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Cheap flights from Winnipeg to Windsor, ON from C$ 225

YWG — YQG
8 Oct — 15 Oct1
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

Wed 30/99:05 p.m. -
1 stop17h 05m
Sat 3/104:00 p.m. -
1 stop7h 10m
Deal found 4/9C$ 535
Thu 1/106:00 a.m. -
1 stop8h 10m
Sat 3/104:00 p.m. -
1 stop29h 15m
Deal found 6/9C$ 556
Wed 30/96:05 p.m. -
3 stops20h 41m
Sat 3/104:00 p.m. -
1 stop9h 55m
Deal found 4/9C$ 579
Fri 2/105:00 a.m. -
1 stop9h 22m
Sun 4/107:25 p.m. -
1 stop5h 22m
Deal found 3/9C$ 652
Fri 9/107:10 p.m. -
1 stop13h 12m
Fri 16/107:25 p.m. -
1 stop5h 22m
Deal found 4/9C$ 657
Fri 2/104:55 p.m. -
1 stop21h 15m
Sun 4/104:30 p.m. -
2 stops9h 25m
Deal found 6/9C$ 687
Fri 9/108:00 a.m. -
1 stop6h 46m
Fri 16/104:30 p.m. -
2 stops22h 55m
Deal found 4/9C$ 712

Find flight deals from Winnipeg to Windsor

Round-trip from

C$ 535

One-way from

C$ 225
WestJet
  • WestJet
  • 30/9-3/10
  • 2 total stops
  • 24h 15m total
  • Winnipeg to Windsor
Search Deals
WestJet
  • WestJet
  • 1/10-31/12
  • 1 total stop
  • 7h 10m 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

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Thu 1/10

7:00 a.m.-3:10 p.m.

1 stop7h 10m

Windsor

Wed 31/12

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

Nonstop0h 00m

C$ 225

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Fri 2/10

7:10 p.m.-3:10 p.m.

1 stop19h 00m

Windsor

Wed 31/12

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

Nonstop0h 00m

C$ 402

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Sat 19/9

5:10 p.m.-3:46 p.m.

2 stops21h 36m

Windsor

Wed 31/12

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

Nonstop0h 00m

C$ 417

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Thu 1/10

12:50 p.m.-3:46 p.m.

3 stops25h 56m

Windsor

Wed 31/12

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

Nonstop0h 00m

C$ 424

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Fri 18/9

9:05 p.m.-3:10 p.m.

1 stop17h 05m

Windsor

Wed 31/12

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

Nonstop0h 00m

C$ 467

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Wed 30/9

9:05 p.m.-3:10 p.m.

1 stop17h 05m

Windsor

Sat 3/10

4:00 p.m.-10:10 p.m.

1 stop7h 10m

C$ 535

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Wed 30/9

6:05 p.m.-3:46 p.m.

3 stops20h 41m

Windsor

Sat 3/10

4:00 p.m.-12:55 a.m.

1 stop9h 55m

C$ 579

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Thu 1/10

6:00 a.m.-3:10 p.m.

1 stop8h 10m

Windsor

Sat 3/10

4:00 p.m.-9:35 a.m.

2 stops18h 35m

C$ 607

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Fri 2/10

5:00 a.m.-3:22 p.m.

1 stop9h 22m

Windsor

Sun 4/10

7:25 p.m.-11:47 p.m.

1 stop5h 22m

C$ 652

WinnipegWindsor

YWG Winnipeg - YQG Windsor

YWGYQG

Winnipeg

Fri 2/10

4:55 p.m.-3:10 p.m.

1 stop21h 15m

Windsor

Sun 4/10

4:30 p.m.-12:55 a.m.

2 stops9h 25m

C$ 687

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/9

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

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 94% 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$ 674.

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 48m.

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 53m.

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
11,600 reviews
Check prices

Food

6.3

Comfort

7.1

Crew

7.8

Entertainment

6.8

Boarding

7.3

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
11,600 reviews
Air Canada
7.1
Good
11,600 reviews
Check prices

Food

6.3

Comfort

7.1

Crew

7.8

Entertainment

6.8

Boarding

7.3

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$ 652, WestJet can have you in Windsor, Ontario from Winnipeg in 9h 22m. 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$ 578.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Winnipeg to Windsor

AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 578AverageC$ 755FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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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