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Madison

$214+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MSN
Aug 10 — Aug 171
Mon 8/10
Mon 8/17
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 11, 2026.

This Delta deal was found by Cheapflights users on 7/7. 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 10/291:50 pm
YYC
-
MSN
1 stop6h 10m
Delta
Sat 10/316:00 am
MSN
-
YYC
1 stop7h 45m
Delta
Deal found 7/7$494
This United Airlines deal was found by Cheapflights users on 7/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:37 pm
YYC
-
MSN
1 stop9h 16m
United Airlines
Sat 10/316:30 am
MSN
-
YYC
1 stop6h 05m
United Airlines
Deal found 7/6$522
This WestJet deal was found by Cheapflights users on 7/10. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/710:15 am
YYC
-
MSN
1 stop24h 11m
WestJet
Fri 8/146:39 pm
MSN
-
YYC
1 stop26h 36m
WestJet
Deal found 7/10$582
This Air Canada deal was found by Cheapflights users on 7/10. 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.
Wed 10/2812:20 am
YYC
-
MSN
2 stops15h 42m
Air Canada
Sat 10/3110:40 am
MSN
-
YYC
2 stops14h 10m
Air Canada
Deal found 7/10$695

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 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$494
(Delta)

One-way from

$214
(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 11, 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

Thu 10/29

1:50 pm-9:00 pm

1 stop6h 10m

Madison Truax Field

Sat 10/31

6:00 am-12:45 pm

1 stop7h 45m

$496

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 10/29

12:37 pm-10:53 pm

1 stop9h 16m

Madison Truax Field

Sat 10/31

6:30 am-11:35 am

1 stop6h 05m

$522

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 10/28

12:20 am-5:02 pm

2 stops15h 42m

Madison Truax Field

Sat 10/31

10:40 am-11:50 pm

2 stops14h 10m

$695

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 8/7

7:15 pm-11:12 pm

2 stops26h 57m

Madison Truax Field

Fri 8/14

5:00 am-6:30 pm

1 stop14h 30m

$728

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 8/7

1:15 pm-11:00 pm

2 stops8h 45m

Madison Truax Field

Fri 8/14

12:10 pm-7:40 pm

2 stops8h 30m

$751
Cheapest one-way

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 10/28

7:45 am-9:00 pm

2 stops12h 15m

$250

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 8/20

6:45 am-3:36 pm

1 stop7h 51m

$265

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 8/27

8:20 am-8:52 am

2 stops23h 32m

$272

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 8/27

10:00 am-8:25 am

3 stops21h 25m

$292

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 1/1

9:50 am-8:38 pm

1 stop10h 48m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/8

Showing 1-10 of 14 resultsSorted by cheapest first
1
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  • 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 $496, Delta can have you in Madison from Calgary in 6h 10m. 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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