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Cheap flights from Winnipeg to Santiago from C$ 587

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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SCL
15 Jun — 22 Jun1
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
Explore the most affordable flight options available from Winnipeg to Santiago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 16 May 2026.

Sat 13/65:41 p.m.
YWG
-
SCL
2 stops36h 34m
Delta
Thu 2/78:40 p.m.
SCL
-
YWG
2 stops27h 49m
Delta
Deal found 15/5C$ 933
Sun 14/63:54 p.m.
YWG
-
SCL
2 stops38h 21m
Delta
Thu 2/78:40 p.m.
SCL
-
YWG
2 stops51h 49m
Delta
Deal found 14/5C$ 935
Wed 16/96:40 a.m.
YWG
-
SCL
2 stops23h 35m
Delta
Tue 6/1011:00 p.m.
SCL
-
YWG
2 stops23h 16m
Delta
Deal found 12/5C$ 936
Mon 26/106:35 a.m.
YWG
-
SCL
2 stops23h 05m
Delta
Thu 29/1011:10 p.m.
SCL
-
YWG
2 stops47h 06m
Delta
Deal found 15/5C$ 944
Thu 17/98:50 a.m.
YWG
-
SCL
2 stops21h 25m
LATAM Airlines
Fri 2/108:40 p.m.
SCL
-
YWG
2 stops22h 14m
LATAM Airlines
Deal found 12/5C$ 958
Sat 13/65:41 p.m.
YWG
-
SCL
2 stops36h 34m
Delta
Sun 28/68:40 p.m.
SCL
-
YWG
2 stops21h 11m
Delta
Deal found 15/5C$ 988
Fri 11/96:40 a.m.
YWG
-
SCL
2 stops20h 55m
Delta
Sat 26/911:25 p.m.
SCL
-
YWG
2 stops26h 02m
Delta
Deal found 12/5C$ 991
Fri 11/98:50 a.m.
YWG
-
SCL
2 stops21h 25m
LATAM Airlines
Sat 3/108:40 p.m.
SCL
-
YWG
2 stops22h 14m
LATAM Airlines
Deal found 11/5C$ 1,013
Fri 11/96:00 a.m.
YWG
-
SCL
2 stops21h 35m
Multiple Airlines
Sat 26/911:25 p.m.
SCL
-
YWG
2 stops24h 45m
Multiple Airlines
Deal found 14/5C$ 1,015

Find flight deals from Winnipeg to Santiago

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Santiago (SCL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 16 May 2026.

Round-trip from

C$ 933

One-way from

C$ 587

Popular in

March

Cheapest in

May

Average price

C$ 779
Delta
  • Delta
  • 13/6-2/7
  • 4 total stops
  • 64h 23m total
  • Winnipeg to Santiago
Search Deals
LATAM Airlines
  • LATAM Airlines
  • 10/10
  • 2 total stops
  • 23h 40m total
  • Winnipeg to Santiago
Search Deals
Highest demand for flights based on searches. 22% potential increase in price (C$ 460 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease (C$ 127 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Santiago 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 629,999 searches. Data last updated 16 May 2026.
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 - SCL

YWGSCL

Winnipeg

Sat 13/6

5:41 p.m.-7:15 a.m.

2 stops36h 34m

Santiago Arturo Merino Benitez

Thu 2/7

8:40 p.m.-11:29 p.m.

2 stops27h 49m

C$ 933
Quickest round-trip

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Wed 17/6

12:46 p.m.-7:15 a.m.

2 stops17h 29m

Santiago Arturo Merino Benitez

Thu 2/7

8:40 p.m.-11:29 p.m.

2 stops27h 49m

C$ 933

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Mon 15/6

5:41 p.m.-7:15 a.m.

2 stops36h 34m

Santiago Arturo Merino Benitez

Thu 2/7

8:40 p.m.-11:38 a.m.

2 stops39h 58m

C$ 933

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Fri 19/6

3:54 p.m.-7:15 a.m.

2 stops38h 21m

Santiago Arturo Merino Benitez

Thu 2/7

8:40 p.m.-11:29 p.m.

