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Madison

$248+ 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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MSN
May 10 — May 171
Sun 5/10
Sun 5/17
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 April 10, 2026.

This United Airlines deal was found by Cheapflights users on 4/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/228:30 am
YYC
-
MSN
1 stop14h 27m
United Airlines
Fri 5/293:53 pm
MSN
-
YYC
1 stop7h 44m
United Airlines
Deal found 4/7$440
This American Airlines deal was found by Cheapflights users on 4/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:15 am
YYC
-
MSN
1 stop15h 51m
American Airlines
Sat 5/305:00 am
MSN
-
YYC
1 stop19h 43m
American Airlines
Deal found 4/8$447
This United Airlines deal was found by Cheapflights users on 4/9. 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 5/236:00 am
YYC
-
MSN
1 stop7h 08m
United Airlines
Tue 5/262:35 pm
MSN
-
YYC
1 stop9h 02m
United Airlines
Deal found 4/9$458
This Delta deal was found by Cheapflights users on 4/7. 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.
Fri 5/2211:05 am
YYC
-
MSN
2 stops9h 22m
Delta
Fri 5/291:29 pm
MSN
-
YYC
1 stop7h 36m
Delta
Deal found 4/7$501
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:00 am
YYC
-
MSN
2 stops9h 49m
Delta
Tue 5/261:29 pm
MSN
-
YYC
1 stop7h 36m
Delta
Deal found 4/8$518
This Delta deal was found by Cheapflights users on 4/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:00 am
YYC
-
MSN
2 stops12h 49m
Delta
Sat 5/305:43 am
MSN
-
YYC
1 stop12h 27m
Delta
Deal found 4/8$519
This Air Canada deal was found by Cheapflights users on 4/10. 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.
Mon 4/206:00 am
YYC
-
MSN
1 stop13h 45m
Air Canada
Fri 4/244:15 pm
MSN
-
YYC
1 stop6h 33m
Air Canada
Deal found 4/10$649
This Alaska Airlines deal was found by Cheapflights users on 4/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:00 pm
YYC
-
MSN
2 stops27h 38m
Alaska Airlines
Fri 4/245:30 am
MSN
-
YYC
2 stops13h 42m
Alaska Airlines
Deal found 4/10$873
This Alaska Airlines deal was found by Cheapflights users on 4/9. 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 5/236:59 pm
YYC
-
MSN
2 stops15h 37m
Alaska Airlines
Tue 5/262:40 pm
MSN
-
YYC
2 stops21h 01m
Alaska Airlines
Deal found 4/9$880

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 April 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$440
(United Airlines)

One-way from

$248
(United Airlines)
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
Search Deals
One-way flight from Calgary to Madison Truax Field
Search Deals

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 April 10, 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

Fri 5/22

8:30 am-11:57 pm

1 stop14h 27m

Madison Truax Field

Fri 5/29

3:53 pm-10:37 pm

1 stop7h 44m

$440
Quickest round-trip

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 5/23

8:30 am-3:05 pm

1 stop5h 35m

Madison Truax Field

Tue 5/26

2:35 pm-10:37 pm

1 stop9h 02m

$458

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 5/22

11:05 am-9:27 pm

2 stops9h 22m

Madison Truax Field

Fri 5/29

1:29 pm-8:05 pm

1 stop7h 36m

$501

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 5/23

7:00 am-8:49 pm

2 stops12h 49m

Madison Truax Field

Sat 5/30

5:43 am-5:10 pm

1 stop12h 27m

$519

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 4/20

7:00 pm-11:38 pm

2 stops27h 38m

Madison Truax Field

Fri 4/24

5:30 am-6:12 pm

2 stops13h 42m

$873

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 5/23

6:59 pm-11:36 am

2 stops15h 37m

Madison Truax Field

Tue 5/26

2:40 pm-10:41 am

2 stops21h 01m

$880
Cheapest one-way
Quickest one-way

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 5/22

8:30 am-2:57 pm

1 stop5h 27m

$248

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Fri 5/22

11:05 am-9:27 pm

2 stops9h 22m

$279

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 7/18

6:15 am-10:40 pm

1 stop15h 25m

$353

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Sat 7/11

6:15 am-2:07 pm

1 stop6h 52m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

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 $501, United Airlines can have you in Madison from Calgary in 9h 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
Sun Prairie
Middleton
Baraboo
Fitchburg

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