$260 Cheap Flights from Calgary (YYC) to Madison (MSN)

View $260 flight on Wed, Jun 17, 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 to Madison (YYC-MSN)

Prices were available within the past 7 days and start at $260 for one-way flights and $527 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Mon, Jun 29 - Mon, Jul 27
YYC
Calgary
MSN
Madison
$527 Roundtrip, found 2 days ago
$527
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, Jun 29 from Calgary to Madison, returning Mon, Jul 27, priced at $527 found 2 days ago
American Airlines
Fri, Jun 12 - Fri, Jun 19
YYC
Calgary
MSN
Madison
$548 Roundtrip, found 4 days ago
$548
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Jun 12 from Calgary to Madison, returning Fri, Jun 19, priced at $548 found 4 days ago
United
Fri, Jun 12 - Fri, Jun 19
YYC
Calgary
MSN
Madison
$562 Roundtrip, found 4 days ago
$562
Roundtrip
found 4 days ago
Select United flight, departing Fri, Jun 12 from Calgary to Madison, returning Fri, Jun 19, priced at $562 found 4 days ago
WestJet
Fri, Aug 7 - Sat, Jan 30
YYC
Calgary
MSN
Madison
$586 Roundtrip, found 1 day ago
$586
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Aug 7 from Calgary to Madison, returning Sat, Jan 30, priced at $586 found 1 day ago
United
Fri, Jun 12 - Fri, Jun 19
YYC
Calgary
MSN
Madison
$595 Roundtrip, found 4 days ago
$595
Roundtrip
found 4 days ago
Select United flight, departing Fri, Jun 12 from Calgary to Madison, returning Fri, Jun 19, priced at $595 found 4 days ago
United
Fri, Jun 12 - Fri, Jun 19
YYC
Calgary
MSN
Madison
$602 Roundtrip, found 4 days ago
$602
Roundtrip
found 4 days ago
Select United flight, departing Fri, Jun 12 from Calgary to Madison, returning Fri, Jun 19, priced at $602 found 4 days ago
WestJet
Fri, Jul 3 - Tue, Jul 7
YYC
Calgary
MSN
Madison
$615 Roundtrip, found 3 days ago
$615
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, Jul 3 from Calgary to Madison, returning Tue, Jul 7, priced at $615 found 3 days ago
American Airlines
Fri, Jun 12 - Fri, Jun 19
YYC
Calgary
MSN
Madison
$624 Roundtrip, found 4 days ago
$624
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Jun 12 from Calgary to Madison, returning Fri, Jun 19, priced at $624 found 4 days ago
Air Canada
Fri, Aug 7 - Sat, Jan 30
YYC
Calgary
MSN
Madison
$772 Roundtrip, found 1 day ago
$772
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Aug 7 from Calgary to Madison, returning Sat, Jan 30, priced at $772 found 1 day ago
Alaska Airlines
Wed, Jul 22 - Tue, Jul 28
YYC
Calgary
MSN
Madison
$774 Roundtrip, found 18 hours ago
$774
Roundtrip
found 18 hours ago
Select Alaska Airlines flight, departing Wed, Jul 22 from Calgary to Madison, returning Tue, Jul 28, priced at $774 found 18 hours ago

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

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

Travel between Calgary (YYC) and Madison (MSN) with a range of airlines on this international short-haul route. You can compare options from various full-service carriers to find a flight that aligns with your budget and schedule as you prepare to discover Madison's renowned attractions and neighborhoods. Here, you'll find essential information about flights from Calgary International Airport (YYC) to Dane County Regional Airport (MSN).

  • Fastest flight duration: around 4h 45m in-flight, plus roughly 1h 45m layover with one stop
  • Route distance: roughly 1,300 miles (2,090 km)
  • Flights per week: around 7 departures on average
  • Typical fares (one-way): economy tickets often range from $215–$535, depending on seasonality and how far ahead you book

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

Recent traveler bookings reveal the top airlines flying from Calgary to Madison, often selected for their one-stop service. Common layover points include O'Hare International Airport (ORD) with a roughly 1-hour layover, Denver International Airport (DEN) at about 1 hour and 45 minutes, and Dallas-Fort Worth International Airport (DFW) with a 1-hour and 30-minute layover. This allows you to customize your journey by balancing price, overall travel time, and cabin class to secure the ideal itinerary.

  • American Airlines: As a comprehensive airline, it provides one-stop service with one-way fares generally priced between $225 and $415. It represents about 39% of departures on this route, featuring an in-flight duration of 4 hours 45 minutes and a total travel time of approximately 6 hours 30 minutes, including the layover.
  • United: This full-service airline also offers one-stop flights, with one-way fares typically ranging from $270 to $620. United accounts for roughly 35% of departures for this route, with an in-flight time of 4 hours 45 minutes and a total journey length of around 6 hours 30 minutes, inclusive of layovers.
  • Delta: Another full-service carrier providing one-stop service, Delta's one-way fares usually fall between $235 and $365. It holds about 19% of the departures on this route, with an in-flight time of 4 hours 45 minutes and an overall journey duration of approximately 6 hours 30 minutes, factoring in layovers.

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

  • Calgary to Appleton (YYC-ATW): Located approximately 88 miles from Dane County Regional Airport (MSN), Appleton International Airport (ATW) offers a variety of travel options. One-way economy prices for this route generally fall between $290 and $605, influenced by the season and how in advance you book. Typically, this route features one-stop flights, with common layover points at O'Hare International Airport (ORD) and Minneapolis - St. Paul International Airport (MSP). Major airlines operating on this route include American Airlines and United.

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

Getting some of the best deals on flights from Calgary to Madison 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 typically found when booking 2-8 weeks in advance, although most travelers book at least 2 months ahead. Departures between 12 PM and 6 PM tend to be less expensive and are also the most popular times to fly. Additionally, flying on Wednesday usually offers lower prices, while Friday is 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 Dane County Regional Airport from Calgary International Airport

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

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Madison, with private rides that can be arranged in advance.
  • Car rental: Renting a car from Dane County Regional Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Dane County Regional 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 Dane County Regional Airport, Madison Station, a train station, is located about 7.2 miles away by car, while Madison Dutch Mill Park and Ride, a bus station, is situated approximately 9.2 miles away by car, providing convenient transport options for travelers.

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 $260 and cheap return flights from $527 Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) with Expedia. One-way flights generally range between $318 and $994, and roundtrip flights usually range from $632 to $4592. 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 Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional) 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 Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
The cheapest month to fly from YYC to MSN is June 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 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)?
Porter Airlines is one of the cheapest airlines offering connecting flights from Calgary, AB (YYC) to Madison, WI (MSN) with a layover in Toronto (YYZ), starting from around $712. 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 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.
What is the earliest flight from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from YYC to MSN. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
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 (YYC) to Madison (MSN) are in the early morning, from 6am to 9am. About 45% of passengers prefer this time window. Many major carriers, including Delta, American Airlines and United Airlines, offer flights during this window. This timing is favored as it allows travelers to make the most of their day upon arrival.
How long does it take to fly from Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
Flights from YYC to MSN with one stop typically take around 7 hours 30 minutes, covering approximately 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 Calgary, AB (YYC-Calgary Intl.) to Madison, WI (MSN-Dane County Regional)?
Business class seats are offered on the YYC to MSN route with Air Canada and United Airlines.First class cabins are available on:

  • Delta Air Lines
  • United Airlines
  • WestJet

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 from Calgary Intl. (YYC)?
From Calgary Intl. (YYC), you can fly into Dane County Regional (MSN) to reach Madison. Some flights may connect through major hubs like Pearson Intl. (YYZ), Denver Intl. (DEN), Seattle - Tacoma Intl. (SEA) 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) Madison 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 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
Roundtrip price
$526
Distance
1275 mi

Book with confidence

Calgary to Madison Flights

The cheapest times to fly from Calgary to Madison

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 Calgary to Madison are during the month of June. You can find some of the cheapest flights from Calgary to Madison with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Calgary to Madison

Sunday is one of the best days to book for cheap flights from Calgary to Madison: 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 Calgary to Madison

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 Calgary to Madison in 2026. You can also book with separate airlines for your outbound and return journeys, from $260 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 Calgary to Madison 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 Calgary to Madison 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.

 

Calgary to Madison Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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