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Cheap flights from Wisconsin to Canada from $53

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Canada departing on 10/15. 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 Wisconsin to Canada

Cheap round-trip flights

WestJet Logo
5:30 pm - 8:19 pmORD-YYC
3h 49mnonstop
WestJet Logo
9:00 am - 1:35 pmYYC-ORD
3h 35mnonstop
$139WestJet
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Thu, Oct 23 - Mon, Oct 27
WestJet Logo
5:30 pm - 8:19 pmORD-YYC
3h 49mnonstop
WestJet Logo
9:00 am - 1:35 pmYYC-ORD
3h 35mnonstop
$140WestJet
Find Deal
Thu, Oct 23 - Mon, Oct 27
United Airlines Logo
8:45 am - 11:41 amORD-YYC
3h 56mnonstop
United Airlines Logo
12:37 pm - 5:09 pmYYC-ORD
3h 32mnonstop
$161United Airlines
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Wed, Feb 18 - Tue, Feb 24
United Airlines Logo
7:10 am - 9:53 pmORD-YYC
15h 43m1 stop
United Airlines Logo
12:37 pm - 5:10 pmYYC-ORD
3h 33mnonstop
$171United Airlines
Find Deal
Wed, Nov 5 - Tue, Nov 11
Multiple Airlines Logo
5:45 am - 9:51 amMSP-YVR
6h 06m1 stop
Multiple Airlines Logo
10:50 am - 6:33 pmYVR-MSP
5h 43m1 stop
$174Multiple Airlines
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Tue, Oct 14 - Tue, Oct 21
Air Canada Logo
3:40 pm - 6:15 pmORD-YVR
4h 35mnonstop
Air Canada Logo
8:30 am - 2:41 pmYVR-ORD
4h 11mnonstop
$180Air Canada
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Thu, Oct 30 - Thu, Nov 6
Air Canada Logo
1:15 pm - 11:16 pmMSP-YYC
11h 01m1 stop
Air Canada Logo
1:10 am - 10:39 amYYC-MSP
8h 29m1 stop
$181Air Canada
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Wed, Oct 1 - Tue, Oct 7
Multiple Airlines Logo
1:26 pm - 8:26 pmORD-YYC
8h 00m1 stop
Multiple Airlines Logo
9:00 am - 1:35 pmYYC-ORD
3h 35mnonstop
$187Multiple Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 2
American Airlines Logo
9:49 am - 12:34 pmORD-YYC
3h 45mnonstop
American Airlines Logo
1:29 pm - 5:54 pmYYC-ORD
3h 25mnonstop
$191American Airlines
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Tue, Oct 21 - Tue, Oct 28
American Airlines Logo
9:49 am - 12:34 pmORD-YYC
3h 45mnonstop
American Airlines Logo
1:29 pm - 5:54 pmYYC-ORD
3h 25mnonstop
$196American Airlines
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Wed, Oct 15 - Wed, Oct 22

Sun Country Air flights from Wisconsin to Canada

Our best Sun Country Air deals on Wisconsin to Canada flight tickets
Sun Country Air
Sep 19
MSP8:36 amMinneapolis St Paul
2h 02m
YYZ11:38 amToronto Pearson Intl
Sep 21
YYZ7:30 amToronto Pearson Intl
2h 17m
MSP8:47 amMinneapolis St Paul
$234
Find similar
Sun Country Air
Sep 19
MSP8:36 amMinneapolis St Paul
2h 02m
YYZ11:38 amToronto Pearson Intl
Sep 21
YYZ7:30 amToronto Pearson Intl
2h 17m
MSP8:47 amMinneapolis St Paul
$249
Find similar
Sun Country Air
Sep 26
MSP9:06 amMinneapolis St Paul
2h 32m
YUL12:38 pmMontreal Pierre Elliott Trudeau Intl
Sep 28
YUL9:45 amMontreal Pierre Elliott Trudeau Intl
2h 48m
MSP11:33 amMinneapolis St Paul
$250
Find similar

