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Cheap flights from Santiago to Caribbean Islands from $185

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Santiago to Caribbean Islands departing on 2/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

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Multiple Airlines Logo
5:00 am - 4:45 pmSCL-SDQ
11h 45m1 stop
Multiple Airlines Logo
2:05 pm - 2:35 amSDQ-SCL
12h 30m1 stop
$394Multiple Airlines
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Mon, May 18 - Thu, Jun 18
Arajet Logo
6:00 am - 1:19 pmSCL-PUJ
8h 19mnonstop
Arajet Logo
8:07 pm - 4:55 amPUJ-SCL
7h 48mnonstop
$399Arajet
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Wed, Dec 24 - Sun, Dec 28
Multiple Airlines Logo
6:00 am - 4:55 pmSCL-SDQ
11h 55m1 stop
Multiple Airlines Logo
2:25 pm - 3:35 amSDQ-SCL
12h 10m1 stop
$426Multiple Airlines
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Mon, Mar 23 - Tue, Mar 31
Copa Airlines Logo
5:12 am - 2:38 pmSCL-CUR
10h 26m1 stop
Copa Airlines Logo
1:16 pm - 3:27 amCUR-SCL
13h 11m1 stop
$438Copa Airlines
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Mon, Dec 8 - Fri, Dec 12
Copa Airlines Logo
3:23 am - 12:17 pmSCL-CUR
9h 54m1 stop
Copa Airlines Logo
3:34 pm - 3:43 amCUR-SCL
11h 09m1 stop
$447Copa Airlines
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Thu, Dec 11 - Sat, Dec 20
Sky Airline Logo
1:35 am - 4:45 pmSCL-PUJ
16h 10m2 stops
Sky Airline Logo
5:45 pm - 2:40 pmPUJ-SCL
19h 55m1 stop
$468Sky Airline
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Tue, Feb 24 - Sat, Mar 7
United Airlines Logo
10:45 pm - 10:22 pmSCL-SJU
24h 37m2 stops
United Airlines Logo
7:10 am - 7:50 amSJU-SCL
47h 40m2 stops
$518United Airlines
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Tue, Mar 3 - Wed, Mar 11
United Airlines Logo
9:45 pm - 8:00 pmSCL-SJU
23h 15m2 stops
United Airlines Logo
1:05 am - 7:50 amSJU-SCL
29h 45m2 stops
$523United Airlines
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Tue, Mar 10 - Mon, Mar 23
Avianca Logo
7:25 am - 4:50 pmSCL-SDQ
10h 25m1 stop
Avianca Logo
12:20 pm - 5:30 amSDQ-SCL
16h 10m1 stop
$536Avianca
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Tue, Feb 10 - Sat, Mar 14
Avianca Logo
1:35 am - 11:00 amSCL-AUA
10h 25m1 stop
Avianca Logo
12:05 pm - 12:30 amAUA-SCL
11h 25m1 stop
$540Avianca
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Mon, Jan 26 - Wed, Feb 4

American Airlines flights from Santiago to Caribbean Islands

Our best American Airlines deals on Santiago to Caribbean Islands flight tickets
American Airlines
Nov 27
SCL10:25 pmSantiago Arturo Merino Benitez
20h 27m
1 stop
SJU5:52 pmSan Juan Luis Munoz Marin Intl
Dec 1
SJU6:42 pmSan Juan Luis Munoz Marin Intl
13h 18m
1 stop
SCL9:00 amSantiago Arturo Merino Benitez
$554
Find similar
American Airlines
Jan 22
SCL11:55 pmSantiago Arturo Merino Benitez
19h 27m
1 stop
SJU6:22 pmSan Juan Luis Munoz Marin Intl
Jan 28
SJU5:51 pmSan Juan Luis Munoz Marin Intl
12h 59m
1 stop
SCL7:50 amSantiago Arturo Merino Benitez
$580
Find similar
American Airlines
Dec 1
SCL10:25 pmSantiago Arturo Merino Benitez
19h 40m
2 stops
SJU5:05 pmSan Juan Luis Munoz Marin Intl
Dec 8
SJU11:00 amSan Juan Luis Munoz Marin Intl
20h 55m
1 stop
SCL8:55 amSantiago Arturo Merino Benitez
$587
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Avianca flights from Santiago to Caribbean Islands

Our best Avianca deals on Santiago to Caribbean Islands flight tickets
Avianca
Dec 23
SCL1:35 amSantiago Arturo Merino Benitez
10h 25m
1 stop
AUA11:00 amOranjestad Reina Beatrix
Dec 31
AUA5:50 pmOranjestad Reina Beatrix
20h 30m
1 stop
SCL3:20 pmSantiago Arturo Merino Benitez
$495
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Avianca
Dec 1
SCL1:35 amSantiago Arturo Merino Benitez
10h 25m
1 stop
AUA11:00 amOranjestad Reina Beatrix
Dec 9
AUA12:05 pmOranjestad Reina Beatrix
11h 25m
1 stop
SCL12:30 amSantiago Arturo Merino Benitez
$531
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Avianca
Feb 10
SCL7:25 amSantiago Arturo Merino Benitez
10h 25m
1 stop
SDQ4:50 pmSanto Domingo Las Americas
Mar 14
SDQ12:20 pmSanto Domingo Las Americas
16h 10m
1 stop
SCL5:30 amSantiago Arturo Merino Benitez
$536
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momondo 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, momondo users made 832,500 searches. Data last updated November 26, 2025.
Use the filters below to find and compare flights from Santiago to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SantiagoSanto Domingo

