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Madison

$294+ Cheap flights from Calgary (YYC) to Madison (MSN)

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

Round-trip from

$562
(American Airlines)

One-way from

$294
(Air Canada)
From Calgary to Madison Truax Field
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One-way flight from Calgary to Madison Truax Field
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Find flight deals from Calgary to Madison

Cheapest flights from Calgary to Madison
Explore the most affordable flight options available from Calgary to Madison. 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 8/18. 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.
Mon 9/296:29 amYYC - MSN
1 stop14h 31mAmerican Airlines
Thu 10/28:00 amMSN - YYC
1 stop5h 31mAmerican Airlines
Deal found 8/18$562
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/297:35 pmYYC - MSN
2 stops11h 56mDelta
Thu 10/22:47 pmMSN - YYC
1 stop6h 55mDelta
Deal found 8/18$642
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:15 amYYC - MSN
2 stops26h 25mAlaska Airlines
Thu 10/21:17 pmMSN - YYC
2 stops11h 35mAlaska Airlines
Deal found 8/18$762
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/293:49 pmYYC - MSN
3 stops27h 52mUnited Airlines
Thu 10/23:48 pmMSN - YYC
2 stops21h 31mUnited Airlines
Deal found 8/18$815
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/281:10 amYYC - MSN
2 stops14h 54mAir Canada
Thu 10/22:51 pmMSN - YYC
2 stops10h 51mAir Canada
Deal found 8/18$1,182

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 August 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

Mon 9/29

6:29 am-10:00 pm

1 stop14h 31m

Madison Truax Field

Thu 10/2

8:00 am-12:31 pm

1 stop5h 31m

$562

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 9/29

7:35 pm-8:31 am

2 stops11h 56m

Madison Truax Field

Thu 10/2

2:47 pm-8:42 pm

1 stop6h 55m

$642

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 9/29

6:15 am-9:40 am

2 stops26h 25m

Madison Truax Field

Thu 10/2

1:17 pm-11:52 pm

2 stops11h 35m

$762

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 9/29

3:49 pm-8:41 pm

3 stops27h 52m

Madison Truax Field

Thu 10/2

3:48 pm-12:19 pm

2 stops21h 31m

$815

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sun 9/28

1:10 am-5:04 pm

2 stops14h 54m

Madison Truax Field

Thu 10/2

2:51 pm-12:42 am

2 stops10h 51m

$1,182

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 9/24

6:15 am-10:00 pm

1 stop14h 45m

$294

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 9/24

6:15 am-10:23 pm

2 stops15h 08m

$303

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 10/2

1:26 pm-9:43 am

1 stop19h 17m

$307

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 9/25

12:47 pm-10:31 am

1 stop20h 44m

$311

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 10/2

6:15 am-9:43 am

2 stops26h 28m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 11 results
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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 August 20, 2025.

When flying from Calgary to Madison, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 $642, American Airlines can have you in Madison from Calgary in 11h 56m. 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.

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

    Currently, January is the cheapest month in which you can book a flight from Calgary to Madison (average of $338). Flying from Calgary to Madison in March is currently the most expensive (average of $422). 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 Madison?

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

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