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Madison

$481+ Cheap flights from Calgary (YYC) to Madison (MSN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MSN
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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1. Tell us where you want to go

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Cheap flight deals from Calgary to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Calgary (YYC) to Madison (MSN). 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 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$481
(American Airlines)
Provider with most accurate pricing for Calgary-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Calgary-Madison Truax Field flights.
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From Calgary to Madison Truax Field
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Find flight deals from Calgary to Madison

Best flights from Calgary to Madison
Discover carefully curated flight deals from Calgary to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2025.

This American Airlines deal was found by Cheapflights users on 10/19. 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 4/151:13 pmYYC - MSN
1 stop8h 49mAmerican Airlines
Sat 4/185:09 amMSN - YYC
2 stops17h 36mAmerican Airlines
Deal found 10/19$481
This United Airlines deal was found by Cheapflights users on 10/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/152:00 pmYYC - MSN
2 stops18h 53mUnited Airlines
Sat 4/187:00 amMSN - YYC
2 stops15h 38mUnited Airlines
Deal found 10/17$512
This Delta deal was found by Cheapflights users on 10/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1412:30 amYYC - MSN
1 stop8h 43mDelta
Sat 4/1811:11 amMSN - YYC
1 stop8h 58mDelta
Deal found 10/17$567

Cheapflights Fare Finder

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

Fly from

Calgary

Fly to

Madison

Route

Depart

Return

Price

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 4/15

1:13 pm-11:02 pm

1 stop8h 49m

Madison Truax Field

Sat 4/18

5:09 am-9:45 pm

2 stops17h 36m

$481

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 4/15

2:00 pm-9:53 am

2 stops18h 53m

Madison Truax Field

Sat 4/18

7:00 am-9:38 pm

2 stops15h 38m

$512

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 4/14

12:30 am-10:13 am

1 stop8h 43m

Madison Truax Field

Sat 4/18

11:11 am-7:09 pm

1 stop8h 58m

$567

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 11/6

7:00 pm-9:18 am

2 stops13h 18m

$572

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 11/6

6:15 am-2:06 pm

1 stop6h 51m

$586

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 11/6

7:00 am-11:58 pm

2 stops15h 58m

$674

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

Compare providers for flights from Calgary to Madison

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 Calgary to Madison in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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 Calgary-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Calgary-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Calgary-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Calgary-Madison 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 Calgary-Madison 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 Calgary to Madison

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

What is the cheapest time of day to fly from YYC to MSN?

Find hourly flight availability from Calgary to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 20, 2025.

It’s optimal to fly from Calgary to Madison at noon. By choosing this option you can save up to 34% on the cost of your flight, compared to a flight in the evening.

Related info for your journey

Find useful and relevant information for your journey from Calgary to Madison. 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 Calgary to Madison?

    For as low as $481, American Airlines can have you in Madison from Calgary in 8h 49m. 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.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Calgary to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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