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Cheap flights from Calgary to Windsor, ON from C$ 250

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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — YQG
19 Jul — 26 Jul1
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 Thursday or Monday and return on a Wednesday

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 14 July 2025.

Round-trip from

C$ 323

One-way from

C$ 250

Popular in

March

Cheapest in

September

Average price

C$ 528

Good round-trip deal

C$ 443 or less

Good one-way deal

C$ 198 or less
WestJet
  • WestJet
  • 13/8-18/8
  • Nonstop
  • 7h 44m total
  • Calgary to Windsor
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Porter Airlines
  • Porter Airlines
  • 10/8
  • 2 total stops
  • 11h 55m total
  • Calgary to Windsor
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 142 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 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 14 July 2025.

Wed 13/81:15 p.m.YYC - YQG
Nonstop3h 40mWestJet
Mon 18/87:45 p.m.YQG - YYC
Nonstop4h 04mWestJet
Deal found 13/7C$ 323
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 12/7C$ 409
Wed 13/811:55 p.m.YYC - YQG
2 stops11h 55mPorter Airlines
Mon 18/82:30 p.m.YQG - YYC
2 stops8h 55mPorter Airlines
Deal found 14/7C$ 475
Fri 8/86:00 a.m.YYC - YQG
1 stop7h 22mAir Canada
Mon 11/810:05 a.m.YQG - YYC
2 stops10h 21mAir Canada
Deal found 13/7C$ 527

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 14 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

Wed 13/8

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

Nonstop3h 40m

Windsor

Mon 18/8

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

Nonstop4h 04m

C$ 323

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Thu 21/8

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

2 stops11h 55m

Windsor

Thu 28/8

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

Nonstop4h 04m

C$ 409

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Wed 13/8

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

2 stops11h 55m

Windsor

Mon 18/8

2:30 p.m.-9:25 p.m.

2 stops8h 55m

C$ 475

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Fri 8/8

6:00 a.m.-3:22 p.m.

1 stop7h 22m

Windsor

Mon 11/8

10:05 a.m.-6:26 p.m.

2 stops10h 21m

C$ 527

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sun 10/8

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

2 stops11h 55m

C$ 250

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sat 4/10

6:00 a.m.-3:12 p.m.

1 stop7h 12m

C$ 307

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Tue 29/7

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

Nonstop3h 40m

C$ 319

CalgaryWindsor

YYC - YQG

YYCYQG

Calgary

Sat 20/9

11:35 p.m.-8:40 p.m.

3 stops19h 05m

C$ 402

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/7

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 11 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$ 355). 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 14 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
306 reviews
Check prices

Entertainment

7.1

Overall

8.0

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.7

Reviews

1 / 20
10.0
Excellent

Shawn,Jul 2025

EWR - YTZ

First time flying with porter and had an amazing experience. Will definitely use you guys whenever I get the chance. For context I had a flight from EWR to YTZ at 12:00pm. When I arrived early at 09:30 they put me on standby for the 10:00am, which I was able to make
Porter Airlines
8.0
Very good
306 reviews
Porter Airlines
8.0
Very good
306 reviews
Check prices

Entertainment

7.1

Overall

8.0

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.7

Reviews

1 / 20
10.0
Excellent

Shawn,Jul 2025

EWR - YTZ

First time flying with porter and had an amazing experience. Will definitely use you guys whenever I get the chance. For context I had a flight from EWR to YTZ at 12:00pm. When I arrived early at 09:30 they put me on standby for the 10:00am, which I was able to make
WestJet
7.2
Good
2,939 reviews
Porter Airlines
8.0
Very good
306 reviews
Check prices

Entertainment

7.1

Overall

8.0

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.7

Reviews

1 / 20
10.0
Excellent

Shawn,Jul 2025

EWR - YTZ

First time flying with porter and had an amazing experience. Will definitely use you guys whenever I get the chance. For context I had a flight from EWR to YTZ at 12:00pm. When I arrived early at 09:30 they put me on standby for the 10:00am, which I was able to make
Air Canada
7.1
Good
9,725 reviews
Porter Airlines
8.0
Very good
306 reviews
Check prices

Entertainment

7.1

Overall

8.0

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.7

Reviews

1 / 20
10.0
Excellent

Shawn,Jul 2025

EWR - YTZ

First time flying with porter and had an amazing experience. Will definitely use you guys whenever I get the chance. For context I had a flight from EWR to YTZ at 12:00pm. When I arrived early at 09:30 they put me on standby for the 10:00am, which I was able to make

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 48 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 WestJet is currently your cheapest option to Windsor, Ontario, with prices starting at C$ 323. Additional round-trip tickets that might be worth considering are offered by Porter Airlines and Air Canada, with the lowest prices starting at C$ 475 and C$ 527, respectively. WestJet is currently priced 50% 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 Porter Airlines (C$ 250), Air Canada (C$ 307), and WestJet (C$ 319).

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

    The cheapest flight price from Calgary to Windsor, Ontario is C$ 171. On average you can expect to pay C$ 454. The most popular route, (Calgary - Windsor), can usually be booked for C$ 423.

  • 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$ 355). 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 14 July 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 338AverageC$ 510FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 345AverageC$ 599FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 367AverageC$ 659FlexibilityNo 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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