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Cheap flights from Calgary to Wisconsin from $104

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 11/20. 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 pmYYC-ORD
3h 35mnonstop
WestJet Logo
2:20 pm - 5:15 pmORD-YYC
3h 55mnonstop
$183WestJet
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Fri, Dec 12 - Mon, Dec 15
WestJet Logo
9:00 am - 1:35 pmYYC-ORD
3h 35mnonstop
WestJet Logo
2:20 pm - 5:15 pmORD-YYC
3h 55mnonstop
$190WestJet
Find Deal
Fri, Dec 5 - Mon, Dec 8
Air Canada Logo
5:45 am - 2:55 pmYYC-ORD
8h 10m1 stop
Air Canada Logo
2:00 pm - 8:39 pmORD-YYC
7h 39m1 stop
$198Air Canada
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Sat, Dec 6 - Sat, Dec 13
Air Canada Logo
5:35 am - 3:10 pmYYC-ORD
8h 35m1 stop
Air Canada Logo
10:00 am - 6:54 pmORD-YYC
9h 54m1 stop
$204Air Canada
Find Deal
Tue, Nov 18 - Tue, Nov 25
Delta Logo
7:35 am - 6:45 pmYYC-ORD
10h 10m1 stop
Delta Logo
1:35 pm - 11:13 pmORD-YYC
10h 38m1 stop
$222Delta
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Thu, Dec 11 - Mon, Dec 15
United Airlines Logo
12:37 pm - 5:10 pmYYC-ORD
3h 33mnonstop
United Airlines Logo
8:47 am - 2:21 pmORD-YYC
6h 34m1 stop
$230United Airlines
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Sun, Nov 2 - Tue, Nov 4
Multiple Airlines Logo
7:55 am - 7:43 pmYYC-ORD
10h 48m1 stop
Multiple Airlines Logo
11:49 am - 10:52 pmORD-YYC
12h 03m1 stop
$235Multiple Airlines
Find Deal
Mon, Jan 12 - Sun, Jan 18
United Airlines Logo
5:15 am - 10:59 pmYYC-ORD
16h 44m1 stop
United Airlines Logo
8:47 am - 9:53 pmORD-YYC
14h 06m1 stop
$236United Airlines
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Sun, Nov 2 - Tue, Nov 4
Delta Logo
7:45 am - 9:36 pmYYC-ORD
12h 51m2 stops
Delta Logo
11:03 am - 11:10 pmORD-YYC
13h 07m2 stops
$241Delta
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Tue, Nov 11 - Tue, Nov 18
Multiple Airlines Logo
9:00 am - 1:35 pmYYC-ORD
3h 35mnonstop
Multiple Airlines Logo
11:49 am - 10:52 pmORD-YYC
12h 03m1 stop
$242Multiple Airlines
Find Deal
Mon, Jan 12 - Sun, Jan 18

WestJet flights from Calgary to Wisconsin

Our best WestJet deals on Calgary to Wisconsin flight tickets
WestJet
Dec 12
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
Dec 15
ORD2:20 pmChicago O'Hare Intl
3h 55m
YYC5:15 pmCalgary
$183
Find similar
WestJet
Dec 5
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
Dec 8
ORD2:20 pmChicago O'Hare Intl
3h 55m
YYC5:15 pmCalgary
$190
Find similar
WestJet
Dec 12
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
Dec 15
ORD2:20 pmChicago O'Hare Intl
3h 55m
YYC5:15 pmCalgary
$191
Find similar

Air Canada flights from Calgary to Wisconsin

Our best Air Canada deals on Calgary to Wisconsin flight tickets
Air Canada
Oct 24
YYC1:10 amCalgary
8h 29m
1 stop
MSP10:39 amMinneapolis St Paul
Oct 25
MSP2:15 pmMinneapolis St Paul
10h 07m
1 stop
YYC11:22 pmCalgary
$193
Find similar
Air Canada
Dec 6
YYC5:45 amCalgary
8h 10m
1 stop
ORD2:55 pmChicago O'Hare Intl
Dec 13
ORD2:00 pmChicago O'Hare Intl
7h 39m
1 stop
YYC8:39 pmCalgary
$198
Find similar
Air Canada
Nov 18
YYC5:35 amCalgary
8h 35m
1 stop
ORD3:10 pmChicago O'Hare Intl
Nov 25
ORD10:00 amChicago O'Hare Intl
9h 54m
1 stop
YYC6:54 pmCalgary
$204
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 October 23, 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 12/12

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 12/15

2:20 pm-5:15 pm

Nonstop3h 55m

$183

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 12/5

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 12/8

2:20 pm-5:15 pm

Nonstop3h 55m

$190

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 12/6

5:45 am-2:55 pm

1 stop8h 10m

Chicago O'Hare Intl

Sat 12/13

2:00 pm-8:39 pm

1 stop7h 39m

$198

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 11/18

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Tue 11/25

10:00 am-6:54 pm

1 stop9h 54m

$204

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 12/11

7:35 am-6:45 pm

1 stop10h 10m

Chicago O'Hare Intl

Mon 12/15

1:35 pm-11:13 pm

1 stop10h 38m

$222

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 11/2

12:37 pm-5:10 pm

Nonstop3h 33m

Chicago O'Hare Intl

Tue 11/4

8:47 am-2:21 pm

1 stop6h 34m

$230

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 1/12

7:55 am-7:43 pm

1 stop10h 48m

Chicago O'Hare Intl

Sun 1/18

11:49 am-10:52 pm

1 stop12h 03m

$235

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 11/2

5:15 am-10:59 pm

1 stop16h 44m

Chicago O'Hare Intl

Tue 11/4

8:47 am-9:53 pm

1 stop14h 06m

$236

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 11/11

7:45 am-9:36 pm

2 stops12h 51m

Chicago O'Hare Intl

Tue 11/18

11:03 am-11:10 pm

2 stops13h 07m

$241

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 1/12

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Sun 1/18

11:49 am-10:52 pm

1 stop12h 03m

$242

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 39m

Direct flights

Every day

Airports in Wisconsin

2 airports
The fastest flight from Calgary to Wisconsin takes 2h 39m
Direct flights go from Calgary to Wisconsin every day.
There are 2 airports near Wisconsin: Chicago O'Hare Intl (ORD), Minneapolis St Paul (MSP)
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  • 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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