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Cheap flights from Calgary to Madison from $289

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Calgary to Madison departing on 8/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Calgary to Madison

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:00 am - 8:42 pm
YYC
-
MSN
13h 42m
1 stop
United Airlines Logo
2:50 pm - 9:53 pm
MSN
-
YYC
8h 03m
1 stop
$570United Airlines
Thu, Oct 29 - Sat, Oct 31
United Airlines Logo
6:00 am - 8:39 pm
YYC
-
MSN
13h 39m
1 stop
United Airlines Logo
2:47 pm - 10:37 pm
MSN
-
YYC
8h 50m
1 stop
$582United Airlines
Mon, Aug 31 - Tue, Sep 1
United Airlines Logo
8:00 am - 8:39 pm
YYC
-
MSN
11h 39m
1 stop
United Airlines Logo
8:10 am - 10:37 pm
MSN
-
YYC
15h 27m
1 stop
$584United Airlines
Mon, Aug 31 - Tue, Sep 1
Alaska Airlines Logo
7:00 pm - 9:16 am
YYC
-
MSN
13h 16m
2 stops
Alaska Airlines Logo
6:25 am - 6:10 pm
MSN
-
YYC
12h 45m
2 stops
$685Alaska Airlines
Thu, Oct 29 - Sat, Oct 31
Delta Logo
10:00 am - 9:00 pm
YYC
-
MSN
10h 00m
2 stops
Delta Logo
6:00 am - 12:45 pm
MSN
-
YYC
7h 45m
1 stop
$688Delta
Thu, Oct 29 - Sat, Oct 31
Air Canada Logo
12:45 am - 5:02 pm
YYC
-
MSN
15h 17m
2 stops
Air Canada Logo
2:50 pm - 9:53 pm
MSN
-
YYC
8h 03m
1 stop
$705Air Canada
Wed, Oct 28 - Sat, Oct 31
Air Canada Logo
8:00 am - 11:59 pm
YYC
-
MSN
14h 59m
1 stop
Air Canada Logo
2:47 pm - 8:31 am
MSN
-
YYC
18h 44m
2 stops
$724Air Canada
Mon, Aug 31 - Tue, Sep 1
Air Canada Logo
12:45 am - 5:02 pm
YYC
-
MSN
15h 17m
2 stops
Air Canada Logo
10:40 am - 11:24 pm
MSN
-
YYC
13h 44m
2 stops
$748Air Canada
Wed, Oct 28 - Sat, Oct 31
Air Canada Logo
12:45 am - 5:02 pm
YYC
-
MSN
15h 17m
2 stops
Air Canada Logo
10:40 am - 11:24 pm
MSN
-
YYC
13h 44m
2 stops
$749Air Canada
Wed, Oct 28 - Sat, Oct 31
Air Canada Logo
12:30 pm - 11:59 pm
YYC
-
MSN
10h 29m
2 stops
Air Canada Logo
2:47 pm - 10:37 pm
MSN
-
YYC
8h 50m
1 stop
$935Air Canada
Mon, Aug 31 - Tue, Sep 1

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United Airlines flights from Calgary to Madison

Our best United Airlines deals on Calgary to Madison flight tickets
United Airlines
Oct 29
YYC6:00 amCalgary
13h 42m
1 stop
MSN8:42 pmMadison Truax Field
Oct 31
MSN2:50 pmMadison Truax Field
8h 03m
1 stop
YYC9:53 pmCalgary
$570
United Airlines
Aug 31
YYC6:00 amCalgary
13h 39m
1 stop
MSN8:39 pmMadison Truax Field
Sep 1
MSN2:47 pmMadison Truax Field
8h 50m
1 stop
YYC10:37 pmCalgary
$582
United Airlines
Aug 31
YYC8:00 amCalgary
11h 39m
1 stop
MSN8:39 pmMadison Truax Field
Sep 1
MSN8:10 amMadison Truax Field
15h 27m
1 stop
YYC10:37 pmCalgary
$584

