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Cheap flights from Calgary to Madison from C$ 379

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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MSN
26 Feb — 5 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Madison

Enter your travel dates to find the best prices.

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 27 January 2026.

Tue 9/66:15 a.m.
YYC
-
MSN
1 stop15h 03m
American Airlines
Thu 18/67:02 a.m.
MSN
-
YYC
1 stop17h 40m
American Airlines
Deal found 27/1C$ 667
Tue 17/312:15 p.m.
YYC
-
MSN
2 stops9h 43m
WestJet
Wed 18/310:48 a.m.
MSN
-
YYC
2 stops10h 23m
WestJet
Deal found 27/1C$ 746
Tue 9/65:50 p.m.
YYC
-
MSN
2 stops13h 30m
Delta
Thu 18/611:53 a.m.
MSN
-
YYC
2 stops8h 47m
Delta
Deal found 27/1C$ 811
Tue 17/36:15 a.m.
YYC
-
MSN
1 stop7h 23m
United Airlines
Wed 18/36:30 a.m.
MSN
-
YYC
1 stop6h 00m
United Airlines
Deal found 27/1C$ 948
Wed 28/16:30 a.m.
YYC
-
MSN
1 stop6h 40m
Delta
Sun 1/211:00 a.m.
MSN
-
YYC
2 stops13h 02m
Delta
Deal found 25/1C$ 960
Wed 28/112:37 p.m.
YYC
-
MSN
1 stop5h 30m
United Airlines
Sun 1/26:30 a.m.
MSN
-
YYC
1 stop6h 05m
United Airlines
Deal found 25/1C$ 1,105

Find 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 27 January 2026.

Round-trip from

C$ 667

One-way from

C$ 379
American Airlines
  • American Airlines
  • 9/6-18/6
  • 2 total stops
  • 32h 43m total
  • Calgary to Madison
Search Deals
American Airlines
  • American Airlines
  • 12/3
  • 1 total stop
  • 20h 54m total
  • Calgary to Madison
Search Deals

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 629,999 searches. Data last updated 27 January 2026.
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

Tue 9/6

6:15 a.m.-10:18 p.m.

1 stop15h 03m

Madison Truax Field

Thu 18/6

7:02 a.m.-11:42 p.m.

1 stop17h 40m

C$ 667

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 17/3

12:15 p.m.-10:58 p.m.

2 stops9h 43m

Madison Truax Field

Wed 18/3

10:48 a.m.-8:11 p.m.

2 stops10h 23m

C$ 746

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 9/6

5:50 p.m.-8:20 a.m.

2 stops13h 30m

Madison Truax Field

Thu 18/6

11:53 a.m.-7:40 p.m.

2 stops8h 47m

C$ 811

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 17/3

6:15 a.m.-2:38 p.m.

1 stop7h 23m

Madison Truax Field

Wed 18/3

6:30 a.m.-11:30 a.m.

1 stop6h 00m

C$ 948

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 12/3

12:45 p.m.-10:39 a.m.

1 stop20h 54m

C$ 379

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 11/3

1:05 a.m.-2:58 p.m.

2 stops12h 53m

C$ 478

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 27/3

1:05 a.m.-2:57 p.m.

2 stops12h 52m

C$ 585

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 28/3

6:15 a.m.-8:34 p.m.

1 stop13h 19m

C$ 604

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 28/3

11:05 p.m.-9:08 a.m.

3 stops33h 03m

C$ 660

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/1

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’s the top layover airport for flights from Calgary to Madison?

Share of one-stop round-trip flights from Calgary to Madison chosen by Cheapflights users in the past 12 months, using the same layover each way.

Denver (DEN) – chosen by Cheapflights users on 75% of one-stop itineraries from Calgary to Madison on Cheapflights.

What’s the cheapest layover airport for flights from Calgary to Madison?

Average round-trip fare for 1-stop flights from Calgary to Madison, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Chicago (ORD) is the most affordable 1-stop option, with an average round-trip price of C$ 620.

What’s the fastest layover option from Calgary to Madison?

Shortest average travel time for 1-stop one-way flights from Calgary to Madison, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 6h 31m.

Which airport typically offers the quickest layover for flights from Calgary to Madison?

Average layover duration for 1-stop one-way flights from Calgary to Madison, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 2h 04m.

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?

    Departing from Calgary to Madison will take you 9h 43m. The distance from Calgary to Madison is about 2054 km. When browsing for deals, the options you’ll see will be for both direct 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

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How does Cheapflights help users find flights from Calgary to Madison?

When you search for this flight from Calgary to Madison, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Calgary to Madison?

Cheapflights helps you find that perfect flight to Madison from Calgary by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Calgary to Madison with no change fees?

Need flexible booking options for your flight to Madison from Calgary? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Calgary to Madison become cheaper?

Yes! Start tracking prices for Calgary to Madison flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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