$294 Cheap Flights from Madison (MSN) to Calgary (YYC)

View $294 flight on Sun, Jul 26, 2026Opens in a new window

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

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Cheap Flights from Madison to Calgary (MSN-YYC)

Prices were available within the past 7 days and start at $294 for one-way flights and $513 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Aug 29 - Sat, Sep 5
MSN
Madison
YYC
Calgary
$513 Roundtrip, found 4 days ago
$513
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Aug 29 from Madison to Calgary, returning Sat, Sep 5, priced at $513 found 4 days ago
United
Sat, Jun 13 - Wed, Jun 17
MSN
Madison
YYC
Calgary
$519 Roundtrip, found 5 days ago
$519
Roundtrip
found 5 days ago
Select United flight, departing Sat, Jun 13 from Madison to Calgary, returning Wed, Jun 17, priced at $519 found 5 days ago
Delta
Sat, Jun 13 - Wed, Jun 17
MSN
Madison
YYC
Calgary
$530 Roundtrip, found 5 days ago
$530
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Jun 13 from Madison to Calgary, returning Wed, Jun 17, priced at $530 found 5 days ago
American Airlines
Mon, Jun 29 - Fri, Jul 3
MSN
Madison
YYC
Calgary
$538 Roundtrip, found 6 days ago
$538
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Jun 29 from Madison to Calgary, returning Fri, Jul 3, priced at $538 found 6 days ago
United
Sat, Jun 13 - Wed, Jun 17
MSN
Madison
YYC
Calgary
$553 Roundtrip, found 5 days ago
$553
Roundtrip
found 5 days ago
Select United flight, departing Sat, Jun 13 from Madison to Calgary, returning Wed, Jun 17, priced at $553 found 5 days ago
United
Sat, Jun 13 - Wed, Jun 17
MSN
Madison
YYC
Calgary
$562 Roundtrip, found 5 days ago
$562
Roundtrip
found 5 days ago
Select United flight, departing Sat, Jun 13 from Madison to Calgary, returning Wed, Jun 17, priced at $562 found 5 days ago
American Airlines
Thu, Jun 18 - Mon, Jun 22
MSN
Madison
YYC
Calgary
$564 Roundtrip, found 5 days ago
$564
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Jun 18 from Madison to Calgary, returning Mon, Jun 22, priced at $564 found 5 days ago
United
Fri, Jun 12 - Fri, Jun 19
MSN
Madison
YYC
Calgary
$564 Roundtrip, found 6 days ago
$564
Roundtrip
found 6 days ago
Select United flight, departing Fri, Jun 12 from Madison to Calgary, returning Fri, Jun 19, priced at $564 found 6 days ago
WestJet
Fri, Aug 28 - Tue, Sep 1
MSN
Madison
YYC
Calgary
$588 Roundtrip, found 3 days ago
$588
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, Aug 28 from Madison to Calgary, returning Tue, Sep 1, priced at $588 found 3 days ago
Air Canada
Sat, Jun 13 - Wed, Jun 17
MSN
Madison
YYC
Calgary
$707 Roundtrip, found 5 days ago
$707
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, Jun 13 from Madison to Calgary, returning Wed, Jun 17, priced at $707 found 5 days ago

Alternative airports near Calgary

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

Select flight to Calgary Intl. YYC. Cheapest and Closest option available. Average driving time to city center is 15 minutes. Flights from $823
YYC
Calgary Intl.
CheapestClosest
Average driving time to city center15 min
Flights from $823

What you need to know for your flight from Dane County Regional to Calgary Intl.

Madison (MSN) to Calgary (YYC) at a glance

Explore a range of airlines offering flights from Madison (MSN) to Calgary (YYC) on this international long-haul route. Whether you're looking for cheap Madison to Calgary flights or prefer a full-service experience, you can compare options to find the itinerary that aligns with your budget and schedule. Get ready to discover Calgary's iconic attractions and vibrant neighborhoods as you plan your journey from Dane County Regional Airport to Calgary International Airport.

  • Fastest flight duration: around 5 hours in-flight, plus roughly 1h 15m layover with one stop
  • Route distance: roughly 1,300 miles (2,090 km)
  • Flights per week: around 8 departures on average
  • Typical fares (one-way): economy tickets often range from $200–$530, depending on seasonality and how far ahead you book

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

Based on recent traveler bookings, here are the top airlines favored for one-stop flights from Madison to Calgary. Common layover points include O'Hare International Airport (ORD) with about a 1 hour and 15 minute stop, Denver International Airport (DEN) offering a 1 hour layover, and Minneapolis - St. Paul International Airport (MSP) with a longer 3 hour and 30 minute connection. These options allow you to balance factors like price, total travel time, and cabin class to find your ideal itinerary.

