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Cheap flights from Santiago to Caribbean Islands from $166

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 2/14. 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

Sky Airline Logo
1:40 am - 4:35 pmSCL-PUJ
15h 55m2 stops
Sky Airline Logo
6:10 pm - 6:00 amPUJ-SCL
10h 50m1 stop
$361Sky Airline
Find Deal
Wed, Sep 24 - Sun, Oct 5
Sky Airline Logo
1:40 am - 4:35 pmSCL-PUJ
15h 55m2 stops
Sky Airline Logo
6:10 pm - 12:20 pmPUJ-SCL
17h 10m2 stops
$371Sky Airline
Find Deal
Wed, Sep 24 - Sun, Oct 5
Arajet Logo
4:35 am - 11:50 amSCL-PUJ
8h 15mnonstop
Arajet Logo
6:39 pm - 3:35 amPUJ-SCL
7h 56mnonstop
$399Arajet
Find Deal
Wed, Sep 17 - Thu, Sep 25
Avianca Logo
1:35 am - 5:05 pmSCL-SJU
16h 30m1 stop
Avianca Logo
6:30 pm - 5:30 amSJU-SCL
10h 00m1 stop
$403Avianca
Find Deal
Thu, Nov 20 - Mon, Nov 24
Avianca Logo
1:35 am - 11:35 amSCL-SJU
11h 00m1 stop
Avianca Logo
6:30 pm - 5:30 amSJU-SCL
10h 00m1 stop
$404Avianca
Find Deal
Wed, Nov 19 - Mon, Nov 24
Copa Airlines Logo
1:29 am - 4:11 pmSCL-SJU
15h 42m1 stop
Copa Airlines Logo
5:27 am - 3:43 amSJU-SCL
21h 16m1 stop
$406Copa Airlines
Find Deal
Thu, Nov 27 - Tue, Dec 9
Arajet Logo
4:35 am - 11:50 amSCL-PUJ
8h 15mnonstop
Arajet Logo
6:39 pm - 3:35 amPUJ-SCL
7h 56mnonstop
$409Arajet
Find Deal
Wed, Oct 1 - Tue, Oct 7
Copa Airlines Logo
12:29 pm - 12:59 pmSCL-SJU
25h 30m1 stop
Copa Airlines Logo
5:31 am - 8:20 pmSJU-SCL
13h 49m1 stop
$424Copa Airlines
Find Deal
Wed, Sep 24 - Wed, Oct 1
LATAM Airlines Logo
10:40 pm - 5:35 pmSCL-PUJ
19h 55m1 stop
LATAM Airlines Logo
2:45 am - 3:00 pmPUJ-SCL
11h 15m1 stop
$434LATAM Airlines
Find Deal
Tue, Sep 23 - Mon, Sep 29
LATAM Airlines Logo
8:15 am - 6:15 pmSCL-PUJ
11h 00m1 stop
LATAM Airlines Logo
5:30 pm - 4:30 amPUJ-SCL
10h 00m1 stop
$443LATAM Airlines
Find Deal
Fri, Oct 24 - Sat, Nov 8

United Airlines flights from Santiago to Caribbean Islands

Our best United Airlines deals on Santiago to Caribbean Islands flight tickets
United Airlines
Oct 31
SCL9:45 pmSantiago Arturo Merino Benitez
18h 51m
1 stop
SJU3:36 pmSan Juan Luis Munoz Marin Intl
Nov 11
SJU2:05 amSan Juan Luis Munoz Marin Intl
29h 45m
2 stops
SCL8:50 amSantiago Arturo Merino Benitez
$545
Find similar
United Airlines
Nov 9
SCL10:45 pmSantiago Arturo Merino Benitez
23h 15m
2 stops
SJU9:00 pmSan Juan Luis Munoz Marin Intl
Nov 19
SJU3:46 pmSan Juan Luis Munoz Marin Intl
16h 04m
1 stop
SCL8:50 amSantiago Arturo Merino Benitez
$546
Find similar
United Airlines
Nov 28
SCL10:45 pmSantiago Arturo Merino Benitez
23h 15m
2 stops
SJU9:00 pmSan Juan Luis Munoz Marin Intl
Dec 5
SJU2:05 amSan Juan Luis Munoz Marin Intl
29h 45m
2 stops
SCL8:50 amSantiago Arturo Merino Benitez
$663
Find similar

