Cheap flights from Madison to Calgary

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Flight deals from Madison Airport to Calgary Airport

Looking for a cheap last-minute deal or the best round-trip flight from Madison Airport to Calgary Airport? If you want to travel next month, round-trip fares start from $556. Find the lowest prices on one-way and round-trip tickets right here.

Calgary.$556 per passenger.Departing Sat, Apr 18, returning Sat, Apr 25.Round-trip flight with United.Outbound indirect flight with United, departing from Madison on Sat, Apr 18, arriving in Calgary.Inbound indirect flight with United, departing from Calgary on Sat, Apr 25, arriving in Madison.Price includes taxes and charges.From $556, select.

Calgary.$619 per passenger.Departing Mon, Jun 22, returning Sun, Jun 28.Round-trip flight with Breeze Airways and WestJet.Outbound indirect flight with Breeze Airways, departing from Madison on Mon, Jun 22, arriving in Calgary.Inbound indirect flight with WestJet, departing from Calgary on Sun, Jun 28, arriving in Madison.Price includes taxes and charges.From $619, select.

Calgary.$640 per passenger.Departing Mon, Sep 14, returning Fri, Sep 25.Round-trip flight with Breeze Airways and Alaska Airlines.Outbound indirect flight with Breeze Airways, departing from Madison on Mon, Sep 14, arriving in Calgary.Inbound indirect flight with Alaska Airlines, departing from Calgary on Fri, Sep 25, arriving in Madison.Price includes taxes and charges.From $640, select.

Calgary.$739 per passenger.Departing Thu, Jul 2, returning Sun, Jul 5.Round-trip flight with United.Outbound indirect flight with United, departing from Madison on Thu, Jul 2, arriving in Calgary.Inbound indirect flight with United, departing from Calgary on Sun, Jul 5, arriving in Madison.Price includes taxes and charges.From $739, select.

Calgary.$835 per passenger.Departing Sat, Mar 28, returning Mon, Mar 30.Round-trip flight with WestJet.Outbound indirect flight with WestJet, departing from Madison on Sat, Mar 28, arriving in Calgary.Inbound indirect flight with WestJet, departing from Calgary on Mon, Mar 30, arriving in Madison.Price includes taxes and charges.From $835, select.

Find the cheapest month to fly from Madison to Calgary

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Madison to Calgary flights are currently cheapest in April.

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Madison to Calgary: Alternative routes

Compare routes from Madison to Calgary below. You may find an airport to fly into that's cheaper, faster, or easier than Calgary.

Calgary

8km from central Calgary

ClosestCheapest

from $556

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Madison to Calgary: Flight information

The things to know before you go.

Cheapest flight found	$556
Cheapest month to fly	April

Finding cheap flights from Madison to Calgary: Frequently asked questions

How much are round-trip flights from Madison to Calgary?

The best price we found for a round-trip flight from Madison to Calgary is $556. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which airlines fly direct from Madison to Calgary?

Currently, there are no airlines that fly direct from Madison to Calgary. But we found flights with one or more stops from $556.

How many flights are there a week from Madison to Calgary?

There are no flights flying from Madison to Calgary, as of March 2026.

When is the cheapest time to fly from Madison to Calgary?

The cheapest month to fly from Madison to Calgary is usually April.

Which upcoming date is cheapest to fly from Madison Airport to Calgary Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Madison Airport to Calgary Airport on Saturday, April 18, 2026.

Can I get a direct flight from Madison Airport to Calgary Airport?

No airlines currently offer direct flights between Madison Airport and Calgary Airport. Most routes have one or more stops.

How can I find the best flight deal to Calgary?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Calgary but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Calgary?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Calgary is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly with from Madison Airport to Calgary?

Currently, United offers the cheapest flight tickets to Calgary.