  • United: This comprehensive airline provides one-stop service, with one-way ticket prices generally falling between $200 and $600. It represents about 58% of flights on this route, featuring an in-flight duration of 5 hours and a total travel time of approximately 6 hours and 15 minutes, including the layover.
  • American Airlines: Known for its full-service offerings, this airline provides one-stop service with one-way fares usually ranging from $300 to $430. It accounts for around 21% of departures on this route, with a flight time of 5 hours and an overall journey time of about 6 hours and 15 minutes, including layover time.
  • Delta: Delta is another full-service airline offering one-stop itineraries, with one-way fares typically between $215 and $580. This carrier makes up approximately 21% of departures on this route, boasting a flight duration of 5 hours and a total travel time of about 6 hours and 15 minutes, factoring in layover time.

Alternative route from Madison (MSN) to Calgary (YYC)

  • Appleton to Calgary (ATW-YYC): Appleton International Airport (ATW) is located approximately 88 miles from Dane County Regional Airport (MSN). One-way fares in economy class for this route typically fall between $285 and $530, influenced by the time of year and advance booking. Flights on this route usually involve a single stop, with common layover points at Minneapolis - St. Paul International Airport (MSP) and O'Hare International Airport (ORD). Major airlines operating this route include Delta and United, and there's also a first-class service available.

How to find the best prices for flights from Madison (MSN) to Calgary (YYC)

Getting some of the best deals on flights from Madison to Calgary is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually found when booking 2-8 weeks in advance, which aligns with when most travelers make their reservations. Morning departures between 5 am and 12 pm tend to be less expensive and are also popular. Additionally, flying on Thursday often results in lower prices, although Saturday remains the most favored travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Calgary International Airport from Dane County Regional Airport

Calgary welcomes travelers from Madison with a range of transport options based on price, convenience, and proximity. Here's how to reach Calgary efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Calgary, with private rides that can be arranged in advance.
  • Car rental: Renting a car from Calgary International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Calgary International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Calgary International Airport, Martindale Station, a metro station, is located about 3.4 miles away by car, providing convenient access to the city.

Frequently asked questions

How much does a flight from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.) cost?
You can find cheap one-way flights from $294 and cheap return flights from $513 Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.) with Expedia. One-way flights usually range from $344 to $1428, and return flights typically cost between $697 and $2004. 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 Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.)?
The cheapest month to fly from MSN to YYC is August 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're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.)?
Enter MSN to YYC and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.)?
American Airlines is one of the cheapest airlines offering connecting flights from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.), with round-trip tickets starting from around $366 with a layover in O'Hare Intl. (ORD). 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.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.)?
To find a cheap flight from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.), 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 Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.)?
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.
What is the earliest flight from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.)?
The earliest flight from Dane County Regional Airport (MSN) to Calgary International Airport (YYC) usually departs at 5:00 AM, operated by American Airlines. This seasonal service is available in July, allowing you to maximize your time in Calgary. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.)?
For flights from Dane County Regional (MSN) to Calgary International (YYC), the most popular departure times are in the early morning, from 6am to 9am. This time frame captures around 46% of total traffic, showing that many travelers like to start their day with an early flight. Major carriers like United Airlines, American Airlines, and Delta Airlines operate during this window, giving you several options.
How long does it take to fly from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.)?
Flying from MSN to YYC with a connection usually takes about 6 hours, traveling roughly 1,276 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.)?
Business class seats are offered on the MSN to YYC route with United Airlines.First class cabins are available on:

  • United Airlines
  • Delta Air Lines
  • American Airlines

How do I earn miles on a Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.) flight with Expedia?
It's easy to earn miles on a Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.) 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 Calgary from Dane County Regional (MSN)?
From Dane County Regional (MSN), you can fly into Calgary Intl. (YYC) to reach Calgary. Some flights may connect through major hubs like O'Hare Intl. (ORD), Minneapolis - St. Paul Intl. (MSP), Denver Intl. (DEN) before reaching Calgary. 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 Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.) at the last minute?
Typically, booking a last minute flight from Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.) 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 Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.) flight and hotel package?
Securing a Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.) Calgary Vacation Packages 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 Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.)?
If you booked your Madison, WI (MSN-Dane County Regional) to Calgary, AB (YYC-Calgary Intl.) 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
Dane County Regional
Destination airport
Calgary Intl.
Airlines serving
Air Canada, Alaska Airlines, American Airlines, Delta, United, WestJet
Roundtrip price
$513
Distance
1275 mi

Book with confidence

Madison to Calgary Flights

The cheapest times to fly from Madison to Calgary

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Madison to Calgary are during the month of August. You can find some of the cheapest flights from Madison to Calgary with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Madison to Calgary

Sunday is one of the best days to book for cheap flights from Madison to Calgary: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Madison to Calgary

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Madison to Calgary in 2026. You can also book with separate airlines for your outbound and return journeys, from $294 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Madison to Calgary flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Madison to Calgary airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Madison to Calgary Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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