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Caribbean Islands

$191+ Cheap flights from Santiago (SCL) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — SJU
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Santiago to Caribbean Islands

Cheapest flights from Santiago to Caribbean Islands
Explore the most affordable flight options available from Santiago to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Mytrip deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:50 am
SCL
-
PUJ
1 stop11h 55m
Sky Airline
Fri 3/135:45 pm
PUJ
-
SCL
2 stops17h 15m
Sky Airline
Deal found 2/2$419
This JetSMART deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetSMART is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:17 pm
SCL
-
PUJ
1 stop21h 43m
JetSMART
Fri 3/2012:25 pm
PUJ
-
SCL
1 stop14h 52m
JetSMART
Deal found 2/2$421
This Gotogate deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/195:00 am
SCL
-
PUJ
1 stop11h 20m
Sky Airline
Mon 5/255:30 pm
PUJ
-
SCL
1 stop12h 00m
Sky Airline
Deal found 2/2$423
This Mytrip deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/141:35 am
SCL
-
PUJ
2 stops16h 10m
Sky Airline
Sun 3/225:45 pm
PUJ
-
SCL
1 stop19h 55m
Sky Airline
Deal found 2/2$425
This Gotogate deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/253:37 pm
SCL
-
PUJ
1 stop22h 23m
JetSMART
Mon 4/61:50 pm
PUJ
-
SCL
1 stop10h 21m
JetSMART
Deal found 2/2$426
This JetSMART deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetSMART is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/33:30 pm
SCL
-
PUJ
1 stop21h 30m
JetSMART
Sun 6/141:50 pm
PUJ
-
SCL
1 stop10h 21m
JetSMART
Deal found 2/2$429
This Booking.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:00 am
SCL
-
PUJ
Nonstop8h 19m
Arajet
Tue 3/316:39 pm
PUJ
-
SCL
Nonstop7h 56m
Arajet
Deal found 2/1$431
This JetSMART deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetSMART is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:17 pm
SCL
-
PUJ
1 stop21h 43m
JetSMART
Wed 3/1812:25 pm
PUJ
-
SCL
1 stop15h 32m
JetSMART
Deal found 2/2$434
This Booking.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:55 am
SCL
-
PUJ
2 stops15h 25m
Sky Airline
Sat 10/35:45 pm
PUJ
-
SCL
2 stops17h 15m
Sky Airline
Deal found 2/2$437
This FlightHub deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/119:05 pm
SCL
-
PUJ
1 stop20h 40m
Sky Airline
Thu 3/195:45 pm
PUJ
-
SCL
1 stop19h 55m
Sky Airline
Deal found 2/1$438
This Avianca deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/77:25 am
SCL
-
CUR
1 stop10h 35m
Avianca
Tue 3/1712:35 pm
CUR
-
SCL
1 stop10h 55m
Avianca
Deal found 2/1$450
This LATAM Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/710:25 pm
SCL
-
CUR
1 stop20h 15m
LATAM Airlines
Tue 3/176:50 pm
CUR
-
SCL
2 stops16h 17m
LATAM Airlines
Deal found 2/2$451

Find flight deals from Santiago to Caribbean Islands

Keep the following information in mind while searching for Santiago to Caribbean Islands flight deals. Data was last updated February 3, 2026.

Round-trip from

$419
(Mytrip)

One-way from

$215
(Mytrip)

Popular in

January

Cheapest in

October

Average price

$600
From Santiago Arturo Merino Benitez to Caribbean Islands
Search Deals
One-way flight from Santiago Arturo Merino Benitez to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Santiago to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Santiago to Caribbean Islands that are best for you.

Fly from

Santiago

Fly to

Caribbean Islands

Route

Depart

Return

Price

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Wed 3/4

4:17 pm-1:00 pm

1 stop21h 43m

Punta Cana

Fri 3/20

12:25 pm-4:17 am

1 stop14h 52m

$421

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Wed 4/1

3:37 pm-1:00 pm

1 stop22h 23m

Punta Cana

Wed 4/8

12:35 pm-4:17 am

1 stop15h 42m

$436

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Fri 3/20

5:50 am-4:45 pm

1 stop11h 55m

Punta Cana

Sun 3/29

5:45 pm-12:00 pm

2 stops17h 15m

$440

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Tue 3/24

1:35 am-4:45 pm

2 stops16h 10m

Punta Cana

Sun 3/29

5:45 pm-12:00 pm

2 stops17h 15m

$440

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Thu 3/19

5:50 am-4:45 pm

1 stop11h 55m

Punta Cana

Thu 3/26

5:45 pm-12:00 pm

2 stops17h 15m

$440

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Wed 3/11

11:05 pm-4:45 pm

1 stop18h 40m

Punta Cana

Sat 3/21

5:45 pm-12:00 pm

2 stops17h 15m

$440

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Mon 3/9

1:35 am-4:45 pm

2 stops16h 10m

Punta Cana

Tue 3/17

5:45 pm-12:00 pm

2 stops17h 15m

$440

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Fri 3/27

1:35 am-4:45 pm

2 stops16h 10m

Punta Cana

Wed 4/8

5:30 pm-11:05 am

2 stops17h 35m

$440

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Tue 3/17

1:35 am-4:45 pm

2 stops16h 10m

Punta Cana

Sat 3/28

5:45 pm-2:40 pm

1 stop19h 55m

$440

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Mon 3/9

1:35 am-4:45 pm

2 stops16h 10m

Punta Cana

Wed 4/8

5:30 pm-11:05 am

2 stops17h 35m

$444

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 55 results
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Best time to book a flight from Santiago to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Santiago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Santiago to Caribbean Islands

What is the cheapest month to book a flight from Santiago to Caribbean Islands?

