$198 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 6/15. 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.
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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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Flights Deals

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$395
Santo Domingo
Santo Domingo1 stop$482
Punta Cana
Punta Cananonstop$395
Santo Domingo
Santo Domingo1 stop$482

Cheap Flight Deals from Santiago to Caribbean Islands (SCL-zzEPX)

 
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.

Recent round-trip flight deals from Santiago to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Santiago to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
Copa Airlines Logo
12:24 am - 12:09 pmSCL-AUA
11h 45m1 stop
Copa Airlines Logo
1:18 pm - 10:44 pmAUA-SCL
9h 26m1 stop
$383Copa Airlines
Find Deal
Tue, May 27 - Wed, Jun 4
Arajet Logo
3:35 am - 11:50 amSCL-PUJ
8h 15mnonstop
Arajet Logo
6:39 pm - 3:35 amPUJ-SCL
7h 56mnonstop
$395Arajet
Find Deal
Thu, Aug 21 - Sun, Sep 7
Avianca Logo
12:55 am - 4:05 pmSCL-AUA
16h 10m1 stop
Avianca Logo
5:40 pm - 5:10 amAUA-SCL
10h 30m1 stop
$437Avianca
Find Deal
Sun, Oct 19 - Sun, Oct 26
Sky Airline Logo
8:15 pm - 4:20 pmSCL-PUJ
20h 05m1 stop
Sky Airline Logo
6:10 pm - 9:25 amPUJ-SCL
15h 15m2 stops
$463Sky Airline
Find Deal
Sat, May 31 - Sun, Jun 8
Sky Airline Logo
8:15 pm - 4:20 pmSCL-PUJ
20h 05m1 stop
Sky Airline Logo
6:10 pm - 1:45 pmPUJ-SCL
19h 35m1 stop
$482Sky Airline
Find Deal
Sat, Jun 14 - Mon, Jun 23
 Logo
3:35 am - 3:20 pmSCL-SDQ
11h 45m1 stop
 Logo
1:55 pm - 2:35 amSDQ-SCL
12h 40m1 stop
Sun, May 25 - Sun, Jun 15
 Logo
12:55 am - 10:40 amSCL-PUJ
10h 45m1 stop
 Logo
6:39 pm - 3:35 amPUJ-SCL
7h 56mnonstop
Fri, Oct 17 - Thu, Oct 23
Avianca Logo
7:10 am - 4:50 pmSCL-SJU
10h 40m1 stop
Avianca Logo
2:10 pm - 2:25 pmSJU-SCL
23h 15m2 stops
$549Avianca
Find Deal
Wed, Sep 17 - Mon, Sep 22
LATAM Airlines Logo
9:35 pm - 4:50 pmSCL-MBJ
20h 15m1 stop
LATAM Airlines Logo
5:55 pm - 2:24 pmMBJ-SCL
19h 29m2 stops
$559LATAM Airlines
Find Deal
Sat, Jun 7 - Sat, Jun 14
LATAM Airlines Logo
4:15 am - 4:50 pmSCL-MBJ
13h 35m1 stop
LATAM Airlines Logo
5:55 pm - 2:00 pmMBJ-SCL
19h 05m1 stop
$575LATAM Airlines
Find Deal
Sat, Jun 7 - Sat, Jun 14
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 $216 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 $216.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $355 on average.

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 $447 (return) on average. On the other hand, the most expensive months are February and December, when the average cost of round-trip tickets is $599 and $586 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 6 weeks before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.


Good to know

Low seasonNovember
High seasonFebruary
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 1% increase in price.

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.

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 1769 reviews
8.1Crew
7.0Entertainment
6.7Food
7.6Boarding
7.4Comfort
Airline reviews

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

10.0 ExcellentRita, Apr 2025UIO - LIM
Read more LATAM Airlines reviews

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

It was good, however the airplane was really cold. We received snacks and the crew was friendly.

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

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

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.

Everything was good except the check in. Could not do it online neither on the machines in the airport. Needed special assistance from the airline desk clerk

No entertainment but not expected. Unless you are referring to monitor that you can use. Then Al, was fine on all flights.

Friendly staff, It was the first flight out for our plane, so had to be deiced from the frost. Only delayed a few minutes,

Staff encountered friendly and helpful. Flight delayed 1 hour due to mechanical issue, but made it through Atlanta immkgration and security in plenty of time,

My flight delayed and i misss the connection they send me to orlando no to tampa i have to pay a uber to my house

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?!

The flight was delayed about 4 hours without any explanation. No wifi or entertainment at all on planes. Had to pay for checked bags I was allowed according to reservations.

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

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

Check in person said there would be lunch. We were first class passengers and lunch was chips.

Flight attendant -José? - was over the top friendly and professional. Beautiful new plane with lie flat seats in Business (worth it!)

Horrible food. No wine or any other alcohol is served on the flight. Water is not served often and they refused when I asked for water in two cups. On the other hand, both going and coming back flights were on time.

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

i think the flight was late because they were so strict about measuring everyone's personal items to try and charge them $119. It was really petty and made us late.

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.

Flew with our two children. Paid $380 to check two bags (one was overweight). They then left the bags behind on Sunday, December 21st, with all our family’s clothes and family Christmas presents. When we arrived at our destination they told us the bags had not arrived, and they thought (but didn’t know) they were still in Boston, but that there’d be a flight the next day and the bags would arrive the next day. The next day we found out there was no flight, now we’re hoping we get our bags before we fly back out. Meanwhile, trying to get any engagement or accurate information is a waste of time. The folks at the call center are just gatekeepers, who can’t connect with any departments that actually do things to solve a problem. Getting information is made deliberately difficult. My biggest regret is that I’ve had a number of awful experiences with Avianca traveling between the US and Colombia, and still let myself get suckered into buying these tickets because the schedule was great. Never again.

So so, you feel like you have to pay for everything each time

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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