$103 Find Cheap Flights from Milwaukee to Canada

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Canada departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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1 adult, Economy, 0 bags

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Cheap Flights from Milwaukee to Canada

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Calgary
Calgary2 stops$403
Halifax
Halifax1 stop$333
Ottawa
Ottawa1 stop$362
Québec City
Québec City2 stops$645
Winnipeg
Winnipeg1 stop$431
Kelowna
Kelowna1 stop$580
Charlottetown
Charlottetown2 stops$913
Calgary
Calgary2 stops$403
Halifax
Halifax1 stop$333
Ottawa
Ottawa1 stop$362
Québec City
Québec City2 stops$645
Winnipeg
Winnipeg1 stop$431
Kelowna
Kelowna1 stop$580
Charlottetown
Charlottetown2 stops$913

Book Cheap Milwaukee to Canada Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Canada that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to Canada

Fri, Jan 30 - Mon, Feb 2
Multiple Airlines Logo
7:40 pm - 2:16 pmMKE-YYZ
17h 36m1 stop
Multiple Airlines Logo
5:15 pm - 5:04 pmYYZ-MKE
24h 49m1 stop
$347Multiple Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10
American Airlines Logo
4:23 pm - 10:56 amMKE-YYZ
17h 33m1 stop
American Airlines Logo
11:36 am - 5:59 pmYYZ-MKE
7h 23m1 stop
$358American Airlines
Find Deal
Mon, Jan 19 - Thu, Jan 22
United Airlines Logo
10:30 am - 5:12 pmMKE-YOW
5h 42m1 stop
United Airlines Logo
5:11 pm - 9:59 pmYOW-MKE
5h 48m1 stop
$362United Airlines
Find Deal
Mon, Jan 19 - Thu, Jan 22
United Airlines Logo
7:00 am - 9:18 pmMKE-YOW
13h 18m1 stop
United Airlines Logo
5:11 pm - 9:59 pmYOW-MKE
5h 48m1 stop
$363United Airlines
Find Deal
Sun, Dec 14 - Sat, Dec 27
Delta Logo
11:29 am - 11:59 pmMKE-YVR
14h 30m2 stops
Delta Logo
6:00 am - 4:54 pmYVR-MKE
8h 54m2 stops
$382Delta
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Wed, Dec 24 - Thu, Jan 8
Delta Logo
4:04 pm - 10:33 amMKE-YVR
20h 29m2 stops
Delta Logo
11:40 am - 9:32 pmYVR-MKE
7h 52m2 stops
$407Delta
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Thu, Nov 20 - Wed, Nov 26
Air Canada Logo
7:00 am - 3:57 pmMKE-YUL
7h 57m1 stop
Air Canada Logo
1:20 pm - 9:59 pmYUL-MKE
9h 39m2 stops
$547Air Canada
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Thu, Apr 30 - Mon, May 4
WestJet Logo
1:00 pm - 10:35 pmMKE-YVR
11h 35m2 stops
WestJet Logo
10:35 pm - 12:26 pmYVR-MKE
11h 51m2 stops
$589WestJet
Find Deal
Wed, Dec 31 - Tue, Jan 6
WestJet Logo
4:04 pm - 11:28 amMKE-YVR
21h 24m1 stop
WestJet Logo
12:11 pm - 9:36 pmYVR-MKE
7h 25m1 stop
$590WestJet
Find Deal
Thu, Nov 20 - Thu, Nov 27
Air Canada Logo
7:00 am - 2:00 pmMKE-YUL
6h 00m1 stop
Air Canada Logo
6:00 am - 11:29 amYUL-MKE
6h 29m1 stop
$608Air Canada
Find Deal
Booking Insights

KAYAK's insights & trends for Milwaukee to Canada flights

Get data-powered insights and trends into flights from Milwaukee to Canada to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Canada, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Milwaukee to Canada is March, when tickets cost $260 (return) on average. On the other hand, the most expensive months are August and October, when the average cost of round-trip tickets is $692 and $642 respectively.

What’s the cheapest day of the week to fly from Milwaukee to Canada?

The average price of all round-trip flights from Milwaukee to Canada clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Milwaukee to Canada, look for departures on Saturdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Canada, Thursday is the cheapest day to fly and Monday is the most expensive.

Good to know

Low seasonFebruary
Cheapest flight$103
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Milwaukee to Toronto

FAQs - booking Canada flights

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

    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 Milwaukee to Canada.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Milwaukee to Canada 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 Milwaukee to Canada?

    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 Milwaukee to Canada 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 Milwaukee to Canada?

    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 Milwaukee to Canada up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Canada?

    The cheapest time of day to fly to Canada is generally in the morning, when round-trip flights cost $473 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to Canada is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $565.

