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Madison

$255+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MSN
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$404
(American Airlines)

One-way from

$255
(Kiwi.com)
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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/16. 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 12/46:30 amYYC - MSN
2 stops15h 16mAmerican Airlines
Sat 12/67:02 amMSN - YYC
2 stops15h 43mAmerican Airlines
Deal found 9/16$404
This Delta deal was found by Cheapflights users on 9/16. 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.
Wed 12/33:07 pmYYC - MSN
1 stop18h 08mDelta
Sat 12/66:00 amMSN - YYC
2 stops18h 13mDelta
Deal found 9/16$456
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 12/46:35 amYYC - MSN
1 stop9h 13mDelta
Sat 12/66:00 amMSN - YYC
1 stop9h 04mDelta
Deal found 9/16$479
This American Airlines deal was found by Cheapflights users on 9/16. 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 12/36:30 amYYC - MSN
2 stops15h 16mAmerican Airlines
Sat 12/64:39 pmMSN - YYC
2 stops20h 01mAmerican Airlines
Deal found 9/16$502
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 12/42:13 pmYYC - MSN
2 stops22h 38mUnited Airlines
Sat 12/63:09 pmMSN - YYC
1 stop24h 12mUnited Airlines
Deal found 9/16$518
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 9/2612:38 pmYYC - MSN
1 stop8h 50mUnited Airlines
Mon 9/293:48 pmMSN - YYC
1 stop20h 50mUnited Airlines
Deal found 9/16$571
This FlightHub deal was found by Cheapflights users on 9/14. 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.
Sat 12/2711:30 pmYYC - MSN
2 stops33h 40mWestJet
Fri 1/210:50 amMSN - YYC
1 stop11h 15mWestJet
Deal found 9/14$758

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 September 17, 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 12/3

3:07 pm-4:48 pm

1 stop24h 41m

Madison Truax Field

Sat 12/6

6:00 am-8:56 pm

1 stop15h 56m

$456

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 12/4

6:35 am-4:48 pm

1 stop9h 13m

Madison Truax Field

Sat 12/6

6:00 am-2:04 pm

1 stop9h 04m

$479

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 12/3

6:30 am-10:46 pm

2 stops15h 16m

Madison Truax Field

Sat 12/6

4:39 pm-11:40 am

2 stops20h 01m

$502

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 12/4

2:13 pm-1:51 pm

2 stops22h 38m

Madison Truax Field

Sat 12/6

3:09 pm-2:21 pm

1 stop24h 12m

$518

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 12/27

11:30 pm-10:10 am

2 stops33h 40m

Madison Truax Field

Fri 1/2

10:50 am-9:05 pm

1 stop11h 15m

$758

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 10/15

2:00 pm-6:13 pm

3 stops27h 13m

$280

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 10/1

7:35 pm-7:14 pm

2 stops22h 39m

$291

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 10/15

6:15 am-9:02 pm

1 stop13h 47m

$307

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 11/1

7:45 am-8:21 pm

2 stops11h 36m

$315

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 11/1

1:29 pm-8:08 pm

1 stop5h 39m

$320

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 15 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 September 17, 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 $502, Delta can have you in Madison from Calgary in 15h 16m. 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 to fly from Calgary to Madison one-way?

    The cheapest airlines for a one-way flight from Calgary to Madison are United Airlines ($307), Delta ($315), and American Airlines ($320).

  • 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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