Cheap flights from Winnipeg to Santiago from C$ 404

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 18/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SCL
13 Feb — 20 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap 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 14 January 2026.

Round-trip from

C$ 940

One-way from

C$ 404

Popular in

December

Cheapest in

May

Average price

C$ 1,102
Delta
  • Delta
  • 15/4-29/4
  • 4 total stops
  • 44h 10m total
  • Winnipeg to Santiago
Delta
  • Delta
  • 18/3
  • 2 total stops
  • 16h 50m total
  • Winnipeg to Santiago
Highest demand for flights based on searches. 14% potential increase in price (C$ 256 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 49 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Find 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 14 January 2026.

Wed 15/47:30 a.m.
YWG
-
SCL
2 stops21h 05m
Delta
Wed 29/411:25 p.m.
SCL
-
YWG
2 stops23h 05m
Delta
Deal found 12/1C$ 940
Sun 3/55:40 p.m.
YWG
-
SCL
2 stops36h 35m
Delta
Thu 7/511:00 p.m.
SCL
-
YWG
2 stops46h 09m
Delta
Deal found 13/1C$ 979
Fri 11/98:50 a.m.
YWG
-
SCL
2 stops21h 25m
LATAM Airlines
Sat 26/98:40 p.m.
SCL
-
YWG
2 stops22h 14m
LATAM Airlines
Deal found 14/1C$ 990
Wed 15/46:15 a.m.
YWG
-
SCL
3 stops30h 30m
Multiple Airlines
Wed 29/48:15 a.m.
SCL
-
YWG
2 stops28h 25m
Multiple Airlines
Deal found 13/1C$ 1,034
Mon 2/36:40 a.m.
YWG
-
SCL
2 stops21h 20m
Multiple Airlines
Tue 24/310:10 p.m.
SCL
-
YWG
2 stops20h 44m
Multiple Airlines
Deal found 13/1C$ 1,056
Tue 10/27:05 a.m.
YWG
-
SCL
2 stops22h 45m
United Airlines
Tue 17/210:45 p.m.
SCL
-
YWG
2 stops28h 09m
United Airlines
Deal found 13/1C$ 1,077
Wed 15/410:55 a.m.
YWG
-
SCL
3 stops25h 50m
LATAM Airlines
Wed 29/411:25 p.m.
SCL
-
YWG
2 stops21h 50m
LATAM Airlines
Deal found 12/1C$ 1,086
Tue 10/26:15 a.m.
YWG
-
SCL
2 stops20h 20m
Multiple Airlines
Tue 17/28:55 p.m.
SCL
-
YWG
1 stop15h 49m
Multiple Airlines
Deal found 13/1C$ 1,119
Wed 11/25:30 p.m.
YWG
-
SCL
2 stops36h 20m
United Airlines
Wed 18/210:45 p.m.
SCL
-
YWG
2 stops37h 59m
United Airlines
Deal found 14/1C$ 1,130

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 14 January 2026.
Use the filters below to find and compare flights from Winnipeg to Santiago that are best for you.

Fly from

Winnipeg

Fly to

Santiago

Route

Depart

Return

Price

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Wed 15/4

7:30 a.m.-5:35 a.m.

2 stops21h 05m

Santiago Arturo Merino Benitez

Wed 29/4

11:25 p.m.-9:30 p.m.

2 stops23h 05m

C$ 940

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Sun 3/5

5:40 p.m.-7:15 a.m.

2 stops36h 35m

Santiago Arturo Merino Benitez

Thu 7/5

11:00 p.m.-8:09 p.m.

2 stops46h 09m

C$ 979

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Mon 2/3

11:53 a.m.-7:40 a.m.

2 stops16h 47m

Santiago Arturo Merino Benitez

Mon 23/3

12:20 a.m.-11:35 p.m.

3 stops25h 15m

C$ 1,056

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Wed 11/2

7:20 p.m.-8:50 a.m.

2 stops58h 30m

Santiago Arturo Merino Benitez

Wed 18/2

10:45 p.m.-12:39 p.m.

2 stops40h 54m

C$ 1,056

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Tue 10/2

7:05 a.m.-8:50 a.m.

2 stops22h 45m

Santiago Arturo Merino Benitez

Tue 17/2

10:45 p.m.-11:54 p.m.

2 stops28h 09m

C$ 1,077

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Wed 15/4

10:55 a.m.-1:45 p.m.

3 stops25h 50m

Santiago Arturo Merino Benitez

Wed 29/4

11:25 p.m.-8:15 p.m.

2 stops21h 50m

C$ 1,086

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Tue 10/2

6:15 a.m.-5:35 a.m.

2 stops20h 20m

Santiago Arturo Merino Benitez

Tue 17/2

8:55 p.m.-9:44 a.m.

1 stop15h 49m

C$ 1,119

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Wed 18/3

12:50 p.m.-7:40 a.m.

2 stops16h 50m

C$ 404

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Wed 18/3

6:15 a.m.-5:35 a.m.

2 stops21h 20m

C$ 421

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Wed 18/3

11:05 a.m.-7:50 a.m.

3 stops42h 45m

C$ 479

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

Showing 1-10 of 12 results
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

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

Currently, March is the cheapest month in which you can book a flight from Winnipeg to Santiago (average of C$ 669). Flying from Winnipeg to Santiago in November is currently the most expensive (average of C$ 1,095). 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.

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 14 January 2026.
See what other customers who have flown with Delta,LATAM Airlines, andAir 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.

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Entertainment

7.8

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.2

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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 21h 05m. 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$ 727. Other airlines that can offer you cheap pricing are Delta, from C$ 742, and Air Canada, from C$ 895. LATAM Airlines is currently priced 31% 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, March is the cheapest month in which you can book a flight from Winnipeg to Santiago (average of C$ 669). Flying from Winnipeg to Santiago in November is currently the most expensive (average of C$ 1,095). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 3 airlines flying from Winnipeg to Santiago

Discover the top 3 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 14 January 2026.
AirlineCheapestAverageFlexibilityOn-time
LATAM AirlinesCheapestC$ 727AverageC$ 945FlexibilityNo cancel feeOn-time81%
Search LATAM Airlines flights
DeltaCheapestC$ 742AverageC$ 984FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Air CanadaCheapestC$ 895AverageC$ 1,166FlexibilityNo 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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