SCL - SDQ

SCLSDQ

Santiago Arturo Merino Benitez

Mon 5/18

5:00 am-4:45 pm

1 stop11h 45m

Santo Domingo Las Americas

Thu 6/18

2:05 pm-2:35 am

1 stop12h 30m

$394

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Wed 12/24

6:00 am-1:19 pm

Nonstop8h 19m

Punta Cana

Sun 12/28

8:07 pm-4:55 am

Nonstop7h 48m

$399

SantiagoSanto Domingo

SCL - SDQ

SCLSDQ

Santiago Arturo Merino Benitez

Mon 3/23

6:00 am-4:55 pm

1 stop11h 55m

Santo Domingo Las Americas

Tue 3/31

2:25 pm-3:35 am

1 stop12h 10m

$426

SantiagoWillemstad

SCL - CUR

SCLCUR

Santiago Arturo Merino Benitez

Mon 12/8

5:12 am-2:38 pm

1 stop10h 26m

Willemstad Hato Int.

Fri 12/12

1:16 pm-3:27 am

1 stop13h 11m

$438

SantiagoWillemstad

SCL - CUR

SCLCUR

Santiago Arturo Merino Benitez

Thu 12/11

3:23 am-12:17 pm

1 stop9h 54m

Willemstad Hato Int.

Sat 12/20

3:34 pm-3:43 am

1 stop11h 09m

$447

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Tue 2/24

1:35 am-4:45 pm

2 stops16h 10m

Punta Cana

Sat 3/7

5:45 pm-2:40 pm

1 stop19h 55m

$468

SantiagoSan Juan

SCL - SJU

SCLSJU

Santiago Arturo Merino Benitez

Tue 3/3

10:45 pm-10:22 pm

2 stops24h 37m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:10 am-7:50 am

2 stops47h 40m

$518

SantiagoSan Juan

SCL - SJU

SCLSJU

Santiago Arturo Merino Benitez

Tue 3/10

9:45 pm-8:00 pm

2 stops23h 15m

San Juan Luis Munoz Marin Intl

Mon 3/23

1:05 am-7:50 am

2 stops29h 45m

$523

SantiagoSanto Domingo

SCL - SDQ

SCLSDQ

Santiago Arturo Merino Benitez

Tue 2/10

7:25 am-4:50 pm

1 stop10h 25m

Santo Domingo Las Americas

Sat 3/14

12:20 pm-5:30 am

1 stop16h 10m

$536

SantiagoOranjestad

SCL - AUA

SCLAUA

Santiago Arturo Merino Benitez

Mon 1/26

1:35 am-11:00 am

1 stop10h 25m

Oranjestad Reina Beatrix

Wed 2/4

12:05 pm-12:30 am

1 stop11h 25m

$540

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Santiago to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Santiago, with most prices found around $406. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Santiago averaging around $451.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Santiago to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $345. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $787. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Santiago to Caribbean Islands in the evening for as low as $546. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $609. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Santiago Arturo Merino Benitez to Caribbean Islands flight route?

Fly from Santiago Arturo Merino Benitez to Punta Cana for the best Santiago Arturo Merino Benitez - Caribbean Islands flight prices

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

You are more likely to see cheaper flights to Caribbean Islands from Santiago when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $516 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Santiago for as low as $450 on momondo.

What cabin class options are available on Santiago Arturo Merino Benitez to Caribbean Islands flights?

There are 2 cabin classes available to choose from on Santiago Arturo Merino Benitez to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Santiago to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Santiago to Caribbean Islands.

Cheap Santiago to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Santiago to Caribbean Islands

Fastest flight time

7h 45m

Direct flights

Tue, Thu, Fri, Sat and Sun

Airports in Caribbean Islands

1 airport
The fastest flight from Santiago to Caribbean Islands takes 7h 45m
Direct flights go from Santiago to Caribbean Islands on Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Caribbean Islands: Punta Cana (PUJ)
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  • When did momondo last update prices for flights from Santiago Arturo Merino Benitez Airport to Caribbean Islands?

    Prices for flights from Santiago Arturo Merino Benitez Airport to Caribbean Islands are refreshed on a daily basis.

  • How many operators does momondo search for flights from Santiago Arturo Merino Benitez Airport to Caribbean Islands?

  • How old do you have to be to fly from Santiago Arturo Merino Benitez Airport to Caribbean Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Santiago Arturo Merino Benitez Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Santiago to Caribbean Islands?

Best airlines flying from Santiago to Caribbean Islands

Compare and see reviews for airlines that fly from Santiago to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $242Free CancellationRating
7.6
1,569 reviews
Search Copa Airlines flights
ArajetPriceFrom $306Free CancellationRating
6.9
37 reviews
Search Arajet flights
LATAM AirlinesPriceFrom $314Free CancellationRating
7.5
1,886 reviews
Search LATAM Airlines flights
AviancaPriceFrom $345Free CancellationRating
6.6
2,477 reviews
Search Avianca flights
Sky AirlinePriceFrom $345Free CancellationRating
0.0
0 reviews
Search Sky Airline flights

Why use momondo?

Why should I use momondo to find a flight deal from Santiago to Caribbean Islands?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Santiago to Caribbean Islands for you.

Can I find flights from Santiago to Caribbean Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Caribbean Islands from Santiago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Santiago to Caribbean Islands?

Once all potential Santiago to Caribbean Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Santiago to Caribbean Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean Islands from Santiago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Caribbean Islands trip

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