$208 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 7/31. 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

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, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Santiago to Caribbean Islands, as well as popular online travel agencies
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Best Caribbean Islands Flight Deals from Santiago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cananonstop$401
Santo Domingo
Santo Domingo1 stop$456
Punta Cana
Punta Cananonstop$401
Santo Domingo
Santo Domingo1 stop$456

Cheap Flights from Santiago to Caribbean Islands

 
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

Thu, Sep 4 - Sun, Sep 14
Arajet Logo
3:35 am - 11:50 amSCL-PUJ
8h 15mnonstop
Arajet Logo
6:39 pm - 3:35 amPUJ-SCL
7h 56mnonstop
$401Arajet
Find Deal
Sat, Aug 23 - Sat, Aug 30
Avianca Logo
6:10 am - 4:50 pmSCL-SJU
10h 40m1 stop
Avianca Logo
1:15 pm - 4:15 amSJU-SCL
15h 00m1 stop
$403Avianca
Find Deal
Sun, Aug 17 - Sat, Aug 23
Copa Airlines Logo
2:26 am - 12:59 pmSCL-SJU
10h 33m1 stop
Copa Airlines Logo
5:32 am - 10:44 pmSJU-SCL
17h 12m1 stop
$406Copa Airlines
Find Deal
Sat, Nov 1 - Sun, Nov 2
 Logo
6:55 am - 4:40 pmSCL-SJU
10h 45m1 stop
 Logo
3:54 pm - 4:55 amSJU-SCL
12h 01m1 stop
Sat, Oct 18 - Sun, Oct 26
LATAM Airlines Logo
10:35 pm - 5:45 pmSCL-AUA
20h 10m1 stop
LATAM Airlines Logo
6:45 pm - 3:30 pmAUA-SCL
19h 45m1 stop
$416LATAM Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
Copa Airlines Logo
12:24 am - 12:10 pmSCL-AUA
11h 46m1 stop
Copa Airlines Logo
1:18 pm - 2:42 amAUA-SCL
13h 24m1 stop
$418Copa Airlines
Find Deal
Mon, Oct 20 - Sun, Oct 26
LATAM Airlines Logo
8:15 am - 5:45 pmSCL-AUA
10h 30m1 stop
LATAM Airlines Logo
6:45 pm - 2:25 pmAUA-SCL
18h 40m1 stop
$426LATAM Airlines
Find Deal
Mon, Nov 17 - Tue, Nov 18
 Logo
1:30 am - 4:40 pmSCL-PUJ
16h 10m2 stops
 Logo
6:47 pm - 3:35 amPUJ-SCL
7h 48mnonstop
Sun, Aug 10 - Mon, Aug 18
Sky Airline Logo
12:35 am - 4:20 pmSCL-PUJ
15h 45m2 stops
Sky Airline Logo
10:25 am - 1:45 pmPUJ-SCL
27h 20m1 stop
$435Sky Airline
Find Deal
Thu, Aug 21 - Wed, Aug 27
Sky Airline Logo
8:15 pm - 4:20 pmSCL-PUJ
20h 05m1 stop
Sky Airline Logo
5:40 pm - 1:45 pmPUJ-SCL
20h 05m1 stop
$438Sky Airline
Find Deal
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Santiago to Caribbean Islands.

The cheapest ticket to Caribbean Islands from Santiago found in the last 72 hours was to Punta Cana, at $226 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 $226.

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 $1,171, 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 March, when tickets cost $450 (return) on average. On the other hand, the most expensive months are January and February, when the average cost of round-trip tickets is $600 and $589 respectively.

What’s the cheapest day of the week to fly from Santiago to Caribbean Islands?

The average price of all round-trip flights from Santiago to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Caribbean Islands on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Santiago to Caribbean Islands. For your return ticket, we recommend flying on a Sunday and avoiding Saturdays for the best deals.

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 1 week before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.


Good to know

Low seasonApril
High seasonFebruary
Cheapest flight$208
Best time to beat the crowds but there is an average 54% increase in price.
Most popular time to fly and prices are also 1% 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.

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

    The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $546 on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $609.

