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Calgary

$319+ Cheap flights from Madison (MSN) to Calgary (YYC)

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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYC
Aug 1 — Aug 81
Sat 8/1
Sat 8/8
1 adult, Economy
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Cheap flight deals from Madison to Calgary

Cheapest flights from Madison to Calgary
Explore the most affordable flight options available from Madison to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 2, 2026.

This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:39 am
MSN
-
YYC
1 stop16h 50m
American Airlines
Mon 9/287:00 am
YYC
-
MSN
1 stop10h 24m
American Airlines
Deal found 6/30$553
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:55 pm
MSN
-
YYC
1 stop19h 50m
Multiple Airlines
Mon 8/1712:20 am
YYC
-
MSN
2 stops32h 27m
Multiple Airlines
Deal found 6/30$567
This American Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:52 am
MSN
-
YYC
1 stop14h 50m
American Airlines
Sat 8/296:45 am
YYC
-
MSN
2 stops14h 33m
American Airlines
Deal found 6/29$569
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:55 pm
MSN
-
YYC
2 stops40h 05m
Multiple Airlines
Thu 9/38:45 am
YYC
-
MSN
1 stop9h 25m
Multiple Airlines
Deal found 6/30$570
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:55 pm
MSN
-
YYC
1 stop19h 50m
Multiple Airlines
Sun 8/238:45 am
YYC
-
MSN
1 stop9h 25m
Multiple Airlines
Deal found 7/2$595
This American Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1811:29 am
MSN
-
YYC
1 stop11h 05m
American Airlines
Sun 8/237:00 am
YYC
-
MSN
1 stop16h 10m
American Airlines
Deal found 7/1$596
This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:00 am
MSN
-
YYC
1 stop19h 29m
American Airlines
Sat 9/267:00 am
YYC
-
MSN
1 stop10h 24m
American Airlines
Deal found 6/30$598

Find flight deals from Madison to Calgary

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Calgary (YYC). 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 July 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$553
(American Airlines)

One-way from

$319
(United Airlines)

Popular in

March

Cheapest in

October

Average price

$767
Provider with most accurate pricing for Madison Truax Field-Calgary flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Calgary flights.
Search Deals
From Madison Truax Field to Calgary
Search Deals
One-way flight from Madison Truax Field to Calgary
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Calgary 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 2,558,603 searches. Data last updated July 2, 2026.
Use the filters below to find and compare flights from Madison to Calgary that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Tue 8/18

7:00 am-9:34 pm

1 stop15h 34m

Calgary

Sat 8/22

6:45 am-8:27 pm

1 stop12h 42m

$596

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Fri 10/2

6:49 am-11:28 am

1 stop5h 39m

Calgary

Sat 10/3

6:00 am-9:07 pm

1 stop14h 07m

$676

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Tue 8/18

6:05 am-12:55 pm

1 stop7h 50m

Calgary

Sat 8/22

12:25 pm-9:29 pm

2 stops8h 04m

$688
Quickest round-trip

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Thu 10/1

6:49 am-11:28 am

1 stop5h 39m

Calgary

Sun 10/11

6:00 am-1:18 pm

1 stop6h 18m

$702

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Fri 8/7

8:10 am-10:37 pm

1 stop15h 27m

Calgary

Wed 8/12

8:00 am-8:39 pm

1 stop11h 39m

$724

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Tue 8/18

9:06 am-6:10 pm

2 stops10h 04m

Calgary

Sun 8/23

7:00 am-5:48 pm

2 stops9h 48m

$756

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Fri 10/2

7:39 am-10:46 pm

2 stops16h 07m

Calgary

Sat 10/3

7:00 pm-9:35 pm

2 stops25h 35m

$771

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sun 8/16

12:13 pm-7:40 pm

2 stops8h 27m

Calgary

Sun 8/23

7:00 am-5:48 pm

2 stops9h 48m

$778

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sat 8/29

12:10 pm-7:40 pm

2 stops8h 30m

Calgary

Thu 9/3

7:00 am-5:48 pm

2 stops9h 48m

$784
Cheapest one-way
Quickest one-way

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Thu 8/13

2:44 pm-10:37 pm

1 stop8h 53m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

Compare providers for flights from Madison to Calgary

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Calgary in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Calgary flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Calgary flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Calgary flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Calgary flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Calgary flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Madison 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 Madison to Calgary

What is the cheapest month to book a flight from Madison to Calgary?

Currently, October is the cheapest month in which you can book a flight from Madison to Calgary (average of $467). Flying from Madison to Calgary in March is currently the most expensive (average of $1,091). 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 Madison to Calgary?

Reviews of airlines servicing Calgary

Get insights into the airlines that provide service to Calgary. 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 Calgary. Reviews last updated July 2, 2026.
Peruse reviews from past customers who have flown with United Airlines,WestJet, andAmerican Airlines from Madison to Calgary 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.
United Airlines
7.4
Good
9,926 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
9,926 reviews
United Airlines
7.4
Good
9,926 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
WestJet
7.2
Good
3,393 reviews
United Airlines
7.4
Good
9,926 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.1
Good
11,768 reviews
United Airlines
7.4
Good
9,926 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Madison to Calgary. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Madison to Calgary?

    A quick flight from Madison to Calgary can take about 5h 39m. American Airlines provides one of the quickest options available for as low as $676. Airlines will cover a distance of 1276 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Madison to Calgary round-trip?

    Our cheapest airline available from Madison to Calgary is United Airlines. Our recent data shows that you can find tickets from as low as $262 on this airline. Additional options worth looking into are American Airlines and WestJet, starting at $467 and $637 round-trip. These flights start at 64% lower than the current average price 3 months from now.

  • Can I find deals for flights from Madison to Calgary that include hotel bookings?

    Yes. In addition to deals on Madison to Calgary flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Calgary?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Calgary.

  • Can I find deals for business class flights from Madison to Calgary?

    Yes. Cheapflights offers flight deals from Madison to Calgary 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 Madison to Calgary?

    Currently, October is the cheapest month in which you can book a flight from Madison to Calgary (average of $467). Flying from Madison to Calgary in March is currently the most expensive (average of $1,091). 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

Traveling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Canmore

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Madison to Calgary

Discover the top 3 airlines that operate flights from Madison to Calgary. 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 2,558,603 searches. Data last updated July 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$262Average$768FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$467Average$695FlexibilityNo cancel feeOn-time71%
WestJetCheapest$637Average$687FlexibilityNo cancel feeOn-time60%

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