$190 Find Cheap Flights from Santiago to Caribbean Islands - Compare and Save

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Cheap Flights from Santiago to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$426
Santo Domingo
Santo Domingo1 stop$558
Punta Cana
Punta Cana1 stop$426
Santo Domingo
Santo Domingo1 stop$558
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?

The cheapest ticket to Caribbean Islands from Santiago found in the last 5 days was to Punta Cana, at $224 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 5 days was $224.

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

No, with an average price for the route of $546, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from Santiago to Caribbean Islands is March, when tickets cost $464 (return) on average. On the other hand, the most expensive months are January and February, when the average cost of round-trip tickets is $656 and $632 respectively.

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

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 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low season

April

Cheapest flight

$190
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 14% increase in price.
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.

  • How many flights are there between Santiago and Caribbean Islands per day?

    There is a maximum of 1 nonstop flight a day that takes off from Santiago and lands in Caribbean Islands, with an average flight time of 7h 58m. The most common departure time is 12:00 am and most flights take off at night. Each week, there are 2 flights.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Santiago to the following destinations at these prices or less: Punta Cana $357 one-way - $352 round-trip

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

 
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.
7.6
Copa AirlinesOverall score based on 1553 reviews
7.4Comfort
8.1Crew
7.8Boarding
6.9Food
6.8Entertainment
Airline reviews

Orderly boarding, priority for platinum members, courtesy drinks from business class even when we were seating in economy.

10.0 ExcellentAnonymous, Jun 2026
Read more Copa Airlines reviews

Orderly boarding, priority for platinum members, courtesy drinks from business class even when we were seating in economy.

They didn’t have any headphones for the entertainment screen and their USB port didn’t accommodate a USB-C for more modern phones. The food was just ok. The staff was friendly but the seats were very uncomfortable for a full flight.

Friendly crew, good food options, food not the best and seats not as comfy but that’s typical.

Do not book it’s a scam! They stole $1200 from me

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.

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.

Great! The airline is very spacious and the crow was good.

Copa delayed the fight three times. We ended up flying about 24 hours after the original time.

Food was not good, no options for vegetarian or gluten free

other than a slight delay in takeoff from Panama , the flights were excellent ..... we will continue to use Copa whenever possible for flights to and from Central and South America ....

The arrival was pretty bad. Long waits for the bus to deplaning the airplane.

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 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

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!

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

Great customer service, very accommodating. (Check in) Smooth flight, thank you Pilots. Only negative was one working bathroom in first class. Atlanta Base flight attendants were wonderful. Thank you for your smiling faces Delta..

The seats are getting smaller and smaller. Very uncomfortable trip. More than in other airlines

I do not speak Spanish or read in Spanish When asking for help, people were hard to find they spoke quickly and pointed a lot directions for where to go and what to do we’re unclear. Which made my traveling uneasy.

Flight was great Customer service was questionable until we found someone at checkin to help us. One young lady took all our passports disappeared for 15 minutes, came back with nothing done, handed to someone else and left for lunch. Very complacent. Baggage was very expensive until we went to the service counter and a separate person helped us. Even with platinum status they wouldn’t allow free bags. We will continue to fly Delta as our preferred carrier but will avoid checking in with Latam. Dr. Armand Radke

Crew makes every effort to keep passengers content with comfort, food and drink. The seats on a long haul 757 are quite small with very little room for feet, especially with your personal item stowed under the seat.

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

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

The seats were very uncomfortable. I would have upgrade or got different flight if I knew. I usually sleep in the plane but I couldn’t sleep at all. Very uncomfortable. Also no food or drink everything was to purchase, and that’s u usual for international flight.

It’s very nice, the only thing is that we have to purchase food.

The personal at the front desk in Manaos was awesome, I have never experience anything like that before, the person who attended me deserves to have a promotion I still remember him, very educated, kind but overall he could put himself on your position

Seat space was terrible no food on a six hour flight

This is the Spirit of Latino travel. And don’t even get me started on customer service.

Delay almost an hour which meant when we got to Guatemala there where 3 flights at the same time, you can imagine the caos in customs, avianca doesn’t care about passengers or schedules

Voo longo nem mesmo água ou gelo é servido, se quiser tem que pagar. Embarque é péssimo, mau atendimento.

50% of flights book with Avanca have issues either reschedualed cancelled and their actions further supports their poorly managed airline do not use them only if there is no other options

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

Was charged for ticket, unable to check in online, made the line to speak to someone at the counter but was told I did not show up in the system as having a ticket to fly - even though I have the email with confirmation and credit card was charged. I could not purchase another ticket at the counter, only online which was not working. Ended up buying a flight on another airline at the airport. Called customer service to claim the cost of the original ticket, was told I showed up in their system as having a ticket but did not check-in or show up to board the flight. Currently pending review for refund via their customer service team, they were very nice and helpful over the phone despite the many glitches.

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.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports