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CA $365 Cheap Flights from Calgary (YYC) to Madison (MSN)

View CA $365 flight on Tue, Oct 27, 2026Opens in a new window

Popular airlines from Calgary International Airport (YYC) to Dane County Regional Airport (MSN)

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Cheap flights from Calgary (YYC) to Madison (MSN)

Prices were available within the past 7 days and start at CA $365 for one-way flights and CA $652 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, Sep 29 - Tue, Oct 6
YYC
Calgary
MSN
Madison
CA $652 Roundtrip, just found
CA $652
Roundtrip
just found
Select United flight, departing Tue, Sep 29 from Calgary to Madison, returning Tue, Oct 6, priced at CA $652 just found
Delta
Wed, Sep 23 - Wed, Sep 30
YYC
Calgary
MSN
Madison
CA $652 Roundtrip, just found
CA $652
Roundtrip
just found
Select Delta flight, departing Wed, Sep 23 from Calgary to Madison, returning Wed, Sep 30, priced at CA $652 just found
United
Tue, Dec 1 - Thu, Dec 10
YYC
Calgary
MSN
Madison
CA $673 Roundtrip, just found
CA $673
Roundtrip
just found
Select United flight, departing Tue, Dec 1 from Calgary to Madison, returning Thu, Dec 10, priced at CA $673 just found
American Airlines
Thu, Dec 3 - Fri, Dec 11
YYC
Calgary
MSN
Madison
CA $694 Roundtrip, just found
CA $694
Roundtrip
just found
Select American Airlines flight, departing Thu, Dec 3 from Calgary to Madison, returning Fri, Dec 11, priced at CA $694 just found
United
Fri, Sep 18 - Tue, Sep 29
YYC
Calgary
MSN
Madison
CA $701 Roundtrip, just found
CA $701
Roundtrip
just found
Select United flight, departing Fri, Sep 18 from Calgary to Madison, returning Tue, Sep 29, priced at CA $701 just found
Delta
Thu, Sep 24 - Tue, Sep 29
YYC
Calgary
MSN
Madison
CA $710 Roundtrip, found 6 days ago
CA $710
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Sep 24 from Calgary to Madison, returning Tue, Sep 29, priced at CA $710 found 6 days ago
United
Tue, Sep 1 - Sat, Sep 5
YYC
Calgary
MSN
Madison
CA $712 Roundtrip, found 6 days ago
CA $712
Roundtrip
found 6 days ago
Select United flight, departing Tue, Sep 1 from Calgary to Madison, returning Sat, Sep 5, priced at CA $712 found 6 days ago
Delta
Fri, Sep 18 - Sun, Sep 27
YYC
Calgary
MSN
Madison
CA $713 Roundtrip, found 6 days ago
CA $713
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Sep 18 from Calgary to Madison, returning Sun, Sep 27, priced at CA $713 found 6 days ago
WestJet
Wed, Sep 23 - Wed, Sep 30
YYC
Calgary
MSN
Madison
CA $746 Roundtrip, just found
CA $746
Roundtrip
just found
Select WestJet flight, departing Wed, Sep 23 from Calgary to Madison, returning Wed, Sep 30, priced at CA $746 just found
Air Canada
Tue, Oct 27 - Sat, Nov 7
YYC
Calgary
MSN
Madison
CA $757 Roundtrip, just found
CA $757
Roundtrip
just found
Select Air Canada flight, departing Tue, Oct 27 from Calgary to Madison, returning Sat, Nov 7, priced at CA $757 just found

Alternative airports near Madison

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Dane County Regional MSN. Cheapest and Closest option available. Average driving time to city centre is 11 minutes. Flights from CA $828
MSN
Dane County Regional
CheapestClosest
Average driving time to city centre11 min
Flights from CA $828

Find the cheapest month to fly from Calgary (YYC) to Madison (MSN)

October is typically the cheapest month to fly

From CA $625 - CA $953 per traveller.

Frequently asked questions

How much does a flight from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) cost?
You can find cheap one-way flights from CA $365 and cheap return flights from CA $652 YYC to MSN with Expedia. One-way flights typically cost between CA$404 and CA$1345, and return flights often range between CA$950 and CA$2428. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when YYC to MSN ticket fares go up or down.
What is the cheapest month to fly from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
The cheapest months to fly from YYC to MSN are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
Enter YYC to MSN and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
American Airlines is one of the cheapest airlines offering connecting return flights from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional), with prices starting from around CA$676 for flights that can be booked for departure within the next year. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
To find a cheap flight from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
There are approximately 28 connecting flights per day from Calgary International (YYC) to Dane County Regional (MSN). Some common connection points include Pearson International (YYZ), Seattle - Tacoma International (SEA), and O'Hare International (ORD).
What is the earliest flight from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
The earliest flight from Calgary International Airport (YYC) to Dane County Regional (MSN) typically departs around 12:15 AM. This route is operated by WestJet and Delta. This is a seasonal service, active in February and March. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
You'll generally find the most flights from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) on a Tuesday, with around 36 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Air Canada, WestJet, and United.
What are the most popular departure times for flights from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
The most popular departure times for flights from Calgary Intl. (YYC) to Dane County Regional (MSN) are in the early afternoon, from 12pm to 3pm. Many major carriers, including United, American Airlines and Delta, offer flights during this window. Many travellers prefer this time as it allows for a relaxed morning before heading to the airport and an afternoon arrival at your destination.
How long does it take to fly from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
There are no nonstop flights from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional). For flights with one stop, you can expect the journey to take around 6 hours 20 minutes. If your flight has two or more stops, the travel time typically increases to about 15 hours 20 minutes. The distance covered on this route is approximately 2,054 kilometers. Keep in mind that actual flight times can vary due to factors like layover duration, routing, and weather conditions.
Can you fly business or first class from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
Yes, you can fly business class or first class between YYC and MSN. Airlines that offer business class service on this route include:
  • Air Canada
  • United
First class cabins are available on Alaska Airlines, United, and Delta.
How do I earn miles on a Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) flight with Expedia?
It's easy to earn miles on a Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Madison, WI (MSN) from Calgary, AB (YYC)?
If you're planning to travel to Madison from Calgary Intl. (YYC), you can fly directly into Dane County Regional (MSN). Some flights may connect through major hubs like Pearson Intl. (YYZ), Seattle - Tacoma Intl. (SEA), or Denver Intl. (DEN) before reaching Madison. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) at the last minute?
Typically, booking a last minute flight from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) flight and hotel package?
Securing a Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
If you booked your Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Calgary Intl.
Destination airport
Dane County Regional
Airlines serving
Air Canada, Alaska Airlines, American Airlines, Delta, United, WestJet
Roundtrip price
CA $651
Distance
2041 km

Book with confidence

Calgary to Madison Flights

The easy way to book your flights from Calgary to Madison 

With Expedia, it’s simple to find and book flights to Madison from Calgary whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Dane County Regional, too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Calgary to Madison today, tomorrow, or this week.  

 

Save dollars with cheap flights from Calgary Intl., YYC to Dane County Regional, MSN 

Sort your search results by price to find great deals on your flight from Calgary to Madison—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Madison from Calgary currently is just CA $652 rising to CA $757.  

Here are more money-saving tips: 

  • Fly in September when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Madison  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Madison from Calgary 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Madison with Expedia today.

Calgary to Madison Flights

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*Available to Expedia members.