How many flights depart from Calgary to Wisconsin on average per week?

As of September 2026, there are 137 flights per week flying from Calgary to Wisconsin. The most common day of the week flights depart is Fri, with 19% of flights taking off on this day.

What is the cheapest airline that flies from Calgary to Wisconsin?

Delta, Porter Airlines, and American Airlines are the most popular carriers operating from Calgary to Wisconsin

When did momondo last update prices for flights from Calgary Airport to Wisconsin?

Prices for flights from Calgary Airport to Wisconsin were last updated today.

How many operators does momondo search for flights from Calgary Airport to Wisconsin?

As of September 2026, there are 5 operators available to choose from for flights from Calgary Airport to Wisconsin.

How old do you have to be to fly from Calgary Airport to Wisconsin?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Calgary Airport to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$124 Cheap Flights from Calgary to Wisconsin in 2026

Find the cheapest flights from Calgary to Wisconsin

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 am - 1:25 pmYYC Calgary-MSP Minneapolis St Paul

5h 25m1 stop Edmonton

5:00 pm - 10:20 pmMSP Minneapolis St Paul-YYC Calgary

6h 20m1 stop Regina

$208WestJet

Fri, Oct 23 - Fri, Oct 30

7:00 am - 1:25 pmYYC Calgary-MSP Minneapolis St Paul

5h 25m1 stop Edmonton

2:55 pm - 7:40 pmMSP Minneapolis St Paul-YYC Calgary

5h 45m1 stop Edmonton

$209WestJet

Sat, Oct 10 - Sat, Oct 17

6:00 am - 3:38 pmYYC Calgary-ORD Chicago O'Hare Intl

8h 38m1 stop Toronto Pearson Intl

3:45 pm - 1:50 amORD Chicago O'Hare Intl-YYC Calgary

10h 05m1 stop Montreal Pierre Elliott Trudeau Intl

$253Air Canada

Fri, Oct 30 - Mon, Nov 2

6:00 am - 11:59 pmYYC Calgary-ORD Chicago O'Hare Intl

16h 59m1 stop Denver Intl

8:40 am - 1:35 pmORD Chicago O'Hare Intl-YYC Calgary

4h 55mnonstop

$253Lufthansa

Fri, Oct 30 - Thu, Nov 5

1:51 pm - 6:36 pmYYC Calgary-ORD Chicago O'Hare Intl

3h 45mnonstop

10:00 am - 12:51 pmORD Chicago O'Hare Intl-YYC Calgary

3h 51mnonstop

$254American Airlines

Fri, Oct 23 - Fri, Oct 30

6:00 am - 10:46 pmYYC Calgary-ORD Chicago O'Hare Intl

15h 46m1 stop Denver Intl

8:40 am - 11:53 pmORD Chicago O'Hare Intl-YYC Calgary

15h 13m1 stop Denver Intl

$256United Airlines

Fri, Oct 30 - Mon, Nov 2

6:00 am - 10:46 pmYYC Calgary-ORD Chicago O'Hare Intl

15h 46m1 stop Denver Intl

8:40 am - 11:35 amORD Chicago O'Hare Intl-YYC Calgary

3h 55mnonstop

$256United Airlines

Thu, Oct 29 - Fri, Oct 30

9:20 am - 4:35 pmYYC Calgary-ORD Chicago O'Hare Intl

6h 15m1 stop Winnipeg

8:40 am - 11:28 amORD Chicago O'Hare Intl-YYC Calgary

3h 48mnonstop

$258Air Canada

Sat, Oct 3 - Tue, Oct 6

6:00 am - 11:59 pmYYC Calgary-ORD Chicago O'Hare Intl

16h 59m1 stop Denver Intl

2:15 pm - 10:57 pmORD Chicago O'Hare Intl-YYC Calgary

9h 42m1 stop Toronto Pearson Intl

$259Multiple Airlines

Sun, Oct 11 - Fri, Oct 16

7:00 am - 11:29 amYYC Calgary-ORD Chicago O'Hare Intl

3h 29mnonstop

1:46 pm - 9:42 pmORD Chicago O'Hare Intl-YYC Calgary

8h 56m1 stop Dallas/Fort Worth

$267American Airlines

Wed, Sep 23 - Sat, Sep 26

Cheap last minute flights

Enter your travel dates to find the best prices.

