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Cheap flights from Calgary to Windsor, ON from C$ 316

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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — YQG
26 Nov — 3 Dec1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Calgary to Windsor are usually found in July or August, booked 59 days in advance, depart on a Friday or Tuesday and return on a Friday

Cheap 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 27 October 2025.

Round-trip from

C$ 617

One-way from

C$ 316

Popular in

March

Cheapest in

July

Average price

C$ 651

Good round-trip deal

C$ 703 or less
Porter Airlines
  • Porter Airlines
  • 2/12-5/12
  • 4 total stops
  • 25h 43m total
  • Calgary to Windsor
Search Deals
Porter Airlines
  • Porter Airlines
  • 9/12
  • 2 total stops
  • 9h 13m total
  • Calgary to Windsor
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 96 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Calgary to Windsor.
Search Deals

Find flight deals from Calgary to Windsor

Enter your travel dates to find the best prices.

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 27 October 2025.

Tue 2/127:10 a.m.YYC - YQG
2 stops10h 23mPorter Airlines
Fri 5/127:35 a.m.YQG - YYC
2 stops15h 20mPorter Airlines
Deal found 26/10C$ 617
Wed 31/127:10 a.m.YYC - YQG
2 stops10h 23mPorter Airlines
Mon 5/17:35 a.m.YQG - YYC
2 stops16h 00mPorter Airlines
Deal found 25/10C$ 687
Mon 22/1211:40 p.m.YYC - YQG
1 stop7h 24mAir Canada
Thu 15/19:45 a.m.YQG - YYC
1 stop9h 19mAir Canada
Deal found 27/10C$ 735
Wed 31/127:10 a.m.YYC - YQG
2 stops10h 23mMultiple Airlines
Mon 5/17:35 a.m.YQG - YYC
1 stop14h 00mMultiple Airlines
Deal found 25/10C$ 740
Thu 11/1211:40 p.m.YYC - YQG
1 stop7h 24mAir Canada
Thu 18/127:50 p.m.YQG - YYC
1 stop7h 34mAir Canada
Deal found 27/10C$ 751
Thu 18/128:20 a.m.YYC - YQG
2 stops9h 13mPorter Airlines
Fri 2/17:35 a.m.YQG - YYC
2 stops16h 00mPorter Airlines
Deal found 25/10C$ 767
Wed 31/1211:40 p.m.YYC - YQG
1 stop7h 24mAir Canada
Mon 5/17:50 p.m.YQG - YYC
1 stop6h 24mAir Canada
Deal found 25/10C$ 768
Fri 21/118:20 p.m.YYC - YQG
2 stops10h 44mAir Canada
Sun 23/119:45 a.m.YQG - YYC
1 stop6h 39mAir Canada
Deal found 26/10C$ 793
Mon 22/127:10 a.m.YYC - YQG
2 stops10h 23mPorter Airlines
Thu 15/17:35 a.m.YQG - YYC
2 stops16h 00mPorter Airlines
Deal found 27/10C$ 800
Thu 18/128:45 p.m.YYC - YQG
2 stops10h 19mAir Canada
Fri 2/17:50 p.m.YQG - YYC
1 stop6h 24mAir Canada
Deal found 25/10C$ 826

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 629,999 searches. Data last updated 27 October 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

Wed 31/12

7:10 a.m.-7:33 p.m.

2 stops10h 23m

Windsor

Mon 5/1

7:35 a.m.-9:35 p.m.

2 stops16h 00m

C$ 687

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Fri 6/3

11:40 p.m.-9:04 a.m.

1 stop7h 24m

Windsor

Mon 9/3

9:45 a.m.-7:44 p.m.

2 stops11h 59m

C$ 711

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Tue 7/4

7:10 a.m.-7:33 p.m.

2 stops10h 23m

Windsor

Wed 8/4

7:35 a.m.-9:35 p.m.

2 stops16h 00m

C$ 715

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sun 4/1

11:40 p.m.-9:04 a.m.

1 stop7h 24m

Windsor

Fri 16/1

9:45 a.m.-7:44 p.m.

2 stops11h 59m

C$ 735

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Mon 22/12

11:40 p.m.-9:04 a.m.

1 stop7h 24m

Windsor

Thu 15/1

9:45 a.m.-7:44 p.m.

2 stops11h 59m

C$ 735

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 11/12

11:40 p.m.-9:04 a.m.

1 stop7h 24m

Windsor

Thu 18/12

7:50 p.m.-1:24 a.m.

1 stop7h 34m

C$ 751

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Wed 31/12

11:40 p.m.-9:04 a.m.

1 stop7h 24m

Windsor

Mon 5/1

7:50 p.m.-12:14 a.m.

1 stop6h 24m

C$ 768

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Fri 21/11

8:20 p.m.-9:04 a.m.

2 stops10h 44m

Windsor

Sun 23/11

9:45 a.m.-2:24 p.m.

1 stop6h 39m

C$ 793

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Tue 9/12

8:20 a.m.-7:33 p.m.

2 stops9h 13m

C$ 316

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 13/11

8:20 a.m.-7:33 p.m.

2 stops9h 13m

C$ 402

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/10

Showing 1-10 of 17 results
1
2

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 24 October 2025.

The best time to book flights from Calgary to Windsor, Ontario is 59 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 Calgary to Windsor, Ontario?

Currently, July is the cheapest month in which you can book a flight from Calgary to Windsor, Ontario (average of C$ 346). Flying from Calgary to Windsor, Ontario in November is currently the most expensive (average of C$ 744). 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 27 October 2025.
Check out reviews from past customers who have flown with Porter Airlines,WestJet, andAir Canada from Calgary to Windsor to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
384 reviews
Check prices

Crew

8.6

Comfort

8.0

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Crew

8.6

Comfort

8.0

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
WestJet
7.2
Good
3,147 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Crew

8.6

Comfort

8.0

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,367 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Crew

8.6

Comfort

8.0

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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?

    This flight path from Calgary to Windsor was viewed by 62 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    Departing from Calgary to Windsor, Ontario will take you 7h 24m. There are 2540 km between Calgary and Windsor, Ontario. This flight may include one or multiple stops.

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

    Flying on WestJet is currently your cheapest option to Windsor, Ontario, with prices starting at C$ 346. Additional round-trip tickets that might be worth considering are offered by Porter Airlines and Air Canada, with the lowest prices starting at C$ 452 and C$ 529, respectively. WestJet is currently priced 50% below the average price you’ll pay for this route.

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

    The cheapest flight price from Calgary to Windsor, Ontario is C$ 666. On average you can expect to pay C$ 703. The most popular route, (Calgary - Windsor), can usually be booked for C$ 617.

  • 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 C$ 346). Flying from Calgary to Windsor, Ontario in November is currently the most expensive (average of C$ 744). 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

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Top 3 airlines flying from Calgary to Windsor

Discover the top 3 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 629,999 searches. Data last updated 27 October 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 346AverageC$ 525FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 452AverageC$ 612FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 529AverageC$ 690FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Calgary to Windsor?

When you search for this flight from Calgary 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 Calgary to Windsor?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Windsor from Calgary.

Can Cheapflights find flights from Calgary to Windsor with no change fees?

Yes! Cheapflights helps users easily find flights from Calgary to Windsor with no change fees.

Can Cheapflights notify me if prices for flights from Calgary to Windsor become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Windsor from Calgary today and book when prices fit your budget.

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