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Cheap flights from Calgary to Windsor, ON from C$ 353

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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — YQG
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from Calgary to Windsor are usually found in September or July, 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 11 September 2025.

Round-trip from

C$ 466

One-way from

C$ 353

Popular in

March

Cheapest in

September

Average price

C$ 435

Good round-trip deal

C$ 479 or less

Good one-way deal

C$ 594 or less
17/10-21/10
  • 17/10-21/10
  • 2 total stops
  • 35h 10m total
  • Calgary to Windsor
Search Deals
Porter Airlines
  • Porter Airlines
  • 2/10
  • 2 total stops
  • 10h 50m total
  • Calgary to Windsor
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 141 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 31 potential savings vs. average RT price).
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Average for round-trip flights in September 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 11 September 2025.

Fri 17/1012:45 a.m.YYC - YQG
1 stop18h 05mMultiple Airlines
Tue 21/108:50 a.m.YQG - YYC
1 stop17h 05mMultiple Airlines
Deal found 9/9C$ 466
Sun 26/108:45 p.m.YYC - YQG
2 stops10h 19mAir Canada
Sun 2/117:50 p.m.YQG - YYC
1 stop6h 24mAir Canada
Deal found 11/9C$ 575
Sat 18/107:00 a.m.YYC - YQG
2 stops11h 50mPorter Airlines
Tue 21/108:50 a.m.YQG - YYC
2 stops9h 45mPorter Airlines
Deal found 9/9C$ 599
Tue 21/108:00 a.m.YYC - YQG
2 stops10h 50mPorter Airlines
Tue 28/107:35 a.m.YQG - YYC
2 stops16h 00mPorter Airlines
Deal found 11/9C$ 603
Tue 21/108:40 p.m.YYC - YQG
2 stops10h 37mAir Canada
Tue 28/109:45 a.m.YQG - YYC
1 stop9h 19mAir Canada
Deal found 11/9C$ 608
Wed 17/128:20 a.m.YYC - YQG
2 stops9h 13mPorter Airlines
Thu 25/127:35 a.m.YQG - YYC
2 stops16h 00mPorter Airlines
Deal found 10/9C$ 618
Wed 17/129:40 a.m.YYC - YQG
1 stop7h 34mAir Canada
Thu 25/129:45 a.m.YQG - YYC
2 stops8h 20mAir Canada
Deal found 10/9C$ 667
Sat 25/101:05 a.m.YYC - YQG
1 stop16h 09mMultiple Airlines
Sun 2/119:45 a.m.YQG - YYC
2 stops14h 59mMultiple Airlines
Deal found 11/9C$ 750

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 11 September 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

Sat 18/10

6:20 a.m.-8:50 p.m.

1 stop12h 30m

Windsor

Tue 21/10

8:50 a.m.-4:35 p.m.

2 stops9h 45m

C$ 516

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sun 26/10

8:45 p.m.-9:04 a.m.

2 stops10h 19m

Windsor

Sun 2/11

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

1 stop6h 24m

C$ 575

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sat 18/10

7:00 a.m.-8:50 p.m.

2 stops11h 50m

Windsor

Tue 21/10

8:50 a.m.-4:35 p.m.

2 stops9h 45m

C$ 599

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Tue 21/10

8:00 a.m.-8:50 p.m.

2 stops10h 50m

Windsor

Tue 28/10

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

2 stops16h 00m

C$ 603

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Tue 21/10

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

2 stops10h 37m

Windsor

Tue 28/10

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

1 stop9h 19m

C$ 608

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Wed 17/12

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

2 stops9h 13m

Windsor

Thu 25/12

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

2 stops16h 00m

C$ 618

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sat 25/10

1:05 a.m.-7:14 p.m.

1 stop16h 09m

Windsor

Sun 2/11

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

1 stop9h 19m

C$ 661

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 2/10

8:00 a.m.-8:50 p.m.

2 stops10h 50m

C$ 353

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Mon 22/9

8:00 a.m.-8:50 p.m.

2 stops10h 50m

C$ 382

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 2/10

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

1 stop6h 12m

C$ 399

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 15 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 29 August 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$ 341). 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.

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 11 September 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
7.9
Good
363 reviews
Check prices

Boarding

8.1

Overall

7.9

Entertainment

7.0

Food

7.6

Crew

8.6

Comfort

7.9

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
7.9
Good
363 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Boarding

8.1

Overall

7.9

Entertainment

7.0

Food

7.6

Crew

8.6

Comfort

7.9

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
3,091 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Boarding

8.1

Overall

7.9

Entertainment

7.0

Food

7.6

Crew

8.6

Comfort

7.9

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
10,000 reviews
Porter Airlines
7.9
Good
363 reviews
Check prices

Boarding

8.1

Overall

7.9

Entertainment

7.0

Food

7.6

Crew

8.6

Comfort

7.9

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 10h 19m. 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$ 342. Additional round-trip tickets that might be worth considering are offered by Porter Airlines and Air Canada, with the lowest prices starting at C$ 448 and C$ 506, respectively. WestJet is currently priced 48% 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$ 279. On average you can expect to pay C$ 629. The most popular route, (Calgary - Windsor), can usually be booked for C$ 466.

  • 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$ 341). 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 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 342AverageC$ 520FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 448AverageC$ 610FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 506AverageC$ 696FlexibilityNo 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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