Traveling from Dane County Regional Airport (MSN) to Calgary International Airport (YYC): what you need to know

Calgary is one hour behind Madison and follows the UTC-6 timezone.
Arriving two hours before an international flight and one hour ahead of a domestic departure are tried-and-true travel tips. Be at the airport on time to catch your MSN to YYC flight.
Flying during a peak time like August? Public holidays and other high seasons can mean longer lines at airport checkpoints. Play it safe and arrive up to four hours before an international flight and two hours before a domestic departure.
We make it a breeze to book a flight with a stopover. To see your options for tickets from Dane County Regional Airport to Calgary International Airport, uncheck 'Direct flights only.' Then, choose a flight with a stop long enough to explore your chosen city. Popular stopovers between MSN and YYC include:
- Minneapolis-St. Paul International Airport
- O'Hare International Airport
- Denver International Airport

How to find the cheapest flights from Dane County Regional Airport (MSN) to Calgary International Airport (YYC)

$244 is the best price for a one-way Dane County Regional Airport to Calgary International Airport flight. A return flight starts at $556. These fares may change based on demand and availability.
To score cheap tickets from MSN to YYC, book ahead. Airlines generally offer lower fares when flights are first released.
If you can be flexible with your travel dates, use the 'Whole month' search tool. It'll show you the lowest price in each month when searching for a flight from Dane County Regional Airport to Calgary International Airport.
There's no need to check back in every day to see if fares have dropped when you set up a Price Alert. We'll update you as soon as there's a better deal on cheap flights from MSN to YYC.
Tailor your flights with filters. Choose your ideal departure and arrival times, airlines and total journey duration. You can also sort the results by 'Fastest,' 'Best' or 'Cheapest' flights from Dane County Regional Airport to Calgary International Airport.

Handy information about Dane County Regional Airport (MSN)

You'll find MSN at 4000 International Lane.
When it comes to Dane County Regional Airport's on-time performance, 77.89% of flights stick to their scheduled arrival time.
Dane County Regional Airport is about 14 kilometers from central Madison. If you're driving, catching a cab or ride-sharing from the center, it'll take you 20 minutes or so to arrive, depending on the traffic.
The journey when using public transport takes about 1 hour 10 minutes.
Catching an early flight from Dane County Regional Airport to Calgary International Airport? Avoid the hassle of rushing to the terminal (and enjoy a little extra shut-eye) by picking one of these hotels near MSN:

Arriving at Calgary International Airport (YYC)

Consider booking a hotel near YYC if you're catching a late Dane County Regional Airport to Calgary International Airport flight. Check in to one of these accommodation options and skip the long transfer:
Explore without limits with a Calgary International Airport rental car. Pick up your wheels from Routes Car Rentals, Thrifty or Avis and discover more of Calgary and beyond.
Booking your ride from Calgary International Airport about four weeks ahead can help you get the lowest rate.

Getting from Calgary International Airport (YYC) to central Calgary

You'll find YYC at 2000 Airport Road Northeast.
Calgary International Airport is approximately 16 kilometers from the center of Calgary. The drive time takes about 20 minutes.
When traveling on public transport, expect a journey time of around 1 hour.

When to fly to Calgary International Airport (YYC)

July is the most popular month for flights from Dane County Regional Airport to Calgary International Airport. To skip the crowds, head to Calgary in February.
When booking your flight from Dane County Regional Airport to Calgary International Airport, think about the type of weather you enjoy. August is the warmest month in Calgary, with the temperature ranging from 8ºC (46ºF) to 26ºC (79ºF).
If you like cooler conditions, look for a cheap ticket from MSN to YYC in December. Average temperatures are between -18ºC (0ºF) and 0ºC (32ºF) then.

Explore more of Canada

Edmonton is just one of the many places in Canada waiting to be discovered after you've experienced Calgary. Around 274 kilometers away to the north, its best attractions include Royal Alberta Museum, Fort Edmonton Park and Alberta Legislature Building.
Around 402 kilometers west of Calgary, Kelowna is another favorite stop in Canada. Experience major highlights starting with Kasugai Japanese Garden, Waterfront Park and BC Wine Museum & VQA Wine Shop.