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Cheap flights from Calgary to Windsor, ON from C$ 350

YYC — YQG
23 Nov — 30 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Windsor

Enter your travel dates to find the best prices.

Cheapest flights from Calgary to Windsor

Wed 16/121:20 a.m. -
1 stop7h 35m
Thu 24/1210:35 a.m. -
1 stop8h 24m
Deal found 23/10C$ 694
Sat 5/1210:10 p.m. -
2 stops10h 45m
Sat 12/1210:35 a.m. -
2 stops11h 00m
Deal found 21/10C$ 704
Wed 18/119:10 p.m. -
2 stops11h 45m
Wed 25/1110:35 a.m. -
1 stop8h 19m
Deal found 21/10C$ 734
Wed 11/111:20 a.m. -
1 stop7h 35m
Thu 19/117:20 p.m. -
1 stop15h 24m
Deal found 21/10C$ 738
Mon 23/118:05 a.m. -
1 stop9h 46m
Fri 27/117:00 a.m. -
2 stops17h 20m
Deal found 22/10C$ 763
Thu 3/121:20 a.m. -
1 stop7h 35m
Sat 12/1210:35 a.m. -
1 stop8h 23m
Deal found 21/10C$ 776
Fri 4/129:00 p.m. -
2 stops11h 55m
Sun 13/1210:35 a.m. -
1 stop8h 23m
Deal found 21/10C$ 783

Find flight deals from Calgary to Windsor

Round-trip from

C$ 694

One-way from

C$ 350

Popular in

January

Cheapest in

June

Average price

C$ 575
Air Canada
  • Air Canada
  • 16/12-24/12
  • 2 total stops
  • 15h 59m total
  • Calgary to Windsor
Search Deals
Porter Airlines
  • Porter Airlines
  • 18/11-31/12
  • 1 total stop
  • 9h 46m total
  • Calgary to Windsor
Search Deals
Highest demand for flights based on searches. 44% potential increase in price (C$ 812 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease (C$ 116 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2026
Search Deals

Cheapflights Fare Finder

 
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

CalgaryWindsor

YYC Calgary - YQG Windsor

YYCYQG

Calgary

Wed 18/11

8:05 a.m.-6:51 p.m.

1 stop9h 46m

Windsor

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 350

CalgaryWindsor

YYC Calgary - YQG Windsor

YYCYQG

Calgary

Sun 15/11

10:10 p.m.-9:55 a.m.

2 stops10h 45m

Windsor

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 371

CalgaryWindsor

YYC Calgary - YQG Windsor

YYCYQG

Calgary

Sat 14/11

10:10 p.m.-9:55 a.m.

2 stops10h 45m

Windsor

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 374

CalgaryWindsor

YYC Calgary - YQG Windsor

YYCYQG

Calgary

Sat 14/11

6:40 p.m.-6:51 p.m.

1 stop23h 11m

Windsor

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 405

CalgaryWindsor

YYC Calgary - YQG Windsor

YYCYQG

Calgary

Sat 14/11

1:15 p.m.-6:51 p.m.

3 stops28h 36m

Windsor

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 417

CalgaryWindsor

YYC Calgary - YQG Windsor

YYCYQG

Calgary

Tue 29/12

8:05 a.m.-6:56 p.m.

1 stop9h 51m

Windsor

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 455
Quickest round-trip

CalgaryWindsor

YYC Calgary - YQG Windsor

YYCYQG

Calgary

Thu 29/10

12:20 a.m.-9:55 a.m.

1 stop7h 35m

Windsor

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 465

CalgaryWindsor

YYC Calgary - YQG Windsor

YYCYQG

Calgary

Wed 4/11

1:15 p.m.-6:51 p.m.

3 stops28h 36m

Windsor

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 486

CalgaryWindsor

YYC Calgary - YQG Windsor

YYCYQG

Calgary

Wed 11/11

1:20 a.m.-9:55 a.m.

1 stop7h 35m

Windsor

Thu 19/11

7:20 p.m.-9:44 a.m.

1 stop15h 24m

C$ 738

CalgaryWindsor

YYC Calgary - YQG Windsor

YYCYQG

Calgary

Mon 23/11

8:05 a.m.-6:51 p.m.

1 stop9h 46m

Windsor

Fri 27/11

7:00 a.m.-11:20 p.m.

2 stops17h 20m

C$ 763

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/10

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

Cheapflights Insights

Everything you need to know about your flight from Calgary to Windsor

How much does it cost to fly round-trip from Calgary to Windsor, Ontario?

Airfare is typical for this route at the moment.

Calgary to Windsor, Ontario flights typically cost between C$ 589 and C$ 901 in December.
The cheapest round-trip price found within the last 5 days was C$ 694 on Air Canada (16 Dec-24 Dec).

Reviews of airlines servicing Windsor

Check out reviews from past customers who have flown with WestJet and Air 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.
WestJet
7.2
Good
3,446 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Overall

7.2

Comfort

7.1

Crew

7.9

Food

6.2

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
3,446 reviews
WestJet
7.2
Good
3,446 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Overall

7.2

Comfort

7.1

Crew

7.9

Food

6.2

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
11,802 reviews
WestJet
7.2
Good
3,446 reviews
Check prices

Boarding

7.4

Entertainment

6.1

Overall

7.2

Comfort

7.1

Crew

7.9

Food

6.2

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

  • How popular is this Calgary to Windsor, Ontario flight route?

    This flight path from Calgary to Windsor was viewed by 16 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 35m. There are 2540 km between Calgary and Windsor, Ontario.

  • 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$ 264. Another option worth looking into is Air Canada, starting at C$ 322 round trip. WestJet is currently priced 64% 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$ 201), Porter Airlines (C$ 239), and Air Canada (C$ 311).

  • 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.

See more FAQs

Travelling to a place near Windsor?

Book flights to Windsor if you plan to visit one of these locations
Pelee Island

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Calgary to Windsor

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 264AverageC$ 494FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 322AverageC$ 643FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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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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