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Cheap flights from Calgary to Wisconsin from $93

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 Wisconsin departing on 1/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Calgary to Wisconsin

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
9:00 am - 1:35 pm
YYC
-
ORD
3h 35mnonstop
WestJet Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
$149WestJet
Fri, Feb 20 - Mon, Feb 23
WestJet Logo
9:00 am - 1:35 pm
YYC
-
ORD
3h 35mnonstop
WestJet Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
$151WestJet
Fri, Feb 20 - Mon, Feb 23
WestJet Logo
9:00 am - 1:35 pm
YYC
-
ORD
3h 35mnonstop
WestJet Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
$153WestJet
Mon, Jan 12 - Fri, Jan 23
Air Canada Logo
5:35 am - 3:10 pm
YYC
-
ORD
8h 35m1 stop
Air Canada Logo
3:55 pm - 12:14 am
ORD
-
YYC
9h 19m1 stop
$158Air Canada
Thu, Jan 15 - Wed, Jan 21
United Airlines Logo
1:27 pm - 11:57 pm
YYC
-
ORD
9h 30m1 stop
United Airlines Logo
8:46 am - 11:37 am
ORD
-
YYC
3h 51mnonstop
$166United Airlines
Thu, Apr 9 - Mon, Apr 13
Multiple Airlines Logo
5:35 am - 3:10 pm
YYC
-
ORD
8h 35m1 stop
Multiple Airlines Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
$171Multiple Airlines
Fri, Jan 23 - Fri, Jan 30
Air Canada Logo
5:35 am - 3:10 pm
YYC
-
ORD
8h 35m1 stop
Air Canada Logo
10:00 am - 6:54 pm
ORD
-
YYC
9h 54m1 stop
$176Air Canada
Sat, Jan 24 - Sat, Jan 31
United Airlines Logo
8:30 am - 12:50 pm
YYC
-
ORD
3h 20mnonstop
United Airlines Logo
7:15 am - 9:38 pm
ORD
-
YYC
15h 23m1 stop
$181United Airlines
Tue, May 26 - Sat, May 30
American Airlines Logo
1:40 pm - 10:58 am
YYC
-
MKE
20h 18m1 stop
American Airlines Logo
6:58 pm - 12:48 pm
MKE
-
YYC
18h 50m1 stop
$339American Airlines
Fri, Jan 23 - Sun, Jan 25
American Airlines Logo
1:40 pm - 3:57 pm
YYC
-
MKE
25h 17m1 stop
American Airlines Logo
9:30 am - 9:58 pm
MKE
-
YYC
13h 28m2 stops
$349American Airlines
Sat, Jan 24 - Sat, Jan 31

United Airlines flights from Calgary to Wisconsin

Our best United Airlines deals on Calgary to Wisconsin flight tickets
United Airlines
Apr 9
YYC1:27 pmCalgary
9h 30m
1 stop
ORD11:57 pmChicago O'Hare Intl
Apr 13
ORD8:46 amChicago O'Hare Intl
3h 51m
YYC11:37 amCalgary
$166
Find similar
United Airlines
May 26
YYC8:30 amCalgary
3h 20m
ORD12:50 pmChicago O'Hare Intl
May 30
ORD7:15 amChicago O'Hare Intl
15h 23m
1 stop
YYC9:38 pmCalgary
$181
Find similar
United Airlines
May 26
YYC8:30 amCalgary
3h 20m
ORD12:50 pmChicago O'Hare Intl
May 30
ORD7:15 amChicago O'Hare Intl
15h 23m
1 stop
YYC9:38 pmCalgary
$182
Find similar

American Airlines flights from Calgary to Wisconsin

Our best American Airlines deals on Calgary to Wisconsin flight tickets
American Airlines
Jan 23
YYC1:40 pmCalgary
20h 18m
1 stop
MKE10:58 amMilwaukee-Mitchell
Jan 25
MKE6:58 pmMilwaukee-Mitchell
18h 50m
1 stop
YYC12:48 pmCalgary
$339
Find similar
American Airlines
Jan 24
YYC1:40 pmCalgary
25h 17m
1 stop
MKE3:57 pmMilwaukee-Mitchell
Jan 31
MKE9:30 amMilwaukee-Mitchell
13h 28m
2 stops
YYC9:58 pmCalgary
$349
Find similar
American Airlines
Dec 20
YYC6:30 amCalgary
14h 50m
1 stop
ORD10:20 pmChicago O'Hare Intl
Jan 3
ORD9:53 amChicago O'Hare Intl
3h 58m
YYC12:51 pmCalgary
$605
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Calgary to Wisconsin 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 December 11, 2025.
Use the filters below to find and compare flights from Calgary to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 2/20

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 2/23

2:20 pm-5:15 pm

Nonstop3h 55m

$149

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 2/20

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 2/23

2:20 pm-5:15 pm

Nonstop3h 55m

$151

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 1/12

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Fri 1/23

2:20 pm-5:15 pm

Nonstop3h 55m

$153

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 1/15

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Wed 1/21

3:55 pm-12:14 am

1 stop9h 19m

$158

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 4/9

1:27 pm-11:57 pm

1 stop9h 30m

Chicago O'Hare Intl

Mon 4/13

8:46 am-11:37 am

Nonstop3h 51m

$166

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 1/23

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Fri 1/30

2:20 pm-5:15 pm

Nonstop3h 55m

$171

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 1/24

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Sat 1/31

10:00 am-6:54 pm

1 stop9h 54m

$176

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 5/26

8:30 am-12:50 pm

Nonstop3h 20m

Chicago O'Hare Intl

Sat 5/30

7:15 am-9:38 pm

1 stop15h 23m

$181

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 1/23

1:40 pm-10:58 am

1 stop20h 18m

Milwaukee-Mitchell

Sun 1/25

6:58 pm-12:48 pm

1 stop18h 50m

$339

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 1/24

1:40 pm-3:57 pm

1 stop25h 17m

Milwaukee-Mitchell

Sat 1/31

9:30 am-9:58 pm

2 stops13h 28m

$349

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 Wisconsin from

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

What is the cheapest day to depart on your flight to Wisconsin?

The cheapest day to depart from Calgary to Wisconsin is on a Thursday. Travelers who choose to depart for Wisconsin on a Thursday will often find tickets for as low as $451. The most expensive day to fly to Wisconsin is Tuesday, with ticket prices averaging around $749.

What is the cheapest time of day to depart on your flight to Wisconsin?

Our most recent data shows that the best time of day to fly to Wisconsin is in the afternoon. Flights from Calgary to Wisconsin during this time can be as low as $487. Flights in the morning are often more expensive with an average ticket price of $509.

Cheap Calgary to Wisconsin flight deals and tips

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

Fastest flight time

2h 44m

Direct flights

Every day

Airports in Wisconsin

80 airports
The fastest flight from Calgary to Wisconsin takes 2h 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

  • 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?

  • 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.

An easier way to manage your Wisconsin trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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