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Cheap flights from Calgary to Windsor, ON from C$ 239

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 21/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — YQG
22 May — 29 May1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Calgary to Windsor are usually found in July or August, booked 42 days in advance, depart on a Friday or Tuesday and return on a Friday

Cheap 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 22 April 2026.

Wed 22/79:30 a.m.
YYC
-
YQG
Nonstop3h 40m
WestJet
Wed 29/74:00 p.m.
YQG
-
YYC
Nonstop4h 05m
WestJet
Deal found 19/4C$ 489
Fri 7/89:30 a.m.
YYC
-
YQG
Nonstop3h 40m
WestJet
Sat 15/84:00 p.m.
YQG
-
YYC
Nonstop4h 05m
WestJet
Deal found 20/4C$ 493
Mon 27/79:30 a.m.
YYC
-
YQG
Nonstop3h 40m
WestJet
Wed 5/84:00 p.m.
YQG
-
YYC
Nonstop4h 05m
WestJet
Deal found 19/4C$ 498
Fri 14/89:30 a.m.
YYC
-
YQG
Nonstop3h 40m
WestJet
Fri 21/84:00 p.m.
YQG
-
YYC
Nonstop4h 05m
WestJet
Deal found 21/4C$ 502
Mon 27/77:00 a.m.
YYC
-
YQG
1 stop6h 46m
Multiple Airlines
Wed 5/84:00 p.m.
YQG
-
YYC
Nonstop4h 05m
Multiple Airlines
Deal found 20/4C$ 509
Fri 19/67:00 a.m.
YYC
-
YQG
1 stop6h 46m
Multiple Airlines
Sat 4/74:00 p.m.
YQG
-
YYC
Nonstop4h 05m
Multiple Airlines
Deal found 18/4C$ 511
Thu 21/59:30 a.m.
YYC
-
YQG
Nonstop3h 40m
WestJet
Thu 28/54:00 p.m.
YQG
-
YYC
Nonstop4h 05m
WestJet
Deal found 22/4C$ 524
Thu 21/57:00 a.m.
YYC
-
YQG
1 stop6h 46m
Multiple Airlines
Thu 28/54:00 p.m.
YQG
-
YYC
Nonstop4h 05m
Multiple Airlines
Deal found 22/4C$ 532
Fri 7/87:00 a.m.
YYC
-
YQG
1 stop6h 46m
Multiple Airlines
Sat 15/84:00 p.m.
YQG
-
YYC
Nonstop4h 05m
Multiple Airlines
Deal found 20/4C$ 542

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 22 April 2026.

Round-trip from

C$ 489

One-way from

C$ 239

Popular in

January

Cheapest in

July

Average price

C$ 673

Good round-trip deal

C$ 257 or less
WestJet
  • WestJet
  • 22/7-29/7
  • Nonstop
  • 7h 45m total
  • Calgary to Windsor
Search Deals
WestJet
  • WestJet
  • 21/5
  • Nonstop
  • 3h 40m total
  • Calgary to Windsor
Search Deals
Highest demand for flights based on searches. 18% potential increase in price (C$ 214 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 51 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 629,999 searches. Data last updated 22 April 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
Quickest round-trip

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Mon 27/7

9:30 a.m.-3:10 p.m.

Nonstop3h 40m

Windsor

Wed 5/8

4:00 p.m.-6:05 p.m.

Nonstop4h 05m

C$ 498

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Fri 14/8

9:30 a.m.-3:10 p.m.

Nonstop3h 40m

Windsor

Fri 21/8

4:00 p.m.-6:05 p.m.

Nonstop4h 05m

C$ 502

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Mon 27/7

7:00 a.m.-3:46 p.m.

1 stop6h 46m

Windsor

Wed 5/8

4:00 p.m.-6:05 p.m.

Nonstop4h 05m

C$ 522

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Fri 12/6

9:20 a.m.-7:09 p.m.

2 stops7h 49m

Windsor

Sun 21/6

10:05 a.m.-6:31 p.m.

2 stops10h 26m

C$ 557

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sat 30/5

8:30 p.m.-9:24 a.m.

2 stops10h 54m

Windsor

Wed 3/6

4:05 p.m.-10:58 p.m.

1 stop8h 53m

C$ 582

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sun 10/5

12:55 a.m.-9:24 a.m.

1 stop6h 29m

Windsor

Wed 20/5

4:05 p.m.-10:58 p.m.

1 stop8h 53m

C$ 631
Cheapest one-way
Quickest one-way

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sat 9/5

7:00 a.m.-3:46 p.m.

1 stop6h 46m

C$ 266

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 14/5

7:00 a.m.-3:46 p.m.

1 stop6h 46m

C$ 266

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Mon 25/5

8:30 p.m.-9:24 a.m.

2 stops10h 54m

C$ 277

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Tue 5/5

7:00 a.m.-3:46 p.m.

1 stop6h 46m

C$ 324

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/4

Showing 1-10 of 14 resultsSorted by cheapest first
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 17 April 2026.

The best time to book flights from Calgary to Windsor, Ontario is 40 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$ 505). Flying from Calgary to Windsor, Ontario in January is currently the most expensive (average of C$ 1,077). 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 22 April 2026.
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
435 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Porter Airlines
8.0
Very good
435 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
WestJet
7.2
Good
3,324 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.
Air Canada
7.1
Good
10,952 reviews
Porter Airlines
8.0
Very good
435 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Crew

8.6

Overall

8.0

Food

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

John,Mar 2026

YYZ - PVR

I'm 6ft 4in. The seats don't have enough room. But was a good flight.

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 46 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 3h 40m. 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 Porter Airlines is currently your cheapest option to Windsor, Ontario, with prices starting at C$ 282. Additional round-trip tickets that might be worth considering are offered by WestJet and Air Canada, with the lowest prices starting at C$ 291 and C$ 447, respectively. Porter Airlines is currently priced 58% 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$ 171), Porter Airlines (C$ 216), and Air Canada (C$ 241).

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

    The cheapest flight price from Calgary to Windsor, Ontario is C$ 257. On average you can expect to pay C$ 425. The most popular route, (Calgary - Windsor), can usually be booked for C$ 513.

  • 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$ 505). Flying from Calgary to Windsor, Ontario in January is currently the most expensive (average of C$ 1,077). 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 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 22 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 282AverageC$ 597FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
WestJetCheapestC$ 291AverageC$ 494FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 447AverageC$ 626FlexibilityNo 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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