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Cheap flights from Canada to Wisconsin from $82

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Canada to Wisconsin departing on 5/23. 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
0 bags

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Find the cheapest flights from Canada to Wisconsin

Recent round-trip flight deals from Canada to Wisconsin

Enter your travel dates to find the best prices.
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
$147WestJet
Thu, May 21 - Sat, May 30
WestJet Logo
12:15 pm - 4:43 pm
YYC
-
ORD
3h 28mnonstop
WestJet Logo
5:30 pm - 8:19 pm
ORD
-
YYC
3h 49mnonstop
$148WestJet
Sun, May 24 - Sat, May 30
United Airlines Logo
2:13 pm - 11:59 pm
YYC
-
ORD
8h 46m1 stop
United Airlines Logo
8:45 am - 11:35 am
ORD
-
YYC
3h 50mnonstop
$161United Airlines
Tue, Feb 3 - Wed, Feb 4
Air Canada Logo
8:00 am - 5:48 pm
YYC
-
ORD
8h 48m1 stop
Air Canada Logo
3:55 pm - 12:14 am
ORD
-
YYC
9h 19m1 stop
$176Air Canada
Tue, Feb 3 - Wed, Feb 4
United Airlines Logo
6:15 am - 11:59 pm
YYC
-
ORD
16h 44m1 stop
United Airlines Logo
8:45 am - 11:35 am
ORD
-
YYC
3h 50mnonstop
$182United Airlines
Mon, Feb 2 - Tue, Feb 3
American Airlines Logo
1:14 pm - 2:14 pm
YYZ
-
ORD
2h 00mnonstop
American Airlines Logo
9:41 am - 12:34 pm
ORD
-
YYZ
1h 53mnonstop
$182American Airlines
Fri, Jan 23 - Sun, Feb 1
Air Canada Logo
4:50 pm - 5:48 pm
YYZ
-
ORD
1h 58mnonstop
Air Canada Logo
8:00 am - 10:40 am
ORD
-
YYZ
1h 40mnonstop
$183Air Canada
Sat, Jan 31 - Sat, Feb 7
Multiple Airlines Logo
9:00 am - 1:35 pm
YYC
-
ORD
3h 35mnonstop
Multiple Airlines Logo
4:19 pm - 9:45 pm
ORD
-
YYC
30h 26m1 stop
$183Multiple Airlines
Fri, Jan 23 - Sun, Feb 1
Multiple Airlines Logo
7:00 am - 5:44 pm
YYC
-
ORD
9h 44m1 stop
Multiple Airlines Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
$185Multiple Airlines
Fri, Jan 16 - Fri, Jan 23
American Airlines Logo
7:04 pm - 8:04 pm
YYZ
-
ORD
2h 00mnonstop
American Airlines Logo
6:31 pm - 9:23 pm
ORD
-
YYZ
1h 52mnonstop
$188American Airlines
Sat, Jan 24 - Sun, Feb 1

WestJet flights from Canada to Wisconsin

Our best WestJet deals on Canada to Wisconsin flight tickets
WestJet
May 21
YYC12:15 pmCalgary
3h 28m
ORD4:43 pmChicago O'Hare Intl
May 30
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
$147
Find similar
WestJet
May 24
YYC12:15 pmCalgary
3h 28m
ORD4:43 pmChicago O'Hare Intl
May 30
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
$148
Find similar
WestJet
Feb 23
YYC7:00 amCalgary
5h 06m
1 stop
MSP1:06 pmMinneapolis St Paul
Feb 27
MSP1:55 pmMinneapolis St Paul
6h 17m
1 stop
YYC7:12 pmCalgary
$157
Find similar

