotá El Dorado
Avianca Logo
2:10 am - 4:55 pmSCL  Santiago Arturo Merino Benitez-SJU San Juan Luis Munoz Marin Intl
15h 45m1 stop Bogotá El Dorado
$580Avianca
Tue, Nov 10 - Mon, Nov 16
Copa Airlines Logo
5:34 am - 8:15 pmSJU  San Juan Luis Munoz Marin Intl-SCL Santiago Arturo Merino Benitez
13h 41m1 stop Panama City Tocumen Intl
Copa Airlines Logo
12:15 pm - 4:09 pmSCL  Santiago Arturo Merino Benitez-SJU San Juan Luis Munoz Marin Intl
28h 54m1 stop Panama City Tocumen Intl
$583Copa Airlines
Mon, Oct 12 - Thu, Oct 15
Copa Airlines Logo
5:33 am - 2:46 amSJU  San Juan Luis Munoz Marin Intl-SCL Santiago Arturo Merino Benitez
20h 13m1 stop Panama City Tocumen Intl
Copa Airlines Logo
3:57 am - 4:14 pmSCL  Santiago Arturo Merino Benitez-SJU San Juan Luis Munoz Marin Intl
13h 17m1 stop Panama City Tocumen Intl
$603Copa Airlines
Sun, Nov 22 - Sat, Nov 28
LATAM Airlines Logo
2:20 pm - 6:40 amMBJ  Montego Bay Sangster Intl-SCL Santiago Arturo Merino Benitez
14h 20m1 stop Lima J Chavez Intl
LATAM Airlines Logo
7:05 pm - 1:20 pmSCL  Santiago Arturo Merino Benitez-MBJ Montego Bay Sangster Intl
20h 15m1 stop Lima J Chavez Intl
$611LATAM Airlines
Sun, Nov 22 - Fri, Nov 27
LATAM Airlines Logo
2:20 pm - 9:23 amMBJ  Montego Bay Sangster Intl-SCL Santiago Arturo Merino Benitez
17h 03m2 stops Lima J Chavez Intl Antofagasta Cerro Moreno
LATAM Airlines Logo
4:50 am - 1:20 pmSCL  Santiago Arturo Merino Benitez-MBJ Montego Bay Sangster Intl
10h 30m1 stop Lima J Chavez Intl
$620LATAM Airlines
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Good to know

Low season

May

Cheapest flight

$137
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 22% increase in price.
Flight from San Juan to Santiago

FAQs for booking flights from Caribbean Islands to Santiago

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

    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 Santiago.

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

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

    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 Santiago 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 Santiago?

    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 Santiago from 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 4 airlines serving from Caribbean Islands to Santiago

 
Need help choosing which airline to fly with from Caribbean Islands to Santiago? 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.
7.6
Copa AirlinesOverall score based on 1554 reviews
8.1Crew
7.4Comfort
6.8Entertainment
7.8Boarding
6.9Food
Airline reviews

Problems with a missmatch between sits in checkin versus real location on the airplane

4.0 OkayXavier, Aug 2026
Read more Copa Airlines reviews

Problems with a missmatch between sits in checkin versus real location on the airplane

stood in line to check in luggage for nearly an hour. very poor service and not excusable

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

Tell people to remain in their seats during the meal/beverage distribution. Enforce boarding by group numbers. No one was checking. Tell people to turn their electronics speakers off. Bigger cups for drinks.

Enforce the boarding process by group numbers. Tell people to stay seated during the meal/drink distribution. It took forever to get food and drinks because people would not stay out the isle and let the crew do their jobs. Everyone wanted to go to the bathroom forcing the crew to enter and leave the isle constantly so people can pass. Tell people to keep their electronics off speaker mode. No one wants to hear phone conversations and music playing.

There was no individual at the front check in when I arrived. I waited for at least 15 minutes and walked around asking security/janitors if they could help and they did not have a solution. So I had to take my checked bag through security and they threw away some of my items. I ended up making it to the gate only a few minutes before it closed due to my waiting for an agent at check in.

