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Cheap flights from Calgary to Madison from C$ 395

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
3 Aug — 10 Aug1
1 adult

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 29 July 2025.

Round-trip from

C$ 755

One-way from

C$ 395
United Airlines
  • United Airlines
  • 11/10-11/10
  • 3 total stops
  • 35h 06m total
  • Calgary to Madison
Search Deals
American Airlines
  • American Airlines
  • 24/9
  • 2 total stops
  • 13h 48m 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 29 July 2025.

Sat 11/106:15 a.m.YYC - MSN
1 stop6h 03mUnited Airlines
Sat 11/104:30 p.m.MSN - YYC
1 stop6h 18mUnited Airlines
Deal found 29/7C$ 779
Sat 11/106:45 a.m.YYC - MSN
1 stop8h 59mAmerican Airlines
Sat 11/108:25 p.m.MSN - YYC
2 stops16h 34mAmerican Airlines
Deal found 29/7C$ 796

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 29 July 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

Sat 11/10

6:15 a.m.-1:18 p.m.

1 stop6h 03m

Madison Truax Field

Sat 11/10

5:45 p.m.-9:48 p.m.

2 stops29h 03m

C$ 755

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 11/10

6:45 a.m.-4:44 p.m.

1 stop8h 59m

Madison Truax Field

Sat 11/10

8:25 p.m.-12:34 p.m.

1 stop17h 09m

C$ 786

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 24/9

6:29 a.m.-9:17 p.m.

2 stops13h 48m

C$ 395

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 26/11

12:37 p.m.-8:35 p.m.

1 stop6h 58m

C$ 428

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 24/9

7:35 p.m.-8:31 a.m.

2 stops11h 56m

C$ 435

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 25/9

7:00 p.m.-9:45 p.m.

2 stops25h 45m

C$ 460

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 24/9

12:20 a.m.-5:04 p.m.

2 stops15h 44m

C$ 877

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

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$ 621.

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: 3h 52m.

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.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated 29 July 2025.
Read reviews from past customers who have flown Alaska Airlines,Delta, andUnited Airlines from Calgary to Madison. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Delta
8.0
Very good
7,979 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave
Air Canada
7.1
Good
9,826 reviews
Alaska Airlines
8.0
Very good
10,000 reviews
Check prices

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jul 2025

YEG - SEA

Alaska airline excellent airline pilot smooth, landing, crew staff very nice friendly behave

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.

  • What are the cheapest airlines flying from Calgary to Madison round-trip?

    Our cheapest airline available from Calgary to Madison is United Airlines. Our recent data shows that you can find tickets from as low as C$ 755 on this airline. An additional option worth looking into is American Airlines, starting at C$ 786.

  • What are the cheapest airlines to fly from Calgary to Madison one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as C$ 395. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Calgary to Madison for a low price.

  • 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?

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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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