Alaska Airlines flights from Calgary to Madison

Our best Alaska Airlines deals on Calgary to Madison flight tickets
Alaska Airlines
Oct 29
YYC7:00 pmCalgary
13h 16m
2 stops
MSN9:16 amMadison Truax Field
Oct 31
MSN6:25 amMadison Truax Field
12h 45m
2 stops
YYC6:10 pmCalgary
$685
Alaska Airlines
Aug 31
YYC6:33 amCalgary
10h 46m
2 stops
MSN6:19 pmMadison Truax Field
Sep 1
MSN9:48 amMadison Truax Field
13h 58m
2 stops
YYC10:46 pmCalgary
$989
Alaska Airlines
Aug 31
YYC6:33 amCalgary
10h 46m
2 stops
MSN6:19 pmMadison Truax Field
Sep 1
MSN9:48 amMadison Truax Field
13h 58m
2 stops
YYC10:46 pmCalgary
$1,001

momondo Fare Finder

 
Customize your flight search to find flights from Calgary to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 30, 2026.
Use the filters below to find and compare flights from Calgary to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 10/29

6:00 am-8:42 pm

1 stop13h 42m

Madison Truax Field

Sat 10/31

2:50 pm-9:53 pm

1 stop8h 03m

$570

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 8/31

6:00 am-8:39 pm

1 stop13h 39m

Madison Truax Field

Tue 9/1

2:47 pm-10:37 pm

1 stop8h 50m

$582

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 8/31

8:00 am-8:39 pm

1 stop11h 39m

Madison Truax Field

Tue 9/1

8:10 am-10:37 pm

1 stop15h 27m

$584

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 10/29

7:00 pm-9:16 am

2 stops13h 16m

Madison Truax Field

Sat 10/31

6:25 am-6:10 pm

2 stops12h 45m

$685
Quickest round-trip

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Thu 10/29

10:00 am-9:00 pm

2 stops10h 00m

Madison Truax Field

Sat 10/31

6:00 am-12:45 pm

1 stop7h 45m

$688

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 10/28

12:45 am-5:02 pm

2 stops15h 17m

Madison Truax Field

Sat 10/31

2:50 pm-9:53 pm

1 stop8h 03m

$705

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 8/31

8:00 am-11:59 pm

1 stop14h 59m

Madison Truax Field

Tue 9/1

2:47 pm-8:31 am

2 stops18h 44m

$724

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 10/28

12:45 am-5:02 pm

2 stops15h 17m

Madison Truax Field

Sat 10/31

10:40 am-11:24 pm

2 stops13h 44m

$748

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Wed 10/28

12:45 am-5:02 pm

2 stops15h 17m

Madison Truax Field

Sat 10/31

10:40 am-11:24 pm

2 stops13h 44m

$749

CalgaryMadison

YYC - MSN

YYCMSN

Calgary

Mon 8/31

12:30 pm-11:59 pm

2 stops10h 29m

Madison Truax Field

Tue 9/1

2:47 pm-10:37 pm

1 stop8h 50m

$935

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Madison from

How to get the cheapest flight ticket from Calgary to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Calgary to Madison Truax Field?

United Airlines and Delta are the most popular carriers operating from Calgary to Madison Truax Field

When to book flights from Calgary to Madison

Are you open to changing your travel dates? Check out the ideal times to fly from Calgary to Madison according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Calgary to Madison (YYC to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Calgary to Madison

Fastest flight time

5h 26m

Direct flights

None
The fastest flight from Calgary to Madison takes 5h 26m
There are no direct flights from Calgary to Madison. There are no popular flight routes from Calgary to Madison.
Search flight deals

Frequently asked questions about flying from Calgary to Madison

  • How far is Calgary to Madison Truax Field by plane?

    The straight-line distance from Calgary to Madison Truax Field is 1276.2 mi. A reasonable flight in good conditions will take 5h 26m.

  • When did momondo last update prices for flights from Calgary Airport to Madison Truax Field Airport?

    Prices for flights from Calgary Airport to Madison Truax Field Airport are updated daily.

  • How old do you have to be to fly from Calgary Airport to Madison Truax Field Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Calgary Airport to Madison Truax Field Airport.

  • What documentation or ID do you need to fly to Madison Truax Field Airport?

    The travel and health documents you'll need for your trip to Madison Truax Field Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Madison Truax Field Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Baraboo
Middleton
Fitchburg
Portage
Sun Prairie
Windsor
Evansville
Cambridge
Oxford

Why use momondo?

Why should I use momondo to find a flight deal from Calgary to Madison?

It is quick and easy to find Calgary to Madison flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Madison that suits you.

Can I find flights from Calgary to Madison with flexible booking policies on momondo?

All flight searches from Calgary to Madison on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Calgary to Madison?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Calgary to Madison.

I’m not ready to book a flight from Calgary to Madison right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Calgary to Madison flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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