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$417+ Cheap flights from Calgary to Windsor, ON (YYC - YQG)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — YQG
Feb 23 — Mar 21
Mon 2/23
Mon 3/2
1 adult, Economy
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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 January 24, 2026.

This oojo deal was found by Cheapflights users on 1/22. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/229:30 am
YYC
-
YQG
Nonstop3h 40m
WestJet
Mon 8/247:45 pm
YQG
-
YYC
Nonstop4h 04m
WestJet
Deal found 1/22$417
This Air Canada deal was found by Cheapflights users on 1/22. 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 3/49:40 am
YYC
-
YQG
1 stop7h 34m
Air Canada
Sun 3/89:45 am
YQG
-
YYC
1 stop6h 39m
Air Canada
Deal found 1/22$506
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Wed 3/251:05 am
YYC
-
YQG
1 stop16h 28m
Multiple Airlines
Mon 4/67:35 am
YQG
-
YYC
1 stop14h 08m
Multiple Airlines
Deal found 1/23$517
This Air Canada deal was found by Cheapflights users on 1/23. 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 3/268:15 pm
YYC
-
YQG
2 stops10h 49m
Air Canada
Mon 4/67:45 pm
YQG
-
YYC
1 stop6h 38m
Air Canada
Deal found 1/23$523
This Porter Airlines deal was found by Cheapflights users on 1/21. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/58:15 am
YYC
-
YQG
2 stops9h 18m
Porter Airlines
Sat 2/77:35 am
YQG
-
YYC
2 stops16h 04m
Porter Airlines
Deal found 1/21$624
This Air Canada deal was found by Cheapflights users on 1/22. 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 8/2012:55 am
YYC
-
YQG
1 stop6h 27m
Air Canada
Mon 8/244:05 pm
YQG
-
YYC
1 stop6h 55m
Air Canada
Deal found 1/22$650

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 January 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$506
(Air Canada)

Popular in

March

Cheapest in

July

Average price

$464
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
Highest demand for flights based on searches. 11% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 24, 2026.
Use the filters below to find and compare flights from Calgary to Windsor that are best for you.

Fly from

Calgary

Fly to

Windsor

Route

Depart

Return

Price

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Wed 3/4

9:40 am-7:14 pm

1 stop7h 34m

Windsor

Sun 3/8

9:45 am-2:24 pm

1 stop6h 39m

$506

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Wed 3/25

1:05 am-7:33 pm

1 stop16h 28m

Windsor

Mon 4/6

7:35 am-7:43 pm

1 stop14h 08m

$517

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 3/26

8:15 pm-9:04 am

2 stops10h 49m

Windsor

Mon 4/6

7:45 pm-12:23 am

1 stop6h 38m

$523

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 2/5

8:15 am-7:33 pm

2 stops9h 18m

Windsor

Sat 2/7

7:35 am-9:39 pm

2 stops16h 04m

$624

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Fri 2/6

8:15 am-7:33 pm

2 stops9h 18m

Windsor

Mon 2/9

7:35 am-9:03 pm

2 stops39h 28m

$968

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
ExpediaPrice Accuracy2 starsTrust 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 Expedia the most. Expedia 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 January 16, 2026.

To ensure you get the cheapest price possible for a flight from Calgary to Windsor, Ontario, you should look to book at least 28 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, July is the cheapest month in which you can book a flight from Calgary to Windsor, Ontario (average of $247). Flying from Calgary to Windsor, Ontario in November is currently the most expensive (average of $540). 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.

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 January 24, 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
3,250 reviews

Comfort

7.0

Entertainment

6.1

Overall

7.2

Crew

7.9

Food

6.2

Boarding

7.4

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
3,250 reviews
WestJet
7.2
Good
3,250 reviews

Comfort

7.0

Entertainment

6.1

Overall

7.2

Crew

7.9

Food

6.2

Boarding

7.4

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
10,652 reviews
WestJet
7.2
Good
3,250 reviews

Comfort

7.0

Entertainment

6.1

Overall

7.2

Crew

7.9

Food

6.2

Boarding

7.4

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 $506, Air Canada can have you in Windsor, Ontario from Calgary in 7h 34m. 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 $260. Another airline that can offer you cheap pricing is Air Canada. These flights start at 47% lower than the current average price 3 months from now.

  • 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, July is the cheapest month in which you can book a flight from Calgary to Windsor, Ontario (average of $247). Flying from Calgary to Windsor, Ontario in November is currently the most expensive (average of $540). 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 January 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$260Average$365FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$482Average$552FlexibilityNo cancel feeOn-time67%

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