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Windsor

$181+ Cheap flights from Calgary to Windsor, ON (YYC - YQG)

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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — YQG
May 8 — May 151
Fri 5/8
Fri 5/15
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Calgary to Windsor are usually found in October or July, booked 42 days in advance, depart on a Tuesday or Monday and return on a Tuesday

Cheap flight deals from Calgary to Windsor

Cheapest flights from Calgary to Windsor
Explore the most affordable flight options available from Calgary to Windsor. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/119:30 am
YYC
-
YQG
Nonstop3h 40m
WestJet
Mon 6/154:00 pm
YQG
-
YYC
Nonstop4h 05m
WestJet
Deal found 4/3$278
This Gotogate deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/117:00 am
YYC
-
YQG
1 stop6h 46m
Multiple Airlines
Mon 6/154:00 pm
YQG
-
YYC
Nonstop4h 05m
Multiple Airlines
Deal found 4/3$344
This Air Canada deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:30 am
YYC
-
YQG
1 stop6h 54m
Air Canada
Mon 5/114:05 pm
YQG
-
YYC
1 stop8h 53m
Air Canada
Deal found 4/6$415
This Air Canada deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/117:20 am
YYC
-
YQG
1 stop6h 04m
Air Canada
Mon 6/157:45 pm
YQG
-
YYC
2 stops19h 21m
Air Canada
Deal found 4/3$445
This Air Canada deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:55 am
YYC
-
YQG
1 stop6h 29m
Air Canada
Wed 5/207:45 pm
YQG
-
YYC
2 stops16h 40m
Air Canada
Deal found 4/6$451
This Air Canada deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/147:20 am
YYC
-
YQG
1 stop6h 04m
Air Canada
Tue 5/194:05 pm
YQG
-
YYC
1 stop6h 58m
Air Canada
Deal found 4/6$457
This Air Canada deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2211:40 pm
YYC
-
YQG
1 stop7h 24m
Air Canada
Thu 4/307:45 pm
YQG
-
YYC
1 stop6h 38m
Air Canada
Deal found 4/2$467

Find flight deals from Calgary to Windsor

Discover tips and strategies to find the most affordable flight options for your journey from Calgary (YYC) 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 April 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$278
(Kiwi.com)

One-way from

$181
(Trip.com)

Popular in

January

Cheapest in

October

Average price

$493

Good round-trip deal

$354 or less
Provider with most accurate pricing for Calgary-Windsor flight deals.
Search Deals
Provider most trusted by Cheapflights users for Calgary-Windsor flights.
Search Deals
From Calgary to Windsor
Search Deals
One-way flight from Calgary to Windsor
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($118 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Calgary to Windsor.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary 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 2,558,603 searches. Data last updated April 8, 2026.
Use the filters below to find and compare flights from Calgary to Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 6/11

9:30 am-3:10 pm

Nonstop3h 40m

Windsor

Mon 6/15

4:30 pm-9:15 am

2 stops18h 45m

$433

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 6/11

7:00 am-7:09 pm

2 stops10h 09m

Windsor

Mon 6/15

7:45 pm-1:06 pm

2 stops19h 21m

$450
Quickest round-trip

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Wed 4/22

11:40 pm-9:04 am

1 stop7h 24m

Windsor

Thu 4/30

7:45 pm-12:23 am

1 stop6h 38m

$467

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sat 5/16

7:20 am-3:24 pm

1 stop6h 04m

Windsor

Wed 5/20

10:05 am-6:43 pm

1 stop10h 38m

$499

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sun 4/26

7:10 am-7:33 pm

2 stops10h 23m

Windsor

Sun 6/14

4:30 pm-9:55 am

3 stops19h 25m

$507

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Wed 4/22

7:10 am-7:33 pm

2 stops10h 23m

Windsor

Thu 4/30

7:35 am-8:50 pm

2 stops15h 15m

$523

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sun 4/26

7:00 am-7:09 pm

1 stop10h 09m

Windsor

Sun 6/14

4:05 pm-10:58 pm

1 stop8h 53m

$674
Cheapest one-way
Quickest one-way

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Mon 5/4

7:00 am-3:46 pm

1 stop6h 46m

$192

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Wed 5/6

7:00 am-3:46 pm

1 stop6h 46m

$192

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Tue 5/5

7:00 am-3:46 pm

1 stop6h 46m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

Compare providers for flights from Calgary to Windsor

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Calgary to Windsor in April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
BudgetAirPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Calgary-Windsor, Ontario flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Calgary-Windsor, Ontario flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Calgary-Windsor, Ontario flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Calgary-Windsor, Ontario flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Calgary-Windsor, Ontario flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Calgary to Windsor

Have a flexible travel schedule? Discover the best time to fly to Windsor from Calgary 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 Calgary to Windsor

How far ahead should I book a flight from Calgary to Windsor, Ontario?

Use this chart to determine the optimal time to book a round-trip flight from Calgary to Windsor. Price data was last updated on April 3, 2026.

To ensure you get the cheapest price possible for a flight from Calgary to Windsor, Ontario, you should look to book at least 40 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, September is the cheapest month in which you can book a flight from Calgary to Windsor, Ontario (average of $204). Flying from Calgary to Windsor, Ontario in February is currently the most expensive (average of $614). 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.

How much does it cost to fly round-trip from Calgary to Windsor, Ontario?

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 April 8, 2026.
Read through reviews of airlines operating flights from Calgary to Windsor, such as WestJet and Air Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,316 reviews

Comfort

7.0

Boarding

7.4

Entertainment

6.1

Overall

7.2

Crew

7.9

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,316 reviews
WestJet
7.2
Good
3,316 reviews

Comfort

7.0

Boarding

7.4

Entertainment

6.1

Overall

7.2

Crew

7.9

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
Air Canada
7.1
Good
10,903 reviews
WestJet
7.2
Good
3,316 reviews

Comfort

7.0

Boarding

7.4

Entertainment

6.1

Overall

7.2

Crew

7.9

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

Related info for your journey

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

  • How popular is this Calgary to Windsor, Ontario flight route?

    Within the past month, 1 users have taken a look at flights from Calgary to Windsor.

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

    For as low as $450, Air Canada can have you in Windsor, Ontario from Calgary in 10h 09m. Calgary and Windsor, Ontario are separated by a distance of 1578 mi.

  • What are the cheapest airlines flying from Calgary to Windsor, Ontario round-trip?

    Cheapflights users have booked flights from Calgary to Windsor, Ontario round-trip from $258. Another airline that can offer you cheap pricing is WestJet. These flights start at 47% lower than the current average price 3 months from now.

  • What are the cheapest flights from Calgary to Windsor, Ontario?

    The cheapest flight price from Calgary to Windsor, Ontario is $319. On average you can expect to pay $358. The most popular route, (Calgary - Windsor), can usually be booked for $402.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Calgary 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 Calgary to Windsor, Ontario?

    Currently, September is the cheapest month in which you can book a flight from Calgary to Windsor, Ontario (average of $204). Flying from Calgary to Windsor, Ontario in February is currently the most expensive (average of $614). 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 2 airlines flying from Calgary to Windsor

Discover the top 2 airlines that operate flights from Calgary 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 2,558,603 searches. Data last updated April 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$258Average$565FlexibilityNo cancel feeOn-time67%
WestJetCheapest$293Average$358FlexibilityNo cancel feeOn-time60%

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