Cheap flights from Winnipeg to Santiago from C$ 497

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 21/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SCL
23 Aug — 30 Aug1
1 adult

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 18 August 2025.

Round-trip from

C$ 898

One-way from

C$ 497

Popular in

June

Cheapest in

May

Average price

C$ 909
United Airlines
  • United Airlines
  • 15/1-17/2
  • 4 total stops
  • 52h 19m total
  • Winnipeg to Santiago
United Airlines
  • United Airlines
  • 21/12
  • 2 total stops
  • 45h 10m total
  • Winnipeg to Santiago
Highest demand for flights based on searches. 0% potential increase in price (C$ 5 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 45 potential savings vs. average RT price).
Average for round-trip flights in August 2025

Find flight deals from Winnipeg to Santiago

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 18 August 2025.

Mon 22/128:00 a.m.YWG - SCL
2 stops27h 05mMultiple Airlines
Sat 21/24:35 a.m.SCL - YWG
2 stops41h 34mMultiple Airlines
Deal found 16/8C$ 1,094
Mon 22/127:05 p.m.YWG - SCL
2 stops32h 55mAir Canada
Sun 22/28:35 a.m.SCL - YWG
1 stop35h 00mAir Canada
Deal found 16/8C$ 1,394

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 18 August 2025.
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

Thu 15/1

5:30 a.m.-8:50 a.m.

2 stops24h 20m

Santiago Arturo Merino Benitez

Tue 17/2

10:45 p.m.-11:44 p.m.

2 stops27h 59m

C$ 898

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Thu 15/1

6:40 a.m.-7:00 a.m.

2 stops21h 20m

Santiago Arturo Merino Benitez

Mon 16/2

4:35 a.m.-3:09 p.m.

2 stops37h 34m

C$ 901

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Mon 12/1

5:30 p.m.-6:55 a.m.

2 stops34h 25m

Santiago Arturo Merino Benitez

Sun 25/1

10:35 a.m.-7:24 p.m.

2 stops35h 49m

C$ 919

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Fri 2/1

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

2 stops20h 20m

Santiago Arturo Merino Benitez

Sun 18/1

11:55 p.m.-10:41 p.m.

2 stops25h 46m

C$ 945

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Mon 12/1

12:20 p.m.-9:55 p.m.

3 stops30h 35m

Santiago Arturo Merino Benitez

Sun 25/1

11:15 p.m.-5:00 p.m.

2 stops20h 45m

C$ 984

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Fri 2/1

6:00 a.m.-7:00 a.m.

2 stops46h 00m

Santiago Arturo Merino Benitez

Sun 18/1

8:35 a.m.-9:44 p.m.

2 stops40h 09m

C$ 1,000

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Thu 15/1

7:05 p.m.-7:00 a.m.

2 stops56h 55m

Santiago Arturo Merino Benitez

Tue 17/2

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

1 stop27h 49m

C$ 1,009

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Mon 12/1

5:30 a.m.-12:15 p.m.

1 stop27h 45m

Santiago Arturo Merino Benitez

Sun 25/1

8:35 a.m.-11:44 p.m.

2 stops42h 09m

C$ 1,021

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Mon 22/12

8:00 a.m.-2:05 p.m.

2 stops27h 05m

Santiago Arturo Merino Benitez

Sat 21/2

4:35 a.m.-7:09 p.m.

2 stops41h 34m

C$ 1,094

WinnipegSantiago

YWG - SCL

YWGSCL

Winnipeg

Sun 21/12

8:40 a.m.-8:50 a.m.

2 stops45h 10m

C$ 497

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/8

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, May is the cheapest month in which you can book a flight from Winnipeg to Santiago (average of C$ 617). Flying from Winnipeg to Santiago in December is currently the most expensive (average of C$ 900). 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.

What is the cheapest time of day to fly from YWG to SCL?

Find hourly flight availability from Winnipeg to Santiago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 18 August 2025.

It’s typically best to fly out from Winnipeg to Santiago in the morning. Doing so could potentially save you 21% on the flight price compared to flying at noon, which is usually more expensive.

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 18 August 2025.
See what other customers who have flown with Delta,LATAM Airlines, andUnited Airlines 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.

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

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.
8.0
Very good

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

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.

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

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.

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

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.

Overall

8.0

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

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 24h 20m. 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$ 666. Other airlines that can offer you cheap pricing are LATAM Airlines, from C$ 724, and Delta, from C$ 738. United Airlines is currently priced 37% 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, May is the cheapest month in which you can book a flight from Winnipeg to Santiago (average of C$ 617). Flying from Winnipeg to Santiago in December is currently the most expensive (average of C$ 900). 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

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Top 4 airlines flying from Winnipeg to Santiago

Discover the top 4 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 18 August 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 666AverageC$ 1,016FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
LATAM AirlinesCheapestC$ 724AverageC$ 895FlexibilityNo cancel feeOn-time81%
Search LATAM Airlines flights
DeltaCheapestC$ 738AverageC$ 909FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Air CanadaCheapestC$ 930AverageC$ 1,277FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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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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