Avianca flights from Santiago to Caribbean Islands

Our best Avianca deals on Santiago to Caribbean Islands flight tickets
Avianca
Nov 20
SCL1:35 amSantiago Arturo Merino Benitez
16h 30m
1 stop
SJU5:05 pmSan Juan Luis Munoz Marin Intl
Nov 24
SJU6:30 pmSan Juan Luis Munoz Marin Intl
10h 00m
1 stop
SCL5:30 amSantiago Arturo Merino Benitez
$403
Find similar
Avianca
Nov 19
SCL1:35 amSantiago Arturo Merino Benitez
11h 00m
1 stop
SJU11:35 amSan Juan Luis Munoz Marin Intl
Nov 24
SJU6:30 pmSan Juan Luis Munoz Marin Intl
10h 00m
1 stop
SCL5:30 amSantiago Arturo Merino Benitez
$404
Find similar
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
16h 30m
1 stop
SCL5:35 amSantiago Arturo Merino Benitez
$448
Find similar

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 August 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

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Wed 9/24

1:40 am-4:35 pm

2 stops15h 55m

Punta Cana

Sun 10/5

6:10 pm-6:00 am

1 stop10h 50m

$361

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Wed 9/24

1:40 am-4:35 pm

2 stops15h 55m

Punta Cana

Sun 10/5

6:10 pm-12:20 pm

2 stops17h 10m

$371

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Wed 9/17

4:35 am-11:50 am

Nonstop8h 15m

Punta Cana

Thu 9/25

6:39 pm-3:35 am

Nonstop7h 56m

$399

SantiagoSan Juan

SCL - SJU

SCLSJU

Santiago Arturo Merino Benitez

Thu 11/20

1:35 am-5:05 pm

1 stop16h 30m

San Juan Luis Munoz Marin Intl

Mon 11/24

6:30 pm-5:30 am

1 stop10h 00m

$403

SantiagoSan Juan

SCL - SJU

SCLSJU

Santiago Arturo Merino Benitez

Wed 11/19

1:35 am-11:35 am

1 stop11h 00m

San Juan Luis Munoz Marin Intl

Mon 11/24

6:30 pm-5:30 am

1 stop10h 00m

$404

SantiagoSan Juan

SCL - SJU

SCLSJU

Santiago Arturo Merino Benitez

Thu 11/27

1:29 am-4:11 pm

1 stop15h 42m

San Juan Luis Munoz Marin Intl

Tue 12/9

5:27 am-3:43 am

1 stop21h 16m

$406

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Wed 10/1

4:35 am-11:50 am

Nonstop8h 15m

Punta Cana

Tue 10/7

6:39 pm-3:35 am

Nonstop7h 56m

$409

SantiagoSan Juan

SCL - SJU

SCLSJU

Santiago Arturo Merino Benitez

Wed 9/24

12:29 pm-12:59 pm

1 stop25h 30m

San Juan Luis Munoz Marin Intl

Wed 10/1

5:31 am-8:20 pm

1 stop13h 49m

$424

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Tue 9/23

10:40 pm-5:35 pm

1 stop19h 55m

Punta Cana

Mon 9/29

2:45 am-3:00 pm

1 stop11h 15m

$434

SantiagoPunta Cana

SCL - PUJ

SCLPUJ

Santiago Arturo Merino Benitez

Fri 10/24

8:15 am-6:15 pm

1 stop11h 00m

Punta Cana

Sat 11/8

5:30 pm-4:30 am

1 stop10h 00m

$443

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 March is, on average, the cheapest month to fly to Caribbean Islands from Santiago, with most prices found around $463. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Santiago averaging around $469.

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 Santo Domingo Las Americas 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 $523 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 $448 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 40m

Direct flights

Tue, Thu, Sat and Sun

Airports in Caribbean Islands

1 airport
The fastest flight from Santiago to Caribbean Islands takes 7h 40m
Direct flights go from Santiago to Caribbean Islands on Tuesday, Thursday, 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
7.5
1,515 reviews
Search Copa Airlines flights
ArajetPriceFrom $281Free CancellationRating
7.0
34 reviews
Search Arajet flights
LATAM AirlinesPriceFrom $314Free CancellationRating
7.5
1,843 reviews
Search LATAM Airlines flights
AviancaPriceFrom $336Free CancellationRating
6.7
2,418 reviews
Search Avianca flights
Sky AirlinePriceFrom $368Free CancellationRating
6.5
115 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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