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 1807 reviews
7.4Comfort
6.7Food
8.1Crew
7.6Boarding
7.0Entertainment
Airline reviews

It’s a delta flight operated by LATAM. The whole ticket sale is a mess, delta changed my flight but didn’t update it in LATAM system, I couldn’t get my boarding pass, it took me hours to resolve this issue with delta. I had to change my travel plan. No apology from Delta even though it’s their fault.

4.0 OkayLin, Jul 2025LIM - JFK
Read more LATAM Airlines reviews

It’s a delta flight operated by LATAM. The whole ticket sale is a mess, delta changed my flight but didn’t update it in LATAM system, I couldn’t get my boarding pass, it took me hours to resolve this issue with delta. I had to change my travel plan. No apology from Delta even though it’s their fault.

entertainment was not good; the shoulder strap on Business class seat did not sit well across the body (more like across the neck); the food was not hot and the special meal promoted by insert in the menu was not available to us

The boarding and new bag drop-off process was confusing and causing massive delays.

I was in the last row and they sent me to check in my luggage last minute after boarding. I had to go through the crowd.

I travel often with LATAM, it never disappoints me. The service is great, nice crew, latest and some classic movies. I got 3 small meals, cannot complaint. I’ll definitely travel again with them.

We didn’t have any entertainment. I tried to go online without success. The airplane was extremely cold and they didn’t have blankets.

Delta has an outstanding service. They are courteous and punctual most of the time. The flight departed a half hour late but we arrived 15 minutes early.

Change of gate in Santiago devolved into half plus hour delay and a really tight connection in Lima

Plane never left the ground. Mech issues - entire trip was rerouted through united.

They didi not provide wheelchair though we had requested. We had to run around for 40 minutes and arrange it from the airport!

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.

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

We paid extra with copa for seats near one another The plane was changed and we lost our seats We were all Separated. We have not received a refund for our seats despite emailing and calling.

Placed us in the last rear row of the plane so could not recline seats because of the rear wall, and also made it more of a tight space when the passenger in front reclined their seat. While understand seat assignments, every passenger should be afforded a reclining seat. The odor control scent from the restrooms was overwhelming strong. My wife and I could not deal with it, and she suffered a terrible headache as a result. I kept getting hit by the crew since I was on the ilse seat. No apologies, nothing. They made me feel like I was supposed to take the beating for a 3 hr flight.

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.

The flight was delayed twice and I could not speak with anyone at the airport about checking in. The phone number to Copa - the customer service agents were polite. They are just limited at helping because they are not at the airport

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

No headphones given for inflight entertainment. I missed my flight from the previous day and the customer service agent tried to extort an additional $100.00 US from me for missing my flight. Really?!

Great from check in all the way to the end. Very happy with Copa

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

The incoming plane was late and no information was shared. They even announced we would board in 10 muntes 40 minutes prior to the plane arriving, and the website said until takeoff that we had taken off an hour earlier

Boarding was excessively slow. They do it by groups in a way that it doesn’t make sense. After business class , ppl that need assistance and any other priority group they should have ppl board from the back to the front. First rows 20+. Then 15+. Then 10, etc. having ppl sitting in the back board last makes no sense. The libe backame long as soon as ppl on rows 10 or so where told to board. The line went all the way up the ramp and tunnel for 25 mins.

The chicken that was served in business class was cold!

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.

Terrible, We had to stay in Bogota for two days due to weather but the airline did not provide for the same day flight. Only two days later

Purchased a business class ticket and got a economy seat with center seat blocked they call it business. 3100usd ticket on a flight where economy costs 500usd The biggest scam insult have had on a regular airline. Avianca should be in the low cost category and kicked out of Star Alliance. I want the difference to be credited. Ets see what Avianca does. No reply so far. Avianca = low cost airline. Beware

Business class seats did not lie flat. There was only powdered milk for your coffee....in Business Class!! Food was good.

Excellent flight and one of the smoothest landing I’ve ever experienced

There isn't much space in-between seats and even water needs to be paid for during the flight.

Boarding was somewhat confusing in that the wrong messages were being displayed at the gate. It was somewhat annoying that I got off one flight and straight onto another (from the same gate), but in between they re-checked my hand luggage and made me get rid of my water (which they charge for on the plane). I was sitting in their 'Plus' seating, but the leg room was still too small to be able to sit square. The food options on the flights are pretty cheap quality (but not price). They got me from 'A' to 'B' on-time and for a relatively good price, but the experience itself was below average.

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

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