Reviews of the top 5 airlines serving from Milwaukee to Canada

 
Need help choosing which airline to fly with from Milwaukee to Canada? 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.
7.9
DeltaOverall score based on 8001 reviews
7.9Entertainment
7.9Comfort
7.3Food
8.2Boarding
8.5Crew
Airline reviews

I truly love flying with Delta. They have always treated me with the upmost respect

10.0 ExcellentMAYRA, Nov 2025JFK - MIA
Read more Delta reviews

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

Flight was good but there are way to many announcements for credit cards etc.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

From the first moment you interact with United Airlines, you can expect nothing less but extreme frustration. The baggage handler at the bag drop seems completely unbothered by the presence of customers waiting in line. No help was extended to load the baggage whatsoever. And if any of your bags is overweight by 0.01 pound they will make you re-distribute everything in your suitcase just to play power trip. When it was time to board no help was extended to customers to locate their seats. Moreover. It was a chaotic mess at the gate when it was unclear who should board first and everyone just bunched up, trying to get on the plane. I am sure the crew was doing their best to perform their jobs while being paid their wages however it shouldn’t be that hard to smile once or twice when you’re in the business if serving customers. It is a shame for the United States of America to have a flagship carrier of such low caliber. Our flight was also delayed by about an hour and a half due to further delays prior to our inbound flight. Being someone who has travelled for both business and leisure in Asia, Europe, and South America I have never experienced such poor quality of service.

The pilots were late and it made us 1 hour late. The meat was tough and bok choy was also tough.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

Flight was late as pilot crew had to land at different airport in their previous flight. Passengers boarded and had to wait for pilots inside plane. Series of incomplete and unnecessary announcements by an annoying voice, rather than complete, informative announcements.

Delay and keep changing gates. I have to run around from B to C then to E.

We loved the steward on the plane. He made the night enjoyable

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

my wife got very sick and we did not travel . we booked and bought the travel insurance and dot nothing but hassle and a triangle of stress in trying to make the insurance claim I called in and was told they would not give me anything in writing to say they would not refund my money back this make it impossible to file the claim I will never book with Kayak again.

We got delayed to the point of having a 20 hour layover. That is absurd. I couldn’t believe it. I’m furious.

Kayak was the problem! The tickets we bought did not allow for carry on or checked luggage and we ended up paying more for those services than the tickets! The paperwork Kayak provided for the receipt left the luggage policy for Westair intentionally blank. This was intentionally decietful on Kayak's part. Our additional cost was over $400.00! I will be calling customer service today asking for refunds and I will keep you informed on any review sites as I can. Keith

Leaving the same day as planned would've been better

I like the web site, prompt notifications, website checks in process, and airport check in. The flight attendants are attentive and polite. The return flight was 2 hours late and reason vine doesn't sound like an unplanned and unexpected issue (scheduled plane maintenance).

Our flight was delayed almost 3.5 hours (some of the issue seemed to be weather-related, yes) but NOTHING was offered as an conciliatory gesture for this delay. No food offering or any additional drink offering. There is no entertainment is available on any screen behind the seats. The airlines are so quick to penalize customers for slightest requests for comfort- seat changes, complicated baggage allowances, seating zones which are utterly dehumanizing (ZONE 9? after Zone 4- why? This is so clearly meant to be a message to those that do not have 'loyalty' to this airline to make a distinguishing line in the sand. There is such a lack of humanity in the way people are corralled in and spoken to. So, I don't think airlines should be all that surprised when those some dehumanizing corporate treatment is returned to them when asked. The flight on the way into Calgary was scheduled to arrived at 9:25 and we arrived at 12:45 AM. It is not okay. I would think TWICE and possibly once more before booking with them again. Their overhead bins are small and limited so they bully you into either paying for a $90 checked bag or gate check a lot of people's bags. Often on their website there is no carry-on bag allowance. Beware!

They cancelled and moved my flight with no email or text or any other notice. I discovered this only when I attempted to check in for my flight. Actual flying experience was above average.

They were on time and everything went as expected. The only thing that could be better was they didn't wait for us to get through customs to pick up our luggage off the carousel. An employee picked it up and was shoving it together with others onto a cart. Later we found one of our luggage was slightly bent.

Delayed boarding. Delayed taking off. Delayed landing. Missed our connecting flight. Our seats on this plane were not assigned until last minute, splitting up our family with kids. I sat in the last row next to the bathroom with so many people rubbing up against me to get to the bathroom the entire flight.

Another delayed flight. Then got bumped to a later connecting flight, over two hours later! Plane was hot and uncomfortable.

Over 40 years ago my AC return flight was canceled, during this last summer the same thing happened. AC denied everything Canadian like paying for accommodations and basic necessities. So why would I ever want to fly AC again? This last flight my wife took the return flight had problems and left late, so I guess they are getting better. However I have no faith in this airline so I drove to this last destination! I'll never fly AC again!!!

Great check in process in LA and good service The check in process as well as at the gate is way better in the US versus canada 🇨🇦

Super experience. Earlier than schedule departure and arrival. Baggage handling was very good

Allow me to book extra bag check in as free though I packed in 1 luggage but that was 7 LBS overweight so make another bag to free check in.

I would like to get my money back. I flight was 4 hours late on the way to detroit, And same on my way back to Brussels they cancelled my flight and give me an other ticket and i had to wait 5 hours.

All attendents were very efficient, pleasant and happy. Everything went smoothly. The seats could have been wider. There could have been more free food instead of just one small bar.

My seat was one of those that couldn't recline, but the problem was that it was abnormally upright, so the headrest actually made the seat concave, which was uncomfortable and hard on my lower back. I had to ball my jacket up and use it as lumbar support. goodness I had it with me.

Boarding was so so after zone 3 was called all other zones went in

I liked a lot , the flight attendant so nice ,the seat very comfortable I enjoyed the flight , I will do it again with Air Canada,

Plane left an hour late, I missed my connection and my bow case was never even loaded on the plane in VA. I deal with this type of nonsense everytime I fly air canada.

Everything you need to know for your flight from Milwaukee to Canada

Information on your arrival and departure airports