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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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MSN
Aug 20 — Aug 271
Thu 8/20
Thu 8/27
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 July 21, 2026.

This United Airlines deal was found by Cheapflights users on 7/20. 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.
Sat 12/512:30 pm
YYC
-
MSN
1 stop7h 19m
United Airlines
Tue 12/86:30 am
MSN
-
YYC
1 stop6h 24m
United Airlines
Deal found 7/20$464
This Delta deal was found by Cheapflights users on 7/19. 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.
Sat 12/57:45 am
YYC
-
MSN
2 stops7h 52m
Delta
Tue 12/86:15 am
MSN
-
YYC
1 stop7h 32m
Delta
Deal found 7/19$465
This American Airlines deal was found by Cheapflights users on 7/20. 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.
Fri 9/187:00 am
YYC
-
MSN
1 stop16h 17m
American Airlines
Sun 9/203:25 pm
MSN
-
YYC
1 stop9h 04m
American Airlines
Deal found 7/20$488
This Alaska Airlines deal was found by Cheapflights users on 7/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/58:10 am
YYC
-
MSN
2 stops13h 36m
Alaska Airlines
Tue 12/85:40 pm
MSN
-
YYC
2 stops28h 47m
Alaska Airlines
Deal found 7/20$529
This oojo deal was found by Cheapflights users on 7/20. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:15 am
YYC
-
MSN
1 stop24h 05m
WestJet
Sun 9/206:00 am
MSN
-
YYC
2 stops19h 44m
WestJet
Deal found 7/20$532
This Delta deal was found by Cheapflights users on 7/20. 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.
Fri 9/1811:05 am
YYC
-
MSN
2 stops10h 56m
Delta
Sun 9/209:02 am
MSN
-
YYC
2 stops11h 38m
Delta
Deal found 7/20$540
This United Airlines deal was found by Cheapflights users on 7/20. 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.
Sun 7/266:00 am
YYC
-
MSN
1 stop14h 16m
United Airlines
Fri 7/318:50 am
MSN
-
YYC
1 stop13h 58m
United Airlines
Deal found 7/20$670
This Alaska Airlines deal was found by Cheapflights users on 7/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:00 am
YYC
-
MSN
2 stops26h 11m
Alaska Airlines
Fri 7/318:00 am
MSN
-
YYC
2 stops16h 15m
Alaska Airlines
Deal found 7/20$1,032

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 July 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$464
(United Airlines)

One-way from

$239
(Trip.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.
Search Deals
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 July 21, 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
Quickest round-trip

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 12/5

12:30 pm-7:49 pm

1 stop7h 19m

Madison Truax Field

Tue 12/8

6:30 am-12:54 pm

1 stop6h 24m

$464

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 12/5

7:45 am-3:37 pm

2 stops7h 52m

Madison Truax Field

Tue 12/8

6:15 am-1:47 pm

1 stop7h 32m

$465

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 12/5

8:10 am-9:46 pm

2 stops13h 36m

Madison Truax Field

Tue 12/8

5:40 pm-10:27 pm

2 stops28h 47m

$529

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 9/18

11:05 am-11:01 pm

2 stops10h 56m

Madison Truax Field

Sun 9/20

9:02 am-7:40 pm

2 stops11h 38m

$540
Cheapest one-way

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sun 10/25

7:55 am-1:26 pm

1 stop28h 31m

$239

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 8/25

6:00 am-1:13 pm

1 stop6h 13m

$256

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 8/22

11:00 am-12:47 pm

1 stop24h 47m

$284

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sun 10/25

12:37 pm-8:49 pm

1 stop7h 12m

$311

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 8/22

8:45 am-8:25 am

3 stops46h 40m

$315

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 8/14

7:45 am-11:59 pm

1 stop15h 14m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/18

Showing 1-10 of 15 resultsSorted by cheapest first
1
2
  • 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 $464, United Airlines can have you in Madison from Calgary in 7h 19m. 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
Sun Prairie
Middleton
Baraboo
Fitchburg

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