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$310+ 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
Nov 1 — Nov 81
Sat 11/1
Sat 11/8
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 October 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$419
(American Airlines)

One-way from

$310
(United Airlines)

Popular in

March

Cheapest in

April

Average price

$667
Provider with most accurate pricing for Madison Truax Field-Calgary flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Calgary flights.
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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. 17% potential increase in price ($158 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($71 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:08 pmMSN - YYC
1 stop18h 11mMultiple Airlines
Sat 11/2210:00 pmYYC - MSN
2 stops38h 42mMultiple Airlines
Deal found 10/1$601
This United Airlines deal was found by Cheapflights users on 10/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/243:58 pmMSN - YYC
1 stop20h 37mUnited Airlines
Mon 12/112:37 pmYYC - MSN
1 stop24h 24mUnited Airlines
Deal found 10/1$609
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Sat 11/159:48 amMSN - YYC
2 stops12h 59mAmerican Airlines
Sat 11/2212:45 pmYYC - MSN
2 stops19h 39mAmerican Airlines
Deal found 10/1$620
This United Airlines deal was found by Cheapflights users on 10/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:20 amMSN - YYC
1 stop6h 15mUnited Airlines
Sat 11/2212:37 pmYYC - MSN
1 stop25h 17mUnited Airlines
Deal found 10/1$626
This FlightHub deal was found by Cheapflights users on 10/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2410:51 amMSN - YYC
2 stops9h 24mWestJet
Mon 12/17:00 amYYC - MSN
2 stops28h 42mWestJet
Deal found 10/1$701
This United Airlines deal was found by Cheapflights users on 10/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/275:26 pmMSN - YYC
2 stops20h 00mUnited Airlines
Sat 1/36:10 amYYC - MSN
1 stop6h 54mUnited Airlines
Deal found 10/2$994
This Alaska Airlines deal was found by Cheapflights users on 10/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/272:30 pmMSN - YYC
2 stops21h 11mAlaska Airlines
Sat 1/311:31 amYYC - MSN
2 stops20h 50mAlaska Airlines
Deal found 10/2$1,257
This Delta deal was found by Cheapflights users on 10/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 amMSN - YYC
2 stops12h 50mDelta
Sun 11/3012:15 amYYC - MSN
2 stops11h 30mDelta
Deal found 10/1$1,286

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 October 2, 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

Mon 2/16

6:48 pm-11:18 am

2 stops17h 30m

Calgary

Sat 2/21

6:14 am-9:25 pm

2 stops14h 11m

$419

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Fri 11/14

7:00 am-5:50 pm

2 stops11h 50m

Calgary

Fri 11/21

4:20 pm-5:28 pm

1 stop24h 08m

$564

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sat 11/15

6:08 pm-11:19 am

1 stop18h 11m

Calgary

Sat 11/22

10:00 pm-1:42 pm

2 stops38h 42m

$601

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Mon 11/24

3:58 pm-11:35 am

1 stop20h 37m

Calgary

Mon 12/1

12:37 pm-2:01 pm

1 stop24h 24m

$609

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Fri 11/14

2:48 pm-11:35 am

1 stop21h 47m

Calgary

Fri 11/21

12:37 pm-2:54 pm

1 stop25h 17m

$609

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sat 11/15

9:48 am-9:47 pm

2 stops12h 59m

Calgary

Sat 11/22

12:45 pm-9:24 am

2 stops19h 39m

$620

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sat 11/15

6:20 am-11:35 am

1 stop6h 15m

Calgary

Sat 11/22

12:37 pm-2:54 pm

1 stop25h 17m

$626

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sun 10/26

6:36 pm-5:15 pm

2 stops23h 39m

Calgary

Fri 11/7

4:20 pm-5:28 pm

1 stop24h 08m

$630

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Sun 10/26

8:25 pm-12:34 pm

1 stop17h 09m

Calgary

Fri 11/7

12:45 pm-10:30 am

1 stop20h 45m

$634

MadisonCalgary

MSN - YYC

MSNYYC

Madison Truax Field

Wed 12/24

3:06 pm-9:53 pm

1 stop7h 47m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/30

Showing 1-10 of 11 results
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust 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, 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 $404). 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 October 2, 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
7,962 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Crew

8.5

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
7,962 reviews
Delta
8.0
Very good
7,962 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Crew

8.5

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
8,933 reviews
Delta
8.0
Very good
7,962 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Crew

8.5

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
11,033 reviews
Delta
8.0
Very good
7,962 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Crew

8.5

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 17h 30m. American Airlines provides one of the quickest options available for as low as $419. Airlines will cover a distance of 1276 mi.

  • 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 $420 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 $404). 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

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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 October 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$406Average$844FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$420Average$746FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$464Average$743FlexibilityNo cancel feeOn-time71%

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