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Cheap flights from Calgary to Madison from C$ 365

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 21/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MSN
10 Apr — 17 Apr1
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 11 March 2026.

Sat 18/41:27 p.m.
YYC
-
MSN
1 stop6h 18m
United Airlines
Tue 21/46:30 a.m.
MSN
-
YYC
1 stop6h 02m
United Airlines
Deal found 9/3C$ 668
Sat 18/46:40 a.m.
YYC
-
MSN
1 stop6h 20m
Delta
Tue 21/42:41 p.m.
MSN
-
YYC
1 stop6h 59m
Delta
Deal found 10/3C$ 678
Tue 5/512:34 p.m.
YYC
-
MSN
1 stop5h 33m
United Airlines
Wed 6/56:30 a.m.
MSN
-
YYC
1 stop6h 02m
United Airlines
Deal found 6/3C$ 687
Tue 21/41:27 p.m.
YYC
-
MSN
2 stops18h 29m
Lufthansa
Tue 28/46:30 a.m.
MSN
-
YYC
2 stops16h 18m
Lufthansa
Deal found 7/3C$ 711
Tue 31/36:00 a.m.
YYC
-
MSN
1 stop13h 45m
United Airlines
Mon 20/48:35 p.m.
MSN
-
YYC
1 stop15h 57m
United Airlines
Deal found 9/3C$ 724
Tue 21/47:40 a.m.
YYC
-
MSN
2 stops14h 11m
Delta
Tue 28/49:41 a.m.
MSN
-
YYC
1 stop11h 24m
Delta
Deal found 7/3C$ 728
Tue 5/56:40 a.m.
YYC
-
MSN
2 stops9h 56m
Delta
Wed 6/56:30 p.m.
MSN
-
YYC
1 stop27h 00m
Delta
Deal found 6/3C$ 755

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 11 March 2026.

Round-trip from

C$ 607

One-way from

C$ 365
United Airlines
  • United Airlines
  • 5/5-6/5
  • 2 total stops
  • 13h 48m total
  • Calgary to Madison
Search Deals
American Airlines
  • American Airlines
  • 21/4
  • 1 total stop
  • 8h 58m 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 11 March 2026.
Use the filters below to find and compare flights from Calgary to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 18/4

1:27 p.m.-8:45 p.m.

1 stop6h 18m

Madison Truax Field

Tue 21/4

6:30 a.m.-11:32 a.m.

1 stop6h 02m

C$ 668

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 18/4

6:40 a.m.-2:00 p.m.

1 stop6h 20m

Madison Truax Field

Tue 21/4

2:41 p.m.-8:40 p.m.

1 stop6h 59m

C$ 678
Quickest round-trip

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 5/5

12:34 p.m.-7:07 p.m.

1 stop5h 33m

Madison Truax Field

Wed 6/5

6:30 a.m.-11:32 a.m.

1 stop6h 02m

C$ 687

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 21/4

1:27 p.m.-8:56 a.m.

2 stops18h 29m

Madison Truax Field

Tue 28/4

6:30 a.m.-9:48 p.m.

2 stops16h 18m

C$ 711

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 5/5

6:40 a.m.-5:36 p.m.

2 stops9h 56m

Madison Truax Field

Wed 6/5

6:30 p.m.-8:30 p.m.

1 stop27h 00m

C$ 755

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 31/3

6:00 a.m.-8:56 a.m.

2 stops25h 56m

Madison Truax Field

Mon 20/4

8:35 p.m.-11:32 a.m.

1 stop15h 57m

C$ 767

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 18/4

7:00 a.m.-9:21 p.m.

2 stops13h 21m

Madison Truax Field

Tue 21/4

5:00 a.m.-4:14 p.m.

2 stops12h 14m

C$ 806
Cheapest one-way
Quickest one-way

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 15/6

8:30 a.m.-10:50 p.m.

1 stop13h 20m

C$ 372

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 21/4

7:40 a.m.-10:51 p.m.

2 stops14h 11m

C$ 373

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 15/6

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

2 stops13h 30m

C$ 460

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

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.

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 6h 18m. 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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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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