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$343+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — YYC
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheap 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 August 20, 2025.

Round-trip from

$429
(American Airlines)

One-way from

$343
(American Airlines)

Popular in

March

Cheapest in

January

Average price

$838
From Madison Truax Field to Calgary
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One-way flight from Madison Truax Field to Calgary
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Highest demand for flights based on searches. 27% potential increase in price ($294 potential increase over avg. RT price).
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Cheapest flight prices on average. 16% potential price decrease ($110 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 20, 2025.

This American Airlines deal was found by Cheapflights users on 8/19. 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 10/214:29 pmMSN - YYC
1 stop21h 05mAmerican Airlines
Sat 10/251:29 pmYYC - MSN
1 stop19h 46mAmerican Airlines
Deal found 8/19$429
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Sat 10/45:00 amMSN - YYC
1 stop19h 19mAmerican Airlines
Sat 10/116:45 amYYC - MSN
2 stops15h 51mAmerican Airlines
Deal found 8/20$439
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2212:26 pmMSN - YYC
1 stop24h 12mUnited Airlines
Sun 10/2612:37 pmYYC - MSN
1 stop25h 17mUnited Airlines
Deal found 8/20$499
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/1210:16 amMSN - YYC
1 stop14h 03mAmerican Airlines
Sat 9/206:29 amYYC - MSN
1 stop12h 25mAmerican Airlines
Deal found 8/17$531
This American Airlines deal was found by Cheapflights users on 8/19. 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 10/38:00 amMSN - YYC
1 stop16h 19mAmerican Airlines
Fri 10/101:29 pmYYC - MSN
1 stop19h 46mAmerican Airlines
Deal found 8/19$534
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/28:00 amMSN - YYC
1 stop16h 19mAmerican Airlines
Thu 10/91:29 pmYYC - MSN
1 stop23h 15mAmerican Airlines
Deal found 8/18$559
This Mytrip deal was found by Cheapflights users on 8/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/62:40 pmMSN - YYC
1 stop9h 12mMultiple Airlines
Sun 11/97:35 pmYYC - MSN
1 stop17h 07mMultiple Airlines
Deal found 8/20$567
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 9/1710:16 amMSN - YYC
1 stop14h 03mAmerican Airlines
Mon 9/226:29 amYYC - MSN
1 stop10h 39mAmerican Airlines
Deal found 8/19$625

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 August 20, 2025.
Use the filters below to find and compare flights from Madison to Calgary that are best for you.

Fly from

Madison

Fly to

Calgary

Route

Depart

Return

Price

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Tue 10/21

4:29 pm-12:34 pm

1 stop21h 05m

Calgary

Sat 10/25

1:29 pm-10:15 am

1 stop19h 46m

$429

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sat 10/4

5:00 am-11:19 pm

1 stop19h 19m

Calgary

Sat 10/11

6:45 am-11:36 pm

2 stops15h 51m

$439

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Wed 10/22

12:26 pm-11:38 am

1 stop24h 12m

Calgary

Sun 10/26

12:37 pm-2:54 pm

1 stop25h 17m

$499

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Wed 10/15

8:25 pm-12:34 pm

1 stop17h 09m

Calgary

Sun 10/19

1:29 pm-1:44 pm

1 stop23h 15m

$515

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Tue 10/21

6:30 am-9:48 pm

2 stops16h 18m

Calgary

Sat 10/25

1:30 pm-7:21 pm

2 stops28h 51m

$519

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Fri 9/12

10:16 am-11:19 pm

1 stop14h 03m

Calgary

Sat 9/20

6:29 am-7:54 pm

1 stop12h 25m

$531

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Fri 10/3

8:00 am-11:19 pm

1 stop16h 19m

Calgary

Fri 10/10

1:29 pm-10:15 am

1 stop19h 46m

$534

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Wed 12/24

6:19 am-12:45 pm

1 stop7h 26m

$343

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sun 9/7

5:43 pm-10:53 pm

1 stop6h 10m

$386

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sun 9/7

10:04 am-11:19 pm

1 stop14h 15m

$386

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 15 results
1
2

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, January is the cheapest month in which you can book a flight from Madison to Calgary (average of $300). Flying from Madison to Calgary in February is currently the most expensive (average of $402). 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 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 August 20, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American 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.
Delta
8.0
Very good
7,982 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,928 reviews
Delta
8.0
Very good
7,982 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 21h 05m. American Airlines provides one of the quickest options available for as low as $429. 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 Delta. Our recent data shows that you can find tickets from as low as $406 on this airline. Additional options worth looking into are United Airlines and American Airlines, starting at $449 and $464 round-trip. These flights start at 46% 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, January is the cheapest month in which you can book a flight from Madison to Calgary (average of $300). Flying from Madison to Calgary in February is currently the most expensive (average of $402). 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
Airdrie

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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$406Average$844FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$449Average$715FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$464Average$743FlexibilityNo cancel feeOn-time71%

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