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Madison

$239+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MSN
Mar 12 — Mar 191
Thu 3/12
Thu 3/19
1 adult, Economy
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Cheap 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 February 10, 2026.

This American Airlines deal was found by Cheapflights users on 2/6. 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.
Tue 6/96:15 am
YYC
-
MSN
1 stop15h 03m
American Airlines
Thu 6/187:02 am
MSN
-
YYC
1 stop17h 40m
American Airlines
Deal found 2/6$536
This Delta deal was found by Cheapflights users on 2/6. 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 3/56:30 am
YYC
-
MSN
2 stops13h 22m
Delta
Mon 3/96:00 am
MSN
-
YYC
2 stops8h 55m
Delta
Deal found 2/6$570
This Air Canada deal was found by Cheapflights users on 2/6. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:40 pm
YYC
-
MSN
2 stops14h 18m
Air Canada
Mon 3/94:05 pm
MSN
-
YYC
1 stop6h 48m
Air Canada
Deal found 2/6$762
This United Airlines deal was found by Cheapflights users on 2/8. 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 3/56:15 am
YYC
-
MSN
1 stop13h 19m
United Airlines
Mon 3/94:05 pm
MSN
-
YYC
1 stop6h 48m
United Airlines
Deal found 2/8$858
This Mytrip deal was found by Cheapflights users on 2/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/812:55 am
YYC
-
MSN
2 stops15h 15m
Air Canada
Thu 6/1812:18 pm
MSN
-
YYC
2 stops22h 13m
Air Canada
Deal found 2/6$866

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 February 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$536
(American Airlines)

One-way from

$239
(Kiwi.com)
Provider with most accurate pricing for Calgary-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Calgary-Madison Truax Field flights.
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From Calgary to Madison Truax Field
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One-way flight from Calgary to Madison Truax Field
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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 February 10, 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 6/9

6:15 am-10:18 pm

1 stop15h 03m

Madison Truax Field

Thu 6/18

7:02 am-11:42 pm

1 stop17h 40m

$536

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 3/5

6:30 am-8:52 pm

2 stops13h 22m

Madison Truax Field

Mon 3/9

6:00 am-1:55 pm

2 stops8h 55m

$570

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 3/5

11:40 pm-2:58 pm

2 stops14h 18m

Madison Truax Field

Mon 3/9

4:05 pm-9:53 pm

1 stop6h 48m

$762

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 3/5

6:15 am-8:34 pm

1 stop13h 19m

Madison Truax Field

Mon 3/9

4:05 pm-9:53 pm

1 stop6h 48m

$858

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 5/8

12:30 am-7:15 pm

2 stops17h 45m

$239

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 5/9

6:45 am-1:53 pm

1 stop6h 08m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/6

  • Most accurate provider: When it comes to deals on Calgary-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Calgary-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Calgary-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Calgary-Madison flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Calgary-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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?

    For as low as $570, American Airlines can have you in Madison from Calgary in 13h 22m. 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.

  • 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

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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