8:10 am - 2:05 pmYYC Calgary-MSP Minneapolis St Paul

4h 55m1 stop Regina

3:50 pm - 8:45 pmMSP Minneapolis St Paul-YYC Calgary

5h 55m1 stop Regina

$279WestJet

Fri, Sep 18 - Wed, Sep 30

8:10 am - 2:05 pmYYC Calgary-MSP Minneapolis St Paul

4h 55m1 stop Regina

3:05 pm - 5:00 pmMSP Minneapolis St Paul-YYC Calgary

2h 55mnonstop

$283WestJet

Fri, Sep 18 - Wed, Sep 30

1:51 pm - 6:36 pmYYC Calgary-ORD Chicago O'Hare Intl

3h 45mnonstop

8:30 pm - 11:29 pmORD Chicago O'Hare Intl-YYC Calgary

3h 59mnonstop

$291American Airlines

Wed, Sep 16 - Tue, Sep 22

7:00 am - 11:29 amYYC Calgary-ORD Chicago O'Hare Intl

3h 29mnonstop

3:00 pm - 9:42 pmORD Chicago O'Hare Intl-YYC Calgary

7h 42m1 stop Dallas/Fort Worth

$295American Airlines

Wed, Sep 16 - Tue, Sep 22

6:35 am - 8:30 pmYYC Calgary-ORD Chicago O'Hare Intl

12h 55m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County

2:05 pm - 11:06 pmORD Chicago O'Hare Intl-YYC Calgary

10h 01m1 stop Salt Lake City

$296Delta

Wed, Sep 16 - Tue, Sep 22

1:27 pm - 10:00 pmYYC Calgary-ORD Chicago O'Hare Intl

7h 33m1 stop Denver Intl

4:26 pm - 9:48 pmORD Chicago O'Hare Intl-YYC Calgary

6h 22m1 stop Denver Intl

$296United Airlines

Wed, Sep 16 - Tue, Sep 22

6:00 am - 9:59 pmYYC Calgary-ORD Chicago O'Hare Intl

14h 59m1 stop Denver Intl

3:40 pm - 11:47 pmORD Chicago O'Hare Intl-YYC Calgary

9h 07m1 stop Montreal Pierre Elliott Trudeau Intl

$321Multiple Airlines

Mon, Sep 14 - Wed, Sep 30

8:30 am - 1:05 pmYYC Calgary-ORD Chicago O'Hare Intl

3h 35mnonstop

1:00 pm - 9:53 pmORD Chicago O'Hare Intl-YYC Calgary

9h 53m1 stop Denver Intl

$326United Airlines

Wed, Sep 16 - Sat, Oct 31

7:45 am - 11:59 pmYYC Calgary-ORD Chicago O'Hare Intl

15h 14m2 stops Salt Lake City Atlanta Hartsfield-Jackson

1:55 pm - 11:12 pmORD Chicago O'Hare Intl-YYC Calgary

10h 17m2 stops Detroit Metropolitan Wayne County Salt Lake City

$331Delta

Wed, Sep 16 - Sat, Oct 31

7:00 am - 11:29 amYYC Calgary-ORD Chicago O'Hare Intl

3h 29mnonstop

8:30 pm - 11:29 pmORD Chicago O'Hare Intl-YYC Calgary

3h 59mnonstop

$397Porter Airlines

Wed, Sep 16 - Wed, Sep 16

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American Airlines flights from Calgary to Wisconsin