Seemed roomier than most US domestic airlines and they served food.

Copa definitely offers better service and price than other airlines.

No cumpli mencionado trayecto por reasignacion de Copa Pero extraviaron mis maletas por su culpa

I was fortunate enough to have an entire row to myself and that was the highlight. Unfortunately, the flight was really turbulent which had no impact on how effective the crew was. However, I am disabled and should have boarded the flight first, but that wasn't the case. They also decided to take my bag at the gate because I had one too many and upon my picking it up at JFK it along with my rollator had been damaged. I am a vegan so the didn't have a proper meal for me and I was unable to view the entertainment because I didn't receive a set of headphones and if I needed to supply my own I wasn't made aware of that either. The crew was great, but overall everything was pretty lackluster.

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.

The assistance we received and the flight itself was wonderful. We will fly with LATAM airlines again, in the future.

Poor handling of carry on luggage. We had a 8 hour stop in Santiago, are over 70 and, in spite of paying full fare they wanted to send carry on to luggage hold. No empathy. We had to show that several group 4/5 passengers were not sending their carry ons before they finally let Is keep them. Very poor .

We departed and landed on time, the aircraft was clean and comfortable, the crew were lovely. Online checkin worked well and the self service bag drop at the airport worked well. The a/c was an Airbus A330 and has been fitted with a good entertainment system with lots of choice in many languages. The price I paid for the flight was competitive with other airlines apart from the budget carriers, none of whom I was familiar with so I stuck to an airline I have used in previous visits to South America.

I liked everything, this was classed as premium economy but it was much better than Lufthansas business class. Lovely staff, comfortable plane and an excellent seat arrangement. A very pleasant surprise.

The crew was amazing. The best in the last times. Great group of people.

I do not read or speak in Spanish. Only English. When asking for help, the people spoke quickly in English and pointed a lot. I wish they would’ve spoken a little slower for me to understand. There was much confusion and hurried in their message and I was unclear as to where to go

It’s been some time since I saw the plane and the cabin that old and worn out.

I loved how polite the crew was even though some of them wasn't the best with English that they still done everything they could to help me with my needs food was amazing

Terrible They charged me 157$ for excess baggage even though my bags were within the normally accepted limits Flight was late. Service was poor. The snacks were really bad

The crew was great! They waited for me as Air Canada flight was delayed by 1:15 hours from Ottawa to Toronto. I am a bit disappointed that we could only use wifi for entertainment but I survived! The only thing I would of liked is a more comfortable seat. The seat cushions are not thick enough for flights longer than 3 hours. Aside from that, everything was great.

Overall, the flight went well and the service was good. However, there was a very frightening moment during landing in Bogotá. Just as the plane was about to touch down, it suddenly went back up into the air. The aircraft was not descending straight and seemed to move left and right, which made the situation feel unstable. This was quite scary. After going back up, the plane circled for about 15 minutes before attempting to land again. Although I understand that safety always comes first and situations like this can happen, it was still a shocking experience for passengers.

I upgraded to businesses class. Because of that the flight was comfortable.

I like the crew they're very friendly. I don't like. on five hour flight they not offered snacks. Any drink. Not even coffee

Horrible experience. Flight cancelled. Arrived at destination 12 hs later. No one gave us an answer or any information. Very very poor service. We won’t ever travel again with Avianca

Luggage lost and nowhere to be found, no response from either airline regarding my bag

Not what it used to be. The sale of food makes them look greedy!

Seats are very tight even in Plus, no complimentary snacks or beverage

A few years ago long flights 6 hours or so used to have video screens and they offered ear phones. The food cart used to come and drinks. Now absolutely nothing. Avianca is as bad as Spirit Airlines. Avianca will now be my last choice when booking my next flight.

They charged me $120 to check one bag and then charged me another $120 for a carryon. Ridiculous!

I got to the airport and the airline told me i did not have a flight. I never got a confirmation email yet I did get charged. Please refund my money asap

Do not book with this airline. Flights delayed over 3 hours and no explanation. They keep changing your itinerary every hour.

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.

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

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