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Cheap flights from Winnipeg to Santiago from C$ 524

YWG — SCL
2 Nov — 9 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Santiago

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Santiago

Sun 6/1212:54 p.m. -
2 stops37h 41m
Wed 9/1210:15 a.m. -
2 stops40h 24m
Deal found 1/10C$ 996
Mon 16/115:32 p.m. -
2 stops58h 28m
Tue 1/129:45 a.m. -
2 stops33h 49m
Deal found 29/9C$ 1,001
Fri 23/108:45 a.m. -
2 stops45h 05m
Mon 26/109:45 p.m. -
2 stops25h 12m
Deal found 28/9C$ 1,071
Fri 27/118:40 a.m. -
2 stops45h 10m
Thu 10/1210:45 p.m. -
2 stops49h 10m
Deal found 28/9C$ 1,072
Mon 16/116:15 a.m. -
2 stops21h 40m
Tue 1/128:25 a.m. -
1 stop36h 13m
Deal found 29/9C$ 1,075
Fri 27/116:00 a.m. -
2 stops45h 50m
Thu 10/129:55 p.m. -
1 stop26h 29m
Deal found 28/9C$ 1,112
Sun 6/126:25 a.m. -
2 stops21h 15m
Wed 9/128:35 a.m. -
3 stops34h 59m
Deal found 2/10C$ 1,135
Sun 6/127:00 a.m. -
2 stops44h 50m
Wed 9/128:25 a.m. -
1 stop36h 13m
Deal found 1/10C$ 1,157

Find flight deals from Winnipeg to Santiago

Round-trip from

C$ 996

One-way from

C$ 524

Popular in

March

Cheapest in

February

Average price

C$ 1,189
Delta
  • Delta
  • 6/12-9/12
  • 4 total stops
  • 78h 05m total
  • Winnipeg to Santiago
Search Deals
Delta
  • Delta
  • 14/11-31/12
  • 2 total stops
  • 34h 23m total
  • Winnipeg to Santiago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 99 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Winnipeg to Santiago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegSantiago

YWG Winnipeg - SCL Santiago Arturo Merino Benitez

YWGSCL

Winnipeg

Mon 8/3

7:50 p.m.-5:55 a.m.

2 stops32h 05m

Santiago Arturo Merino Benitez

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 531

WinnipegSantiago

YWG Winnipeg - SCL Santiago Arturo Merino Benitez

YWGSCL

Winnipeg

Mon 8/3

3:05 p.m.-5:50 a.m.

1 stop36h 45m

Santiago Arturo Merino Benitez

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 645

WinnipegSantiago

YWG Winnipeg - SCL Santiago Arturo Merino Benitez

YWGSCL

Winnipeg

Thu 24/12

6:30 a.m.-10:41 a.m.

2 stops26h 11m

Santiago Arturo Merino Benitez

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 662
Quickest round-trip

WinnipegSantiago

YWG Winnipeg - SCL Santiago Arturo Merino Benitez

YWGSCL

Winnipeg

Sun 11/10

6:40 a.m.-7:25 a.m.

2 stops22h 45m

Santiago Arturo Merino Benitez

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 686

WinnipegSantiago

YWG Winnipeg - SCL Santiago Arturo Merino Benitez

YWGSCL

Winnipeg

Sun 11/10

6:40 a.m.-7:25 a.m.

2 stops22h 45m

Santiago Arturo Merino Benitez

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 690

WinnipegSantiago

YWG Winnipeg - SCL Santiago Arturo Merino Benitez

YWGSCL

Winnipeg

Tue 13/10

6:15 a.m.-8:15 a.m.

2 stops24h 00m

Santiago Arturo Merino Benitez

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 829

WinnipegSantiago

YWG Winnipeg - SCL Santiago Arturo Merino Benitez

YWGSCL

Winnipeg

Wed 14/10

5:00 a.m.-7:25 a.m.

2 stops24h 25m

Santiago Arturo Merino Benitez

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 951

WinnipegSantiago

YWG Winnipeg - SCL Santiago Arturo Merino Benitez

YWGSCL

Winnipeg

Sat 10/10

2:55 p.m.-7:25 a.m.

3 stops38h 30m

Santiago Arturo Merino Benitez

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 957

WinnipegSantiago

YWG Winnipeg - SCL Santiago Arturo Merino Benitez

YWGSCL

Winnipeg

Mon 12/10

6:15 a.m.-7:25 a.m.

2 stops23h 10m

Santiago Arturo Merino Benitez

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 974

WinnipegSantiago

YWG Winnipeg - SCL Santiago Arturo Merino Benitez

YWGSCL

Winnipeg

Sun 6/12

12:54 p.m.-4:35 a.m.

2 stops37h 41m

Santiago Arturo Merino Benitez

Wed 9/12

10:15 a.m.-12:39 a.m.

