$211 Find Cheap Flights from Canada to Wisconsin - Compare and Save

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Cheap Flights from Canada to Wisconsin

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Canada to Wisconsin

Mon, Dec 14 - Tue, Dec 15
United Airlines Logo
2:50 pm - 10:23 pmYVR  Vancouver Intl-MSN Madison Truax Field
6h 33m1 stop Chicago O'Hare Intl
United Airlines Logo
6:30 am - 12:45 pmMSN  Madison Truax Field-YVR Vancouver Intl
7h 15m1 stop Chicago O'Hare Intl
$378United Airlines
Tue, Nov 24 - Tue, Dec 1
American Airlines Logo
11:45 am - 7:03 pmYYZ  Toronto Pearson Intl-MKE Milwaukee-Mitchell
8h 18m1 stop Chicago O'Hare Intl
American Airlines Logo
5:00 am - 5:40 pmMKE  Milwaukee-Mitchell-YYZ Toronto Pearson Intl
11h 40m1 stop Chicago O'Hare Intl
$418American Airlines
Thu, Dec 3 - Sun, Dec 6
American Airlines Logo
7:33 am - 12:08 pmYUL  Montreal Pierre Elliott Trudeau Intl-MKE Milwaukee-Mitchell
5h 35m1 stop Philadelphia
American Airlines Logo
7:00 am - 1:44 pmMKE  Milwaukee-Mitchell-YUL Montreal Pierre Elliott Trudeau Intl
5h 44m1 stop Charlotte Douglas
$423American Airlines
Thu, Dec 3 - Wed, Dec 9
United Airlines Logo
2:50 pm - 10:55 pmYVR  Vancouver Intl-MKE Milwaukee-Mitchell
7h 05m1 stop Chicago O'Hare Intl
United Airlines Logo
6:00 am - 12:45 pmMKE  Milwaukee-Mitchell-YVR Vancouver Intl
7h 45m1 stop Chicago O'Hare Intl
$432United Airlines
Thu, Dec 3 - Wed, Dec 9
Delta Logo
2:32 pm - 9:31 pmYVR  Vancouver Intl-MKE Milwaukee-Mitchell
5h 59m1 stop Minneapolis St Paul
Delta Logo
12:40 pm - 11:51 pmMKE  Milwaukee-Mitchell-YVR Vancouver Intl
12h 11m2 stops Minneapolis St Paul Salt Lake City
$433Delta
Thu, Dec 3 - Wed, Dec 9
Delta Logo
8:26 am - 9:31 pmYVR  Vancouver Intl-MKE Milwaukee-Mitchell
12h 05m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
12:40 pm - 11:51 pmMKE  Milwaukee-Mitchell-YVR Vancouver Intl
12h 11m2 stops Minneapolis St Paul Salt Lake City
$433Delta
Thu, Dec 24 - Tue, Jan 5
United Airlines Logo
2:50 pm - 11:11 pmYVR  Vancouver Intl-MKE Milwaukee-Mitchell
7h 21m1 stop Chicago O'Hare Intl
United Airlines Logo
5:00 am - 12:45 pmMKE  Milwaukee-Mitchell-YVR Vancouver Intl
8h 45m1 stop Chicago O'Hare Intl
$433United Airlines
Thu, Dec 10 - Mon, Dec 14
United Airlines Logo
7:00 am - 1:32 pmYUL  Montreal Pierre Elliott Trudeau Intl-MKE Milwaukee-Mitchell
7h 32m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
6:00 am - 7:48 pmMKE  Milwaukee-Mitchell-YUL Montreal Pierre Elliott Trudeau Intl
12h 48m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl
$437United Airlines
Fri, Nov 27 - Fri, Dec 4
Multiple Airlines Logo
6:21 pm - 10:40 pmYYZ  Toronto Pearson Intl-MKE Milwaukee-Mitchell
5h 19m1 stop Chicago O'Hare Intl
Multiple Airlines Logo
5:00 am - 5:43 pmMKE  Milwaukee-Mitchell-YYZ Toronto Pearson Intl
11h 43m1 stop Chicago O'Hare Intl
$437Multiple Airlines
Mon, Dec 14 - Tue, Dec 15
United Airlines Logo
2:50 pm - 10:23 pmYVR  Vancouver Intl-MSN Madison Truax Field
6h 33m1 stop Chicago O'Hare Intl
United Airlines Logo
6:30 am - 12:45 pmMSN  Madison Truax Field-YVR Vancouver Intl
7h 15m1 stop Chicago O'Hare Intl
$439United Airlines
Booking Insights

KAYAK's insights & trends for flights to Wisconsin

Get data-powered insights and trends for flights to Wisconsin to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Canada to Wisconsin?

The cheapest month for flights from Canada to Wisconsin is November, when tickets cost $233 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $506 and $422 respectively.

Find deals

Good to know

Low season

January

Cheapest flight

$211
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Vancouver to Madison

FAQs for booking flights from Canada to Wisconsin

  • How does KAYAK find such low prices on flights from Canada to Wisconsin?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Canada to Wisconsin.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Canada to Wisconsin?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Canada to Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Canada to Wisconsin?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Canada to Wisconsin with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Canada to Wisconsin?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Canada to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Canada to Wisconsin

 
Need help choosing which airline to fly with from Canada to Wisconsin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
United AirlinesOverall score based on 10451 reviews
7.1Entertainment
7.7Boarding
8.1Crew
7.3Comfort
6.7Food
Airline reviews

The Code Share with Air Canada was not very streamlined. I had to check in at airport (not online) on the outbound and return flights

4.0 OkayJoseph, Oct 2026
Read more United Airlines reviews

The Code Share with Air Canada was not very streamlined. I had to check in at airport (not online) on the outbound and return flights

The guy in front of me was talking constantly, even when the pilot was making announcements. I found this very disrespectful to the pilot and to others.

Very efficient. Economy is what economy is. Wish it had been direct. Excellent setup in Newark for commuters and access to charging stations and wifi Flight could’ve had free wifi

My flight was cancelled and United Airlines could not rebook or help. My whole trip was then cancelled and I could not go to the funeral I needed to get to.

Boarding was a complete mess. The whole system went down. People got wrong seat for the first half an hour.

Really delayed, no effort to support customers other than “sometimes we run late.”

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

The wi-fi was awful. I paid $8 each way and got little , except frustration. .

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