Our best American Airlines deals on Calgary to Wisconsin flight tickets

American Airlines

Oct 23

YYC1:51 pmCalgary

3h 45m

ORD6:36 pmChicago O'Hare Intl

Oct 30

ORD10:00 amChicago O'Hare Intl

3h 51m

YYC12:51 pmCalgary

$254

American Airlines

Sep 23

YYC7:00 amCalgary

3h 29m

ORD11:29 amChicago O'Hare Intl

Sep 26

ORD1:46 pmChicago O'Hare Intl

8h 56m

1 stop

YYC9:42 pmCalgary

$267

American Airlines

Oct 22

YYC1:51 pmCalgary

3h 45m

ORD6:36 pmChicago O'Hare Intl

Oct 27

ORD10:00 amChicago O'Hare Intl

3h 51m

YYC12:51 pmCalgary

$275

Delta flights from Calgary to Wisconsin

Our best Delta deals on Calgary to Wisconsin flight tickets

Delta

Oct 3

YYC6:35 amCalgary

13h 21m

2 stops

ORD8:56 pmChicago O'Hare Intl

Oct 6

ORD2:03 pmChicago O'Hare Intl

10h 07m

1 stop

YYC11:10 pmCalgary

$262

Delta

Sep 26

YYC6:35 amCalgary

9h 24m

1 stop

ORD4:59 pmChicago O'Hare Intl

Sep 29

ORD8:25 amChicago O'Hare Intl

5h 35m

1 stop

YYC1:00 pmCalgary

$263

Delta

Nov 14

YYC7:25 amCalgary

11h 52m

2 stops

ORD7:17 pmChicago O'Hare Intl

Nov 18

ORD2:03 pmChicago O'Hare Intl

11h 14m

1 stop

YYC1:17 amCalgary

$277

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryMinneapolis

YYC Calgary - MSP Minneapolis St Paul

YYCMSP

Calgary

Fri 10/23

7:00 am-1:25 pm

1 stop5h 25m

Minneapolis St Paul

Fri 10/30

5:00 pm-10:20 pm

1 stop6h 20m

$208

CalgaryMinneapolis

YYC Calgary - MSP Minneapolis St Paul

YYCMSP

Calgary

Sat 10/10

7:00 am-1:25 pm

1 stop5h 25m

Minneapolis St Paul

Sat 10/17

2:55 pm-7:40 pm

1 stop5h 45m

$209

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Fri 10/30

6:00 am-3:38 pm

1 stop8h 38m

Chicago O'Hare Intl

Mon 11/2

3:45 pm-1:50 am

1 stop10h 05m

$253

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Fri 10/30

6:00 am-11:59 pm

1 stop16h 59m

Chicago O'Hare Intl

Thu 11/5

8:40 am-1:35 pm

Nonstop4h 55m

$253

Quickest round-trip

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Fri 10/23

1:51 pm-6:36 pm

Nonstop3h 45m

Chicago O'Hare Intl

Fri 10/30

10:00 am-12:51 pm

Nonstop3h 51m

$254

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Fri 10/30

6:00 am-10:46 pm

1 stop15h 46m

Chicago O'Hare Intl

Mon 11/2

8:40 am-11:53 pm

1 stop15h 13m

$256

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Thu 10/29

6:00 am-10:46 pm

1 stop15h 46m

Chicago O'Hare Intl

Fri 10/30

8:40 am-11:35 am

Nonstop3h 55m

$256

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Sat 10/3

9:20 am-4:35 pm

1 stop6h 15m

Chicago O'Hare Intl

Tue 10/6

8:40 am-11:28 am

Nonstop3h 48m

$258

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Sun 10/11

6:00 am-11:59 pm

1 stop16h 59m

Chicago O'Hare Intl

Fri 10/16

2:15 pm-10:57 pm

1 stop9h 42m

$259

CalgaryChicago

YYC Calgary - ORD Chicago O'Hare Intl

YYCORD

Calgary

Wed 9/23

7:00 am-11:29 am

Nonstop3h 29m

Chicago O'Hare Intl

Sat 9/26

1:46 pm-9:42 pm

1 stop8h 56m

$267

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Calgary to Wisconsin

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

Prices

Airlines

Other information

What is the cheapest month to fly to Wisconsin?

If you aren’t able to travel during the month of May, then book flights to Wisconsin from Calgary during January instead. Flights to Wisconsin in January, while not as cheap as those in May, still average around $0.

Can stopping save me money on Calgary to Wisconsin flights?

You could potentially save up to 15% on your flight if you consider stops on a Calgary to Wisconsin flight.

Cheap Calgary to Wisconsin flight deals and tips

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

Best Price Found	$124
Fastest flight time	1h 44m
Direct flights	Every day
Airports in Wisconsin	80 airports

The best one-way flight to Wisconsin from Calgary in the past 72 hours is $124. The best round-trip flight deal from Calgary to Wisconsin found on momondo in the last 72 hours is $208.

The fastest flight from Calgary to Wisconsin takes 1h 44m

Direct flights go from Calgary to Wisconsin every day.

There are 80 airports in Wisconsin. From Calgary there are direct flights to Chicago O'Hare Intl (ORD), Minneapolis St Paul (MSP).

Search flight deals

Frequently asked questions about flying from Calgary to Wisconsin

When did momondo last update prices for flights from Calgary Airport to Wisconsin?
Prices for flights from Calgary Airport to Wisconsin were last updated today.
How many operators does momondo search for flights from Calgary Airport to Wisconsin?
As of September 2026, there are 5 operators available to choose from for flights from Calgary Airport to Wisconsin.
How old do you have to be to fly from Calgary Airport to Wisconsin?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Calgary Airport to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

Finding the right flight to Wisconsin from Calgary is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Wisconsin quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Wisconsin from Calgary which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Calgary and Wisconsin by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

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