$393+ Cheap flights from Windsor, Ontario

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YQG — YYC
16 Oct — 23 Oct1
1 adult
1 adult, Economy

Find flights from Windsor

Cheapest flights from Windsor
Explore the most affordable flight options available from Windsor. Find the lowest fares based on data from user searches, with prices last updated on 16 September 2025.

Wed 29/1009:45YQG - SYD
2 stops33h 15mMultiple Airlines
Wed 5/1111:20SYD - YQG
2 stops23h 54mMultiple Airlines
Deal found 13/9$2,694
Wed 29/1009:45YQG - SYD
3 stops31h 50mAir Canada
Wed 5/1111:20SYD - YQG
3 stops23h 54mAir Canada
Deal found 13/9$3,015

Find flights from Windsor within your budget

 
Find flights departing from Windsor that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 16 September 2025. In the last 7 days, Cheapflights users made a total of 647,157 searches

Fly to

Calgary

Route

Depart

Return

Price

WindsorSydney

YQG - SYD

YQGSYD

Windsor

Wed 29/10

09:45-10:00

2 stops33h 15m

Sydney Kingsford Smith

Wed 5/11

11:20-19:14

2 stops23h 54m

$2,694

WindsorSydney

YQG - SYD

YQGSYD

Windsor

Wed 29/10

09:45-08:35

3 stops31h 50m

Sydney Kingsford Smith

Wed 5/11

11:20-19:14

2 stops23h 54m

$3,015

WindsorCalgary

YQG - YYC

YQGYYC

Windsor

Thu 16/10

08:50-22:30

2 stops15h 40m

$492

WindsorCalgary

YQG - YYC

YQGYYC

Windsor

Wed 15/10

08:50-16:35

2 stops33h 45m

$507

WindsorCalgary

YQG - YYC

YQGYYC

Windsor

Tue 30/9

08:50-21:20

2 stops14h 30m

$507

WindsorCalgary

YQG - YYC

YQGYYC

Windsor

Fri 17/10

08:50-22:30

2 stops15h 40m

$545

WindsorCalgary

YQG - YYC

YQGYYC

Windsor

Sat 13/12

07:35-20:50

2 stops15h 15m

$629

WindsorCalgary

YQG - YYC

YQGYYC

Windsor

Thu 13/11

07:35-20:50

2 stops15h 15m

$654

WindsorCalgary

YQG - YYC

YQGYYC

Windsor

Sat 15/11

07:35-20:50

2 stops15h 15m

$654

Flights are sorted by cheapest return flights first.

Deals found on 14/9

Best time to book a flight from Windsor

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

Travel insights for flights from Windsor

Get recent, data-driven insights about flights from Windsor including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Windsor, Ontario?

Use this chart to determine the optimal time to book a return flight from Windsor to Calgary. Price data was last updated on 12 September 2025.

The best time to book flights from Windsor, Ontario is 18 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, February is the cheapest month in which you can book a flight from Windsor, Ontario (average of $282). Flying from Windsor, Ontario in April will prove the most costly (average of $648). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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Related info for your journey

Access useful and relevant information related to your journey from Windsor. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 16 September 2025.

  • What are the most popular destinations to fly to from Windsor, Ontario?

    For the current month, the most popular flights from Windsor, Ontario are Vancouver Intl Airport, Montreal, Halifax. Calgary, Montreal, Vancouver Intl Airport are the most popular locations from Windsor, Ontario year round.

  • What is the cheapest month to fly from Windsor, Ontario?

    Currently, the cheapest month for flights from Windsor, Ontario is February. The most expensive month for flights is April. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

  • How does Cheapflights help users find flights from Windsor?

    When you search for this flight from 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 best flight for you.

  • Why should you use Cheapflights to find cheap flight tickets from 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 Windsor.

  • Can Cheapflights find flights from Windsor with no change fees?

    Need flexible booking options for your flight from Windsor ? 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 Windsor become cheaper?

    Of course! You can now track prices for flights from Windsor and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Windsor?

When you search for this flight from 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 best flight for you.

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

Can Cheapflights find flights from Windsor with no change fees?

Need flexible booking options for your flight from Windsor ? 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 Windsor become cheaper?

Of course! You can now track prices for flights from Windsor and get an alert from Cheapflights when they change. Click the bell icon next to the flight deals above and provide your email address to set up price alerts.

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