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Cheap flights from Winnipeg to Windsor, ON from C$ 475

YWG — YQG
20 Nov — 27 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Windsor

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Windsor

Tue 1/1212:40 p.m. -
1 stop6h 11m
Tue 8/127:00 a.m. -
2 stops27h 15m
Deal found 19/10C$ 735
Thu 3/1212:40 p.m. -
1 stop6h 11m
Thu 10/127:00 a.m. -
2 stops27h 15m
Deal found 19/10C$ 793
Tue 1/1212:40 p.m. -
1 stop6h 11m
Tue 8/127:00 a.m. -
1 stop12h 14m
Deal found 19/10C$ 807
Sat 28/1112:20 p.m. -
1 stop5h 20m
Wed 2/127:20 p.m. -
1 stop6h 24m
Deal found 16/10C$ 960
Sat 28/118:00 p.m. -
2 stops21h 51m
Wed 2/127:00 a.m. -
2 stops29h 47m
Deal found 16/10C$ 1,064
Thu 24/1212:40 p.m. -
1 stop6h 16m
Sat 2/17:00 a.m. -
1 stop12h 15m
Deal found 20/10C$ 1,093

Find flight deals from Winnipeg to Windsor

Round-trip from

C$ 735

One-way from

C$ 475
1/12-8/12
  • 1/12-8/12
  • 3 total stops
  • 33h 26m total
  • Winnipeg to Windsor
Search Deals
12/1-31/12
  • 12/1-31/12
  • 1 total stop
  • 6h 11m total
  • Winnipeg to Windsor
Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Tue 12/1

11:40 a.m.-5:51 p.m.

1 stop6h 11m

Windsor

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 475

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Wed 4/11

12:35 p.m.-6:51 p.m.

1 stop6h 16m

Windsor

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 483

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Sun 1/11

7:55 p.m.-5:51 p.m.

3 stops21h 56m

Windsor

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 505

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Sun 1/11

8:00 p.m.-5:51 p.m.

2 stops21h 51m

Windsor

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 514

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Mon 2/11

3:10 p.m.-6:51 p.m.

3 stops27h 41m

Windsor

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 541

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Mon 2/11

8:00 p.m.-6:51 p.m.

2 stops22h 51m

Windsor

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 554

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Wed 4/11

7:00 a.m.-6:51 p.m.

3 stops35h 51m

Windsor

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 665

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Mon 2/11

7:55 p.m.-9:55 a.m.

1 stop14h 00m

Windsor

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 670

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Thu 3/12

12:40 p.m.-6:51 p.m.

1 stop6h 11m

Windsor

Thu 10/12

7:00 a.m.-10:15 a.m.

2 stops27h 15m

C$ 793

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Tue 1/12

12:40 p.m.-6:51 p.m.

1 stop6h 11m

Windsor

Tue 8/12

7:00 a.m.-7:14 p.m.

1 stop12h 14m

C$ 807

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/10

Showing 1-10 of 13 resultsSorted by cheapest first
1
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Best time to book a flight from Winnipeg to Windsor

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

Cheapflights Insights

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

What’s the top layover airport for flights from Winnipeg to Windsor, Ontario?

Toronto (YYZ) – chosen by Cheapflights users on 80% of one-stop itineraries from Winnipeg to Windsor, Ontario on Cheapflights.

What’s the cheapest layover airport for flights from Winnipeg to Windsor, Ontario?

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 686.

What’s the fastest layover option from Winnipeg to Windsor, Ontario?

Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 5h 37m.

Which airport typically offers the quickest layover for flights from Winnipeg to Windsor, Ontario?

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 1h 46m.

Reviews of airlines servicing Windsor

See what other customers who have flown with Air Canada from Winnipeg to Windsor have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
11,789 reviews
Check prices

Food

6.3

Boarding

7.3

Entertainment

6.8

Comfort

7.1

Crew

7.8

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Sylvia,Aug 2026

YLW - YYZ

The fires impacted our trip. We sat in the plane for an hour with no air conditioning. We were a total of 5-hour delay but missed our connection. The staff tried to keep us aware of important information
Air Canada
7.1
Good
11,789 reviews
Air Canada
7.1
Good
11,789 reviews
Check prices

Food

6.3

Boarding

7.3

Entertainment

6.8

Comfort

7.1

Crew

7.8

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Sylvia,Aug 2026

YLW - YYZ

The fires impacted our trip. We sat in the plane for an hour with no air conditioning. We were a total of 5-hour delay but missed our connection. The staff tried to keep us aware of important information

Related info for your journey

  • How long is the flight from Winnipeg to Windsor, Ontario?

    For as low as C$ 960, Porter Airlines can have you in Windsor, Ontario from Winnipeg in 5h 20m. The distance between Winnipeg and Windsor, Ontario is about 1386 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What is the cheapest airline to fly from Winnipeg to Windsor, Ontario round-trip?

    Cheapflights users have booked flights from Winnipeg to Windsor, Ontario round-trip from C$ 608.

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

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

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

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

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

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

Book flights to Windsor if you plan to visit one of these locations
Pelee Island

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Winnipeg to Windsor

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 608AverageC$ 773FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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

When you search for this flight from Winnipeg to Windsor, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Winnipeg to Windsor.

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

Need flexible booking options for your flight to Windsor from Winnipeg? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

Yes, Cheapflights offers price alerts on Winnipeg to Windsor 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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