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$545+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — YQG
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
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 July or August, booked 28 days in advance, depart on a Monday or Tuesday and return on a Tuesday

Cheap flight deals from Calgary to Windsor

Best flights from Calgary to Windsor
Discover carefully curated flight deals from Calgary to Windsor that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.

This Porter Airlines deal was found by Cheapflights users on 12/20. 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.
Mon 1/128:15 amYYC - YQG
2 stops9h 18mPorter Airlines
Thu 1/157:35 amYQG - YYC
2 stops15h 25mPorter Airlines
Deal found 12/20$553
This Porter Airlines deal was found by Cheapflights users on 12/20. 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.
Mon 1/128:15 amYYC - YQG
2 stops9h 18mPorter Airlines
Tue 1/137:35 amYQG - YYC
2 stops15h 25mPorter Airlines
Deal found 12/20$553

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 December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$553
(Porter Airlines)

One-way from

$545
(Kiwi.com)

Popular in

March

Cheapest in

July

Average price

$614
Provider with most accurate pricing for Calgary-Windsor flight deals.
Search Deals
Provider most trusted by Cheapflights users for Calgary-Windsor flights.
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From Calgary to Windsor
Search Deals
One-way flight from Calgary to Windsor
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 23, 2025.
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

Mon 1/12

8:15 am-7:33 pm

2 stops9h 18m

Windsor

Thu 1/15

7:35 am-9:00 pm

2 stops15h 25m

$553

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Mon 1/12

8:15 am-7:33 pm

2 stops9h 18m

Windsor

Tue 1/13

7:35 am-9:00 pm

2 stops15h 25m

$553

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 1/1

12:45 am-7:33 pm

2 stops16h 48m

$545

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Fri 1/2

5:35 am-7:14 pm

1 stop11h 39m

$619

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

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 December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Calgary-Windsor, Ontario flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 December 19, 2025.

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 December 23, 2025.
Read through reviews of airlines operating flights from Calgary to Windsor, such as WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,214 reviews

Boarding

7.4

Crew

7.9

Comfort

7.0

Food

6.2

Overall

7.2

Entertainment

6.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

YYC - NRT

I like direct flight from Calgary to Japan. But it’s my fault, I did not decide my seat till last minute. I was in the middle seat in the middle lane, I hesitated asking to go to bathroom.
WestJet
7.2
Good
3,214 reviews
WestJet
7.2
Good
3,214 reviews

Boarding

7.4

Crew

7.9

Comfort

7.0

Food

6.2

Overall

7.2

Entertainment

6.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

YYC - NRT

I like direct flight from Calgary to Japan. But it’s my fault, I did not decide my seat till last minute. I was in the middle seat in the middle lane, I hesitated asking to go to bathroom.

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 $553, Porter Airlines can have you in Windsor, Ontario from Calgary in 9h 18m. Calgary and Windsor, Ontario are separated by a distance of 1578 mi.

  • What is the cheapest airline to fly from Calgary to Windsor, Ontario round-trip?

    Cheapflights users have booked flights from Calgary to Windsor, Ontario round-trip from $260. This flight start at 48% 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 airline flying from Calgary to Windsor

Discover the top airline 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$260Average$365FlexibilityNo cancel feeOn-time60%

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