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Cheap flights from Calgary to Madison

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Flight deals from Calgary to Madison

Looking for a cheap last-minute deal or the best round-trip flight from Calgary Airport to Madison Airport? If you want to travel next month, round-trip fares start from $545. Find the lowest prices on one-way and round-trip tickets right here.
Madison.$545 per passenger.Departing Wed, Jul 8, returning Mon, Jul 13.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Calgary on Wed, Jul 8, arriving in Madison.Inbound indirect flight with Delta, departing from Madison on Mon, Jul 13, arriving in Calgary.Price includes taxes and charges.From $545, select.
Madison.$556 per passenger.Departing Fri, Dec 25, returning Wed, Jan 6.Round-trip flight with WestJet.Outbound indirect flight with WestJet, departing from Calgary on Fri, Dec 25, arriving in Madison.Inbound indirect flight with WestJet, departing from Madison on Wed, Jan 6, arriving in Calgary.Price includes taxes and charges.From $556, select.
Madison.$556 per passenger.Departing Mon, Sep 14, returning Mon, Sep 21.Round-trip flight with WestJet.Outbound indirect flight with WestJet, departing from Calgary on Mon, Sep 14, arriving in Madison.Inbound indirect flight with WestJet, departing from Madison on Mon, Sep 21, arriving in Calgary.Price includes taxes and charges.From $556, select.
Madison.$606 per passenger.Departing Mon, Jun 29, returning Wed, Jul 1.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Calgary on Mon, Jun 29, arriving in Madison.Inbound indirect flight with Delta, departing from Madison on Wed, Jul 1, arriving in Calgary.Price includes taxes and charges.From $606, select.
Madison.$618 per passenger.Departing Thu, Aug 6, returning Sun, Aug 9.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Calgary on Thu, Aug 6, arriving in Madison.Inbound indirect flight with Delta, departing from Madison on Sun, Aug 9, arriving in Calgary.Price includes taxes and charges.From $618, select.
Madison.$640 per passenger.Departing Mon, Feb 8, returning Wed, Feb 17.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Calgary on Mon, Feb 8, arriving in Madison.Inbound indirect flight with Delta, departing from Madison on Wed, Feb 17, arriving in Calgary.Price includes taxes and charges.From $640, select.
Madison.$682 per passenger.Departing Thu, Jun 18, returning Thu, Jun 25.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Calgary on Thu, Jun 18, arriving in Madison.Inbound indirect flight with Delta, departing from Madison on Thu, Jun 25, arriving in Calgary.Price includes taxes and charges.From $682, select.

Find the cheapest month to fly from Calgary to Madison

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Calgary to Madison flights are currently cheapest in July.
Jun
from $682
Jul
from $545
Aug
from $618
Sep
from $556
Oct
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Nov
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Dec
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Jan
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Feb
from $640
Mar
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Apr
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May
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Calgary to Madison: Alternative routes

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

Madison

9km from central Madison
ClosestCheapest
from $545
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Calgary to Madison: Flight information

The things to know before you go.
Cheapest flight found$545
Cheapest month to flyJuly

Finding cheap flights from Calgary to Madison: Frequently asked questions

The best price we found for a round-trip flight from Calgary to Madison is $545. 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.
Currently, there are no airlines that fly direct from Calgary to Madison. But we found flights with one or more stops from $545.
There are no flights flying from Calgary to Madison, as of June 2026.
The cheapest month to fly from Calgary to Madison is usually July.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Calgary Airport to Madison Airport on Wednesday, July 8, 2026.
No airlines currently offer direct flights between Calgary Airport and Madison Airport. Most routes have one or more stops.
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 Madison 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.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Madison is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Delta offers the cheapest flight tickets to Madison.

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

  • Your YYC to MSN flight won't wait if you're running late, so be at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're traveling internationally.

  • Flying during a peak month such as July? Public holidays and other popular seasons can result in longer queues at airport checkpoints. Be extra cautious and arrive up to four hours before international flights and two hours before domestic departures.

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

  • $266 is the best price for a one-way Calgary International Airport to Dane County Regional Airport flight. Return flights start at $545. These prices can change depending on demand and availability.

  • To get your hands on cheap tickets from YYC to MSN, book early. Airlines typically offer their most competitively priced fares when flights are first released.

  • If you can be flexible with your travel dates, use the 'Whole month' search tool. It'll find the lowest price across each month when searching for your flight from Calgary International Airport to Dane County Regional Airport.

  • There's no need to check back in every day to find out if fares have dropped when you set up a Price Alert. We'll send you an update the moment there's a better deal on cheap flights from YYC to MSN.

  • Pick your ideal arrival and departure times, number of stops and airlines with the filters. Alternatively, sort your results by 'Cheapest' to see the best deals on flights from Calgary International Airport to Dane County Regional Airport.

Handy information about Calgary International Airport (YYC)

  • You'll find YYC at 2000 Airport Road Northeast.

  • 65.39% of flights that depart Calgary International Airport land at their destination on schedule.

  • Central Calgary to Calgary International Airport is approximately 16 kilometers. Depending on traffic, it'll take you about 20 minutes to get there if you're catching a cab, ride-sharing or driving.

  • The trip on public transport typically takes 1 hour.

  • Taking an early flight from Calgary International Airport to Dane County Regional Airport? Avoid the last-minute rush to the terminal (and get some extra shut-eye) by picking one of these stays near YYC:

Arriving at Dane County Regional Airport (MSN)

Getting from Dane County Regional Airport (MSN) to central Madison

  • The street address for MSN is 4000 International Lane.

  • Dane County Regional Airport to the center of Madison has a drive time of around 20 minutes. It's approximately 14 kilometers away.

  • Traveling on public transport typically takes 1 hour 10 minutes.

When to fly to Dane County Regional Airport (MSN)

  • August is the busiest month for flights from Calgary International Airport to Dane County Regional Airport. To skip the crowds, go to Madison in January.

  • The warmest month in Madison is July, with temperatures ranging between 13ºC (55ºF) and 29ºC (84ºF). Book your flights from Calgary International Airport to Dane County Regional Airport in this month if this is the kind of weather you like.

  • January sees average temperatures of between -18ºC (0ºF) and 0ºC (32ºF). Search for cheap tickets from YYC to MSN sometime then if you'd rather travel in cooler conditions.

Explore more of United States

  • You've seen Madison, now it's time to discover other corners of United States. Journey around 193 kilometers south-east to Chicago to tick off its top sights. From Millennium Park to Art Institute of Chicago and LandShark Beer Garden at Navy Pier, there's plenty to keep you busy.

  • If you're ready to explore another major destination in United States, consider Indianapolis, roughly 451 kilometers south-east of Madison. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are key reasons to visit.

Plan the rest of your trip from Calgary to Madison

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.