Cheap flights from Winnipeg to Windsor, ON from C$ 295

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 20/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — YQG
3 Aug — 10 Aug1
1 adult

Cheap flight deals from Winnipeg to Windsor

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Windsor (YQG). 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 29 July 2025.

Popular in

February

Cheapest in

September

Average price

C$ 658
Highest demand for flights based on searches. 10% potential increase in price (C$ 118 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease (C$ 52 potential savings vs. average RT price).
Average for round-trip flights in July 2025

Find flight deals from Winnipeg to Windsor

Cheapest flights from Winnipeg to Windsor
Explore the most affordable flight options available from Winnipeg to Windsor. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 July 2025.

Fri 1/88:10 p.m.YWG - YQG
1 stop12h 17mAir Canada
Sun 3/810:05 a.m.YQG - YWG
1 stop7h 13mAir Canada
Deal found 28/7C$ 1,349
Fri 1/811:45 a.m.YWG - YQG
2 stops25h 05mPorter Airlines
Sun 3/82:00 p.m.YQG - YWG
2 stops9h 46mPorter Airlines
Deal found 28/7C$ 1,502
Fri 1/83:15 p.m.YWG - YQG
3 stops21h 35mMultiple Airlines
Sun 3/82:00 p.m.YQG - YWG
2 stops9h 46mMultiple Airlines
Deal found 28/7C$ 1,671

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Windsor 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 29 July 2025.
Use the filters below to find and compare flights from Winnipeg to Windsor that are best for you.

Fly from

Winnipeg

Fly to

Windsor

Route

Depart

Return

Price

WinnipegWindsor

YWG - YQG

YWGYQG

Winnipeg

Wed 20/8

8:55 p.m.-1:50 p.m.

3 stops15h 55m

C$ 295

WinnipegWindsor

YWG - YQG

YWGYQG

Winnipeg

Mon 11/8

3:00 p.m.-6:55 p.m.

2 stops26h 55m

C$ 332

WinnipegWindsor

YWG - YQG

YWGYQG

Winnipeg

Fri 9/1

11:05 a.m.-7:14 p.m.

1 stop7h 09m

C$ 355

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/7

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
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 Windsor

What is the cheapest month to book a flight from Winnipeg to Windsor, Ontario?

Currently, February is the cheapest month in which you can book a flight from Winnipeg to Windsor, Ontario (average of C$ 352). Flying from Winnipeg to Windsor, Ontario in March is currently the most expensive (average of C$ 530). 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 YQG?

Find hourly flight availability from Winnipeg to Windsor. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 29 July 2025.

A simple way to save on the total cost of your ticket is to fly from Winnipeg to Windsor, Ontario in the morning. If you’re flexible enough to do this you can expect to save up to 3% on your trip compared to booking a flight at noon.

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

Share of one-stop round-trip flights from Winnipeg to Windsor, Ontario chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YYZ) – chosen by Cheapflights users on 97% of one-stop itineraries from Winnipeg to Windsor, Ontario on Cheapflights.

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

Average round-trip fare for 1-stop flights from Winnipeg to Windsor, Ontario, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of C$ 697.

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

Shortest average travel time for 1-stop one-way flights from Winnipeg to Windsor, Ontario, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 4h 05m.

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

Average layover duration for 1-stop one-way flights from Winnipeg to Windsor, Ontario, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 2h 39m.

Reviews of airlines servicing Windsor

Get insights into the airlines that provide service to Windsor. 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 Windsor. Reviews last updated 29 July 2025.
See what other customers who have flown with WestJet and 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.

Food

6.2

Boarding

7.4

Comfort

7.0

Crew

7.9

Overall

7.2

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.

Food

6.2

Boarding

7.4

Comfort

7.0

Crew

7.9

Overall

7.2

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.

Food

6.2

Boarding

7.4

Comfort

7.0

Crew

7.9

Overall

7.2

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Sugith,Jan 2025

CUN - YYZ

On time departure. Good service on board. Comfort Plus seating was comfortable.

Related info for your journey

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

  • What is the cheapest month to book a flight from Winnipeg to Windsor, Ontario?

    Currently, February is the cheapest month in which you can book a flight from Winnipeg to Windsor, Ontario (average of C$ 352). Flying from Winnipeg to Windsor, Ontario in March is currently the most expensive (average of C$ 530). 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

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Top airline flying from Winnipeg to Windsor

Discover the top airline that operate flights from Winnipeg to Windsor. 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 29 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 462AverageC$ 726FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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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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