United Airlines flights from Canada to Wisconsin

Our best United Airlines deals on Canada to Wisconsin flight tickets
United Airlines
Feb 3
YYC2:13 pmCalgary
8h 46m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 4
ORD8:45 amChicago O'Hare Intl
3h 50m
YYC11:35 amCalgary
$161
Find similar
United Airlines
Feb 2
YYC6:15 amCalgary
16h 44m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 3
ORD8:45 amChicago O'Hare Intl
3h 50m
YYC11:35 amCalgary
$182
Find similar
United Airlines
Feb 5
YYZ9:00 amToronto Pearson Intl
2h 06m
ORD10:06 amChicago O'Hare Intl
Feb 8
ORD7:10 amChicago O'Hare Intl
1h 48m
YYZ9:58 amToronto Pearson Intl
$186
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Canada 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 18, 2025.
Use the filters below to find and compare flights from Canada to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 5/21

12:15 pm-4:43 pm

Nonstop3h 28m

Chicago O'Hare Intl

Sat 5/30

5:30 pm-8:19 pm

Nonstop3h 49m

$147

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 5/24

12:15 pm-4:43 pm

Nonstop3h 28m

Chicago O'Hare Intl

Sat 5/30

5:30 pm-8:19 pm

Nonstop3h 49m

$148

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 2/3

2:13 pm-11:59 pm

1 stop8h 46m

Chicago O'Hare Intl

Wed 2/4

8:45 am-11:35 am

Nonstop3h 50m

$161

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 2/3

8:00 am-5:48 pm

1 stop8h 48m

Chicago O'Hare Intl

Wed 2/4

3:55 pm-12:14 am

1 stop9h 19m

$176

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 2/2

6:15 am-11:59 pm

1 stop16h 44m

Chicago O'Hare Intl

Tue 2/3

8:45 am-11:35 am

Nonstop3h 50m

$182

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 1/23

1:14 pm-2:14 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 2/1

9:41 am-12:34 pm

Nonstop1h 53m

$182

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 1/31

4:50 pm-5:48 pm

Nonstop1h 58m

Chicago O'Hare Intl

Sat 2/7

8:00 am-10:40 am

Nonstop1h 40m

$183

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 1/23

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Sun 2/1

4:19 pm-9:45 pm

1 stop30h 26m

$183

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 1/16

7:00 am-5:44 pm

1 stop9h 44m

Chicago O'Hare Intl

Fri 1/23

2:20 pm-5:15 pm

Nonstop3h 55m

$185

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 1/24

7:04 pm-8:04 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 2/1

6:31 pm-9:23 pm

Nonstop1h 52m

$188

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 Canada 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 Canada to Wisconsin is on a Thursday. Travelers who choose to depart for Wisconsin on a Thursday will often find tickets for as low as $322. The most expensive day to fly to Wisconsin is Monday, with ticket prices averaging around $624.

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 evening. Flights from Canada to Wisconsin during this time can be as low as $320. Flights at noon are often more expensive with an average ticket price of $548.

Can stopping save me money on Canada to Wisconsin flights?

You could potentially save up to 22% on your flight if you consider stops on a Canada to Wisconsin flight.

Cheap Canada to Wisconsin flight deals and tips

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

Fastest flight time

1h 30m

Direct flights

Every day

Airports in Wisconsin

80 airports
The fastest flight from Canada to Wisconsin takes 1h 30m
Direct flights go from Canada to Wisconsin every day.
There are 80 airports in Wisconsin. From Canada 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 Canada to Wisconsin?

    Prices for flights from Canada to Wisconsin were last updated today.

  • How many operators does momondo search for flights from Canada to Wisconsin?

  • How old do you have to be to fly from Canada to Wisconsin?

    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 Canada 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.

Best airlines flying from Canada to Wisconsin

Compare and see reviews for airlines that fly from Canada to Wisconsin with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $285Free CancellationRating
7.4
9,091 reviews
Search United Airlines flights

Why use momondo?

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

It is quick and easy to find Canada to Wisconsin 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 Wisconsin that suits you.

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

Flights from Canada to Wisconsin with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

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 Canada to Wisconsin.

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

Yes. momondo can track prices for Canada to Wisconsin flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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