WestJet flights from Wisconsin to Canada

Our best WestJet deals on Wisconsin to Canada flight tickets
WestJet
Oct 23
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
Oct 27
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
$139
Find similar
WestJet
Oct 23
ORD5:30 pmChicago O'Hare Intl
3h 49m
YYC8:19 pmCalgary
Oct 27
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
$140
Find similar
WestJet
Oct 3
MSP3:00 pmMinneapolis St Paul
8h 26m
1 stop
YYC10:26 pmCalgary
Oct 6
YYC6:30 amCalgary
5h 59m
1 stop
MSP1:29 pmMinneapolis St Paul
$141
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Wisconsin to Canada 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 September 17, 2025.
Use the filters below to find and compare flights from Wisconsin to Canada that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 10/23

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Mon 10/27

9:00 am-1:35 pm

Nonstop3h 35m

$139

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 10/23

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Mon 10/27

9:00 am-1:35 pm

Nonstop3h 35m

$140

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 2/18

8:45 am-11:41 am

Nonstop3h 56m

Calgary

Tue 2/24

12:37 pm-5:09 pm

Nonstop3h 32m

$161

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 11/5

7:10 am-9:53 pm

1 stop15h 43m

Calgary

Tue 11/11

12:37 pm-5:10 pm

Nonstop3h 33m

$171

MinneapolisVancouver

MSP - YVR

MSPYVR

Minneapolis St Paul

Tue 10/14

5:45 am-9:51 am

1 stop6h 06m

Vancouver Intl

Tue 10/21

10:50 am-6:33 pm

1 stop5h 43m

$174

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 10/30

3:40 pm-6:15 pm

Nonstop4h 35m

Vancouver Intl

Thu 11/6

8:30 am-2:41 pm

Nonstop4h 11m

$180

MinneapolisCalgary

MSP - YYC

MSPYYC

Minneapolis St Paul

Wed 10/1

1:15 pm-11:16 pm

1 stop11h 01m

Calgary

Tue 10/7

1:10 am-10:39 am

1 stop8h 29m

$181

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 10/30

1:26 pm-8:26 pm

1 stop8h 00m

Calgary

Sun 11/2

9:00 am-1:35 pm

Nonstop3h 35m

$187

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 10/21

9:49 am-12:34 pm

Nonstop3h 45m

Calgary

Tue 10/28

1:29 pm-5:54 pm

Nonstop3h 25m

$191

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 10/15

9:49 am-12:34 pm

Nonstop3h 45m

Calgary

Wed 10/22

1:29 pm-5:54 pm

Nonstop3h 25m

$196

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 Canada from

How to get the cheapest flight ticket from Wisconsin to Canada

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 month to fly to Canada?

If you aren’t able to travel during the month of March, then book flights to Canada from Wisconsin during January instead. Flights to Canada in January, while not as cheap as those in March, still average around $362.

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

Our data shows that Tuesday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as $387. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Wisconsin to Canada for around $597.

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

In the morning is the cheapest time of day to fly from Wisconsin to Canada when you can find flight prices for as low as $473. Flying to Canada in the morning is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Canada is at noon when prices are around $565.

Can stopping save me money on Wisconsin to Canada flights?

You could potentially save up to 12% on your flight if you consider stops on a Wisconsin to Canada flight.

Cheap Wisconsin to Canada flight deals and tips

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

Fastest flight time

1h 39m

Direct flights

Every day

Airports in Canada

1 airport
The fastest flight from Wisconsin to Canada takes 1h 39m
Direct flights go from Wisconsin to Canada every day.
There is 1 airport near Canada: Toronto Pearson Intl (YYZ)
Search flight deals

  • When did momondo last update prices for flights from Wisconsin to Canada?

    Prices for flights from Wisconsin to Canada are refreshed on a daily basis.

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

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

    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 Wisconsin to Canada.

  • What documentation or ID do you need to fly to Canada?

    The required travel and health documents for your Canada trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Canada. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Wisconsin to Canada

Compare and see reviews for airlines that fly from Wisconsin to Canada with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $143Free CancellationRating
7.9
7,961 reviews
Search Delta flights
Air CanadaPriceFrom $180Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom $244Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
WestJetPriceFrom $249Free CancellationRating
7.2
3,095 reviews
Search WestJet flights
American AirlinesPriceFrom $344Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $380Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Wisconsin to Canada for you.

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

Flights from Wisconsin to Canada 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 Wisconsin to Canada?

Once all potential Wisconsin to Canada flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Canada from Wisconsin are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Canada 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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Fri 10/17
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