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Cheap flights from Calgary to Windsor, ON from C$ 181

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 20/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — YQG
3 Aug — 10 Aug1
1 adult

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

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 29 July 2025.

Round-trip from

C$ 438

One-way from

C$ 181

Popular in

March

Cheapest in

September

Average price

C$ 531

Good round-trip deal

C$ 393 or less

Good one-way deal

C$ 171 or less
Porter Airlines
  • Porter Airlines
  • 25/8-1/9
  • 4 total stops
  • 22h 00m total
  • Calgary to Windsor
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WestJet
  • WestJet
  • 20/8
  • Nonstop
  • 3h 40m total
  • Calgary to Windsor
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Highest demand for flights based on searches. 13% potential increase in price (C$ 141 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 32 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Calgary to Windsor.
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Price to beat on a one-way flight from Calgary to Windsor.
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Find 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 29 July 2025.

Thu 21/81:15 p.m.YYC - YQG
Nonstop3h 40mWestJet
Thu 28/87:45 p.m.YQG - YYC
Nonstop4h 04mWestJet
Deal found 29/7C$ 421
Mon 25/811:55 p.m.YYC - YQG
2 stops11h 55mPorter Airlines
Mon 1/91:15 p.m.YQG - YYC
2 stops10h 05mPorter Airlines
Deal found 28/7C$ 438
Thu 21/811:55 p.m.YYC - YQG
2 stops11h 55mMultiple Airlines
Thu 28/87:45 p.m.YQG - YYC
Nonstop4h 04mMultiple Airlines
Deal found 29/7C$ 447
Fri 24/107:00 a.m.YYC - YQG
1 stop6h 12mAir Canada
Sun 2/119:45 a.m.YQG - YYC
1 stop9h 19mAir Canada
Deal found 27/7C$ 512

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 29 July 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 25/8

11:55 p.m.-1:50 p.m.

2 stops11h 55m

Windsor

Mon 1/9

1:15 p.m.-9:20 p.m.

2 stops10h 05m

C$ 438

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Mon 25/8

11:55 p.m.-1:50 p.m.

2 stops11h 55m

Windsor

Mon 1/9

7:45 p.m.-9:48 p.m.

Nonstop4h 03m

C$ 468

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Fri 24/10

7:00 a.m.-3:12 p.m.

1 stop6h 12m

Windsor

Sun 2/11

9:45 a.m.-5:04 p.m.

1 stop9h 19m

C$ 512

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 7/8

1:15 p.m.-6:55 p.m.

Nonstop3h 40m

Windsor

Mon 11/8

7:45 p.m.-9:49 p.m.

Nonstop4h 04m

C$ 671

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Wed 20/8

1:15 p.m.-6:55 p.m.

Nonstop3h 40m

C$ 181

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Tue 12/8

11:55 p.m.-1:50 p.m.

2 stops11h 55m

C$ 187

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Wed 8/10

8:40 p.m.-9:17 a.m.

2 stops10h 37m

C$ 263

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Tue 9/9

11:35 p.m.-8:50 p.m.

3 stops19h 15m

C$ 384

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

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 25 July 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, February is the cheapest month in which you can book a flight from Calgary to Windsor, Ontario (average of C$ 352). Flying from Calgary to Windsor, Ontario in March is currently the most expensive (average of C$ 530). 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.

What’s the top layover airport for flights from Calgary to Windsor, Ontario?

Share of one-stop round-trip flights from Calgary to Windsor, Ontario chosen by Cheapflights users in the past 12 months, using the same layover each way.

Toronto (YYZ) – chosen by Cheapflights users on 99% of one-stop itineraries from Calgary to Windsor, Ontario on Cheapflights.

What’s the cheapest layover airport for flights from Calgary to Windsor, Ontario?

Average round-trip fare for 1-stop flights from Calgary to Windsor, Ontario, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Seattle (SEA) is the most affordable 1-stop option, with an average round-trip price of C$ 680.

What’s the fastest layover option from Calgary to Windsor, Ontario?

Shortest average travel time for 1-stop one-way flights from Calgary to Windsor, Ontario, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 3h 02m.

Which airport typically offers the quickest layover for flights from Calgary to Windsor, Ontario?

Average layover duration for 1-stop one-way flights from Calgary to Windsor, Ontario, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 2h 02m.

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 29 July 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
317 reviews
Check prices

Crew

8.7

Overall

8.0

Food

7.6

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
317 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Overall

8.0

Food

7.6

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
2,972 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Overall

8.0

Food

7.6

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
9,826 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Crew

8.7

Overall

8.0

Food

7.6

Comfort

8.0

Entertainment

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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 52 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    Flying on Porter Airlines is currently your cheapest option to Windsor, Ontario, with prices starting at C$ 438. Additional round-trip tickets that might be worth considering are offered by Air Canada and WestJet, with the lowest prices starting at C$ 512 and C$ 671, respectively. Porter Airlines is currently priced 33% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Calgary to Windsor, Ontario one-way?

    The cheapest airlines for a one-way flight from Calgary to Windsor, Ontario are WestJet (C$ 181), Porter Airlines (C$ 187), and Air Canada (C$ 263).

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

    The cheapest flight price from Calgary to Windsor, Ontario is C$ 163. On average you can expect to pay C$ 351. The most popular route, (Calgary - Windsor), can usually be booked for C$ 438.

  • 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, February is the cheapest month in which you can book a flight from Calgary to Windsor, Ontario (average of C$ 352). Flying from Calgary to Windsor, Ontario in March is currently the most expensive (average of C$ 530). 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 29 July 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 339AverageC$ 514FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 346AverageC$ 600FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 368AverageC$ 664FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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

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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