Currently, December is the cheapest month in which you can book a flight from Santiago to Caribbean Islands (average of $193). Flying from Santiago to Caribbean Islands in August is currently the most expensive (average of $285). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SCL to EPX?

Find hourly flight availability from Santiago to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 3, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Santiago to Caribbean Islands as you normally would.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated February 3, 2026.
See what other customers who have flown with LATAM Airlines, Copa Airlines, and Avianca from Santiago to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
LATAM Airlines
7.5
Good
1,918 reviews

Entertainment

7.0

Food

6.7

Overall

7.5

Comfort

7.3

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Jess,Jan 2026

GRU - MIA

sat on the tarmac for 4.5 hours with no explanation, climate control, honesty about the timeline or the situation, or even letting anyone off. The crew was passive-aggressive and sneaky, trying to skirt legal time limits requiring financial restitution for passengers, pretending the "flight had started" even though they didn't budge for another 40 minutes. One of the worst flights I've ever taken
LATAM Airlines
7.5
Good
1,918 reviews
LATAM Airlines
7.5
Good
1,918 reviews

Entertainment

7.0

Food

6.7

Overall

7.5

Comfort

7.3

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Jess,Jan 2026

GRU - MIA

sat on the tarmac for 4.5 hours with no explanation, climate control, honesty about the timeline or the situation, or even letting anyone off. The crew was passive-aggressive and sneaky, trying to skirt legal time limits requiring financial restitution for passengers, pretending the "flight had started" even though they didn't budge for another 40 minutes. One of the worst flights I've ever taken
Copa Airlines
7.5
Good
1,559 reviews
LATAM Airlines
7.5
Good
1,918 reviews

Entertainment

7.0

Food

6.7

Overall

7.5

Comfort

7.3

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Jess,Jan 2026

GRU - MIA

sat on the tarmac for 4.5 hours with no explanation, climate control, honesty about the timeline or the situation, or even letting anyone off. The crew was passive-aggressive and sneaky, trying to skirt legal time limits requiring financial restitution for passengers, pretending the "flight had started" even though they didn't budge for another 40 minutes. One of the worst flights I've ever taken
Avianca
6.5
Okay
2,496 reviews
LATAM Airlines
7.5
Good
1,918 reviews

Entertainment

7.0

Food

6.7

Overall

7.5

Comfort

7.3

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Jess,Jan 2026

GRU - MIA

sat on the tarmac for 4.5 hours with no explanation, climate control, honesty about the timeline or the situation, or even letting anyone off. The crew was passive-aggressive and sneaky, trying to skirt legal time limits requiring financial restitution for passengers, pretending the "flight had started" even though they didn't budge for another 40 minutes. One of the worst flights I've ever taken

Related info for your journey

Find useful and relevant information for your journey from Santiago to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Santiago to Caribbean Islands?

    Located just 8.4 mi from the city center, Santiago Arturo Merino Benitez (SCL) is the airport most travelers will use when flying to Caribbean Islands from Santiago.

  • How long is the flight from Santiago to Caribbean Islands?

    A quick flight from Santiago to Caribbean Islands can take about 11h 55m. JetSMART provides one of the quickest options available for as low as $440. There are 3591 mi between Santiago and Caribbean Islands. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Santiago to Caribbean Islands one-way?

    One-way options have recently been found by users for as low as $195 on Arajet. Other airlines that offer cheap prices include Avianca from $251 and Copa Airlines from $263 one-way.

  • What are the most popular routes from Santiago to Caribbean Islands?

    While some choose either Santiago Arturo Merino Benitez - Santo Domingo Las Americas or Santiago Arturo Merino Benitez - Havana Jose Marti Intl, Santiago Arturo Merino Benitez - Willemstad Hato Int. is the most popular route from Santiago to Caribbean Islands.

  • Can I find deals for flights from Santiago to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Santiago to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Santiago to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Santiago to Caribbean Islands.

  • Can I find deals for business class flights from Santiago to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Santiago to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Santiago to Caribbean Islands?

    Currently, December is the cheapest month in which you can book a flight from Santiago to Caribbean Islands (average of $193). Flying from Santiago to Caribbean Islands in August is currently the most expensive (average of $285). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Santiago to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Santiago to Caribbean Islands

Discover the top 6 airlines that operate flights from Santiago to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$220Average$535FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$242Average$539FlexibilityNo cancel feeOn-time70%
ArajetCheapest$306Average$408FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$314Average$517FlexibilityNo cancel feeOn-time81%
Sky AirlineCheapest$368Average$516FlexibilityNo cancel feeOn-time73%
JetSMARTCheapest$430Average$497FlexibilityNo cancel feeOn-timeN/A

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