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Madison

$252+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MSN
Jun 21 — Jun 281
Sun 6/21
Sun 6/28
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 May 22, 2026.

This Delta deal was found by Cheapflights users on 5/17. 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.
Tue 9/296:35 am
YYC
-
MSN
1 stop6h 17m
Delta
Sat 10/35:45 am
MSN
-
YYC
2 stops15h 59m
Delta
Deal found 5/17$490
This oojo deal was found by Cheapflights users on 5/18. 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.
Thu 8/611:00 am
YYC
-
MSN
1 stop9h 19m
WestJet
Sun 8/96:05 am
MSN
-
YYC
1 stop11h 55m
WestJet
Deal found 5/18$499
This Justfly.com deal was found by Cheapflights users on 5/17. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:15 am
YYC
-
MSN
1 stop10h 14m
WestJet
Sat 8/229:01 am
MSN
-
YYC
1 stop8h 59m
WestJet
Deal found 5/17$509
This WestJet deal was found by Cheapflights users on 5/20. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2310:15 am
YYC
-
MSN
1 stop24h 05m
WestJet
Sat 6/275:27 pm
MSN
-
YYC
1 stop27h 38m
WestJet
Deal found 5/20$518
This United Airlines deal was found by Cheapflights users on 5/20. 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.
Thu 12/2412:30 pm
YYC
-
MSN
1 stop7h 24m
United Airlines
Fri 1/16:45 am
MSN
-
YYC
1 stop6h 09m
United Airlines
Deal found 5/20$548
This United Airlines deal was found by Cheapflights users on 5/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:30 am
YYC
-
MSN
1 stop13h 35m
United Airlines
Sat 6/278:10 am
MSN
-
YYC
1 stop15h 27m
United Airlines
Deal found 5/19$567
This Delta deal was found by Cheapflights users on 5/18. 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.
Tue 6/239:35 am
YYC
-
MSN
2 stops10h 27m
Delta
Sat 6/276:00 am
MSN
-
YYC
2 stops13h 10m
Delta
Deal found 5/18$584
This United Airlines deal was found by Cheapflights users on 5/20. 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.
Tue 12/2212:30 pm
YYC
-
MSN
1 stop9h 06m
United Airlines
Fri 1/16:45 am
MSN
-
YYC
1 stop6h 09m
United Airlines
Deal found 5/20$590

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 May 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$490
(Delta)

One-way from

$252
(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 May 22, 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

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 9/29

6:35 am-1:52 pm

1 stop6h 17m

Madison Truax Field

Sat 10/3

5:45 am-8:44 pm

2 stops15h 59m

$490

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 8/6

11:00 am-9:19 pm

1 stop9h 19m

Madison Truax Field

Sun 8/9

6:05 am-5:00 pm

1 stop11h 55m

$499
Quickest round-trip

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 8/15

10:15 am-9:29 pm

1 stop10h 14m

Madison Truax Field

Sat 8/22

9:01 am-5:00 pm

1 stop8h 59m

$509

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 6/23

8:30 am-11:05 pm

1 stop13h 35m

Madison Truax Field

Sat 6/27

8:10 am-10:37 pm

1 stop15h 27m

$567

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Tue 6/23

9:35 am-9:02 pm

2 stops10h 27m

Madison Truax Field

Sat 6/27

6:00 am-6:10 pm

2 stops13h 10m

$584

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 8/6

6:00 am-8:48 pm

2 stops37h 48m

Madison Truax Field

Sun 8/9

6:52 pm-11:15 pm

2 stops29h 23m

$656
Cheapest one-way

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 8/24

11:00 am-9:19 pm

1 stop9h 19m

$278

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 6/18

12:00 pm-11:02 pm

2 stops10h 02m

$288

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 8/24

5:30 pm-9:47 am

3 stops39h 17m

$289

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 7/2

12:30 am-9:47 am

2 stops32h 17m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Showing 1-10 of 14 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 $490, Delta can have you in Madison from Calgary in 6h 17m. 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
Sun Prairie
Middleton
Baraboo
Fitchburg

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