2 stops51h 49m

C$ 935

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Sun 14/6

3:54 p.m.-7:15 a.m.

2 stops38h 21m

Santiago Arturo Merino Benitez

Thu 2/7

8:40 p.m.-11:29 p.m.

2 stops51h 49m

C$ 935

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Tue 16/6

12:46 p.m.-7:15 a.m.

2 stops41h 29m

Santiago Arturo Merino Benitez

Thu 2/7

8:40 p.m.-11:29 p.m.

2 stops51h 49m

C$ 935

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Wed 16/9

6:40 a.m.-8:15 a.m.

2 stops23h 35m

Santiago Arturo Merino Benitez

Tue 6/10

11:00 p.m.-8:16 p.m.

2 stops23h 16m

C$ 936

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Mon 26/10

6:35 a.m.-7:40 a.m.

2 stops23h 05m

Santiago Arturo Merino Benitez

Thu 29/10

11:10 p.m.-8:16 p.m.

2 stops47h 06m

C$ 944
Cheapest one-way
Quickest one-way

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Sat 10/10

6:35 a.m.-8:15 a.m.

2 stops23h 40m

C$ 587

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Fri 5/6

5:40 a.m.-6:55 a.m.

2 stops24h 15m

C$ 612

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 12 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
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 Winnipeg to Santiago

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

Reviews of airlines servicing Santiago

Get insights into the airlines that provide service to Santiago. 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 Santiago. Reviews last updated 16 May 2026.
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
1,924 reviews
Check prices

Overall

7.4

Food

6.7

Crew

8.0

Entertainment

7.0

Boarding

7.5

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Victoria E,Mar 2026

SCL - JFK

I was charged $130 to check my baggage from Santiago Chile to New York. It was only one baggage checked and it wasn’t fully the standard size. And then to get hit with $130 was to me not favorable to the airlines. Because on most international travel, they allow one bag to be checked in. So in the future, I would have to think twice about booking Latam again other than that it’s a very good airline.
LATAM Airlines
7.4
Good
1,924 reviews
LATAM Airlines
7.4
Good
1,924 reviews
Check prices

Overall

7.4

Food

6.7

Crew

8.0

Entertainment

7.0

Boarding

7.5

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Victoria E,Mar 2026

SCL - JFK

I was charged $130 to check my baggage from Santiago Chile to New York. It was only one baggage checked and it wasn’t fully the standard size. And then to get hit with $130 was to me not favorable to the airlines. Because on most international travel, they allow one bag to be checked in. So in the future, I would have to think twice about booking Latam again other than that it’s a very good airline.
Air Canada
7.1
Good
11,050 reviews
LATAM Airlines
7.4
Good
1,924 reviews
Check prices

Overall

7.4

Food

6.7

Crew

8.0

Entertainment

7.0

Boarding

7.5

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Victoria E,Mar 2026

SCL - JFK

I was charged $130 to check my baggage from Santiago Chile to New York. It was only one baggage checked and it wasn’t fully the standard size. And then to get hit with $130 was to me not favorable to the airlines. Because on most international travel, they allow one bag to be checked in. So in the future, I would have to think twice about booking Latam again other than that it’s a very good airline.

Related info for your journey

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

  • How long is the flight from Winnipeg to Santiago?

    Departing from Winnipeg to Santiago will take you 36h 34m. Airlines will cover a distance of 9616 km.

  • 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$ 720. Another airline that can offer you cheap pricing is Air Canada. LATAM Airlines is currently priced 36% 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.

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

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Top 2 airlines flying from Winnipeg to Santiago

Discover the top 2 airlines that operate flights from Winnipeg to Santiago. 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 629,999 searches. Data last updated 16 May 2026.
AirlineCheapestAverageFlexibilityOn-time
LATAM AirlinesCheapestC$ 720AverageC$ 1,005FlexibilityNo cancel feeOn-time81%
Search LATAM Airlines flights
Air CanadaCheapestC$ 883AverageC$ 1,364FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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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