2 stops40h 24m

C$ 996

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/9

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Best time to book a flight from Winnipeg to Santiago

Have a flexible travel schedule? Discover the best time to fly to Santiago from Winnipeg with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Santiago

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

Currently, February is the cheapest month in which you can book a flight from Winnipeg to Santiago (average of C$ 1,015). Flying from Winnipeg to Santiago in March is currently the most expensive (average of C$ 2,111). 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.

How much does it cost to fly round-trip from Winnipeg to Santiago?

Airfare is below average for this route at the moment.

Winnipeg to Santiago flights typically cost between C$ 1,073 and C$ 1,354 in December.
The cheapest round-trip price found within the last 5 days was C$ 996 on Delta (6 Dec-9 Dec).

Reviews of airlines servicing Santiago

See what other customers who have flown with LATAM Airlines and Air Canada from Winnipeg to Santiago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
LATAM Airlines
7.4
Good
1,977 reviews
Check prices

Boarding

7.5

Comfort

7.3

Entertainment

7.0

Food

6.7

Overall

7.4

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Pedro,Oct 2026

MDW - ATL

I purchased a ticket from Quito to Ord., for 884 in orbitz. It promised seat and one checked bag with Latam. I spend most of my time negotiating with both orbitz and latam because each denied what the other had stated. In the end, I flew with Delta which was a good service, however , neither the previously companies assumed any responsibility for the seats or the baggage. It was a scam and a rip off way to operate. Delta informed me that they frequently deal with passengers in my situation pekpme who are abandoned by third party companies after being charged for services that were never actually purchased. Your website is losing credibility by hosting copies likes these.
LATAM Airlines
7.4
Good
1,977 reviews
LATAM Airlines
7.4
Good
1,977 reviews
Check prices

Boarding

7.5

Comfort

7.3

Entertainment

7.0

Food

6.7

Overall

7.4

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Pedro,Oct 2026

MDW - ATL

I purchased a ticket from Quito to Ord., for 884 in orbitz. It promised seat and one checked bag with Latam. I spend most of my time negotiating with both orbitz and latam because each denied what the other had stated. In the end, I flew with Delta which was a good service, however , neither the previously companies assumed any responsibility for the seats or the baggage. It was a scam and a rip off way to operate. Delta informed me that they frequently deal with passengers in my situation pekpme who are abandoned by third party companies after being charged for services that were never actually purchased. Your website is losing credibility by hosting copies likes these.
Air Canada
7.1
Good
11,718 reviews
LATAM Airlines
7.4
Good
1,977 reviews
Check prices

Boarding

7.5

Comfort

7.3

Entertainment

7.0

Food

6.7

Overall

7.4

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Pedro,Oct 2026

MDW - ATL

I purchased a ticket from Quito to Ord., for 884 in orbitz. It promised seat and one checked bag with Latam. I spend most of my time negotiating with both orbitz and latam because each denied what the other had stated. In the end, I flew with Delta which was a good service, however , neither the previously companies assumed any responsibility for the seats or the baggage. It was a scam and a rip off way to operate. Delta informed me that they frequently deal with passengers in my situation pekpme who are abandoned by third party companies after being charged for services that were never actually purchased. Your website is losing credibility by hosting copies likes these.

Related info for your journey

  • How long is the flight from Winnipeg to Santiago?

    Departing from Winnipeg to Santiago will take you 37h 41m. Airlines will cover a distance of 9616 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the cheapest airlines flying from Winnipeg to Santiago round-trip?

    Cheapflights users have booked flights from Winnipeg to Santiago round-trip from C$ 909. Another airline that can offer you cheap pricing is LATAM Airlines. Air Canada is currently priced 33% below the average price you’ll pay for this route.

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

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

  • How can I find direct flights from Winnipeg to Santiago?

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

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

    Yes. Cheapflights offers flight deals from Winnipeg to Santiago 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 Winnipeg to Santiago?

    Currently, February is the cheapest month in which you can book a flight from Winnipeg to Santiago (average of C$ 1,015). Flying from Winnipeg to Santiago in March is currently the most expensive (average of C$ 2,111). 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

Travelling to a place near Santiago?

Book flights to Santiago if you plan to visit one of these locations
Valparaíso
Viña del Mar

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Winnipeg to Santiago

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 909AverageC$ 1,407FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
LATAM AirlinesCheapestC$ 980AverageC$ 1,189FlexibilityNo cancel feeOn-time81%
Search LATAM Airlines flights

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How does Cheapflights help users find flights from Winnipeg to Santiago?

Cheapflights helps you search for flights from Winnipeg to Santiago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Santiago?

Cheapflights helps you find that perfect flight to Santiago from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Winnipeg to Santiago with no change fees?

Yes, we can. To see specific flights from Winnipeg to Santiago with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Winnipeg to Santiago become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to Santiago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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