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Cheap flights from Calgary to Madison from C$ 443

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 24/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MSN
11 Oct — 18 Oct1
1 adult
1 adult, Economy

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 11 September 2025.

Round-trip from

C$ 653

One-way from

C$ 443
American Airlines
  • American Airlines
  • 4/12-11/12
  • 4 total stops
  • 31h 52m total
  • Calgary to Madison
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American Airlines
  • American Airlines
  • 24/9
  • 1 total stop
  • 19h 33m total
  • Calgary to Madison
Search Deals

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 11 September 2025.

Thu 4/126:30 a.m.YYC - MSN
2 stops15h 16mAmerican Airlines
Thu 11/128:08 p.m.MSN - YYC
2 stops16h 36mAmerican Airlines
Deal found 11/9C$ 653
Fri 26/91:26 p.m.YYC - MSN
1 stop18h 39mAmerican Airlines
Mon 29/98:18 p.m.MSN - YYC
1 stop17h 13mAmerican Airlines
Deal found 10/9C$ 678
Thu 25/98:30 a.m.YYC - MSN
1 stop24h 25mUnited Airlines
Mon 29/95:45 p.m.MSN - YYC
1 stop18h 53mUnited Airlines
Deal found 11/9C$ 693
Thu 4/1212:35 p.m.YYC - MSN
1 stop24h 16mUnited Airlines
Thu 11/126:30 a.m.MSN - YYC
1 stop6h 05mUnited Airlines
Deal found 11/9C$ 740
Thu 25/96:10 p.m.YYC - MSN
2 stops13h 21mDelta
Mon 29/96:00 a.m.MSN - YYC
2 stops10h 05mDelta
Deal found 11/9C$ 927
Fri 26/96:40 a.m.YYC - MSN
1 stop6h 27mDelta
Mon 29/96:00 a.m.MSN - YYC
2 stops11h 46mDelta
Deal found 10/9C$ 928
Sat 27/126:30 a.m.YYC - MSN
2 stops13h 15mDelta
Fri 2/110:50 a.m.MSN - YYC
2 stops9h 25mDelta
Deal found 11/9C$ 984
Wed 3/1212:15 a.m.YYC - MSN
2 stops11h 35mDelta
Thu 11/126:00 a.m.MSN - YYC
2 stops12h 50mDelta
Deal found 11/9C$ 1,060
Sat 27/126:10 a.m.YYC - MSN
1 stop14h 53mUnited Airlines
Fri 2/12:29 p.m.MSN - YYC
2 stops23h 41mUnited Airlines
Deal found 11/9C$ 1,092

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 September 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

Thu 4/12

6:30 a.m.-10:46 p.m.

2 stops15h 16m

Madison Truax Field

Thu 11/12

8:08 p.m.-11:44 a.m.

2 stops16h 36m

C$ 653

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 26/9

1:26 p.m.-9:05 a.m.

1 stop18h 39m

Madison Truax Field

Mon 29/9

8:18 p.m.-12:31 p.m.

1 stop17h 13m

C$ 678

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 25/9

8:30 a.m.-9:55 a.m.

1 stop24h 25m

Madison Truax Field

Mon 29/9

5:45 p.m.-11:38 a.m.

1 stop18h 53m

C$ 693

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 4/12

12:35 p.m.-1:51 p.m.

1 stop24h 16m

Madison Truax Field

Thu 11/12

6:30 a.m.-11:35 a.m.

1 stop6h 05m

C$ 740

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 19/1

12:37 p.m.-9:05 p.m.

1 stop7h 28m

Madison Truax Field

Fri 23/1

2:56 p.m.-2:20 p.m.

2 stops24h 24m

C$ 784

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sun 18/1

12:37 p.m.-9:05 p.m.

1 stop7h 28m

Madison Truax Field

Fri 23/1

8:15 a.m.-2:20 p.m.

1 stop7h 05m

C$ 808

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 6/2

1:40 p.m.-1:26 p.m.

1 stop22h 46m

Madison Truax Field

Fri 13/2

6:48 p.m.-11:18 a.m.

2 stops17h 30m

C$ 836

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 6/2

6:35 a.m.-5:10 p.m.

1 stop9h 35m

Madison Truax Field

Thu 12/2

10:55 a.m.-7:12 p.m.

2 stops9h 17m

C$ 858

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 17/1

12:30 a.m.-12:38 p.m.

1 stop11h 08m

Madison Truax Field

Fri 23/1

2:40 p.m.-8:58 p.m.

1 stop7h 18m

C$ 858

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 25/9

1:26 p.m.-9:43 a.m.

1 stop19h 17m

C$ 443

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 17 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’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 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.

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 15h 16m. 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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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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