$163 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 7/28. 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.
1 adult
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
Calgary1 stop$543
Halifax
Halifax1 stop$513
Ottawa
Ottawa1 stop$603
Winnipeg
Winnipeg2 stops$698
Québec City
Québec City2 stops$592
Kelowna
Kelowna2 stops$768
Charlottetown
Charlottetown2 stops$994
Calgary
Calgary1 stop$543
Halifax
Halifax1 stop$513
Ottawa
Ottawa1 stop$603
Winnipeg
Winnipeg2 stops$698
Québec City
Québec City2 stops$592
Kelowna
Kelowna2 stops$768
Charlottetown
Charlottetown2 stops$994

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

Tue, Aug 25 - Tue, Sep 1
American Airlines Logo
5:00 am - 10:58 pm
MKE
-
YVR
19h 58m
1 stop
American Airlines Logo
6:00 am - 10:57 pm
YVR
-
MKE
14h 57m
1 stop
$373American Airlines
Tue, Sep 8 - Tue, Sep 15
Delta Logo
12:13 pm - 8:26 pm
MKE
-
YVR
10h 13m
1 stop
Delta Logo
7:30 pm - 9:18 am
YVR
-
MKE
11h 48m
2 stops
$382Delta
Tue, Aug 25 - Tue, Sep 1
Delta Logo
12:18 pm - 10:34 pm
MKE
-
YVR
12h 16m
2 stops
Delta Logo
6:00 am - 3:09 pm
YVR
-
MKE
7h 09m
1 stop
$383Delta
Tue, Aug 25 - Tue, Sep 1
WestJet Logo
12:18 pm - 7:10 pm
MKE
-
YVR
8h 52m
2 stops
WestJet Logo
1:25 pm - 12:45 pm
YVR
-
MKE
21h 20m
1 stop
$401WestJet
Tue, Sep 8 - Tue, Sep 15
WestJet Logo
6:50 am - 8:26 pm
MKE
-
YVR
15h 36m
1 stop
WestJet Logo
5:00 am - 8:53 am
YVR
-
MKE
25h 53m
2 stops
$404WestJet
Tue, Sep 15 - Wed, Sep 16
United Airlines Logo
6:00 am - 4:10 pm
MKE
-
YUL
9h 10m
1 stop
United Airlines Logo
6:10 am - 2:33 pm
YUL
-
MKE
9h 23m
1 stop
$481United Airlines
Tue, Sep 15 - Wed, Sep 16
United Airlines Logo
6:00 am - 4:10 pm
MKE
-
YUL
9h 10m
1 stop
United Airlines Logo
6:10 am - 2:33 pm
YUL
-
MKE
9h 23m
1 stop
$482United Airlines
Tue, Jul 21 - Sun, Jul 26
Multiple Airlines Logo
8:43 am - 8:05 pm
MKE
-
YYZ
10h 22m
1 stop
Multiple Airlines Logo
9:45 am - 6:00 pm
YYZ
-
MKE
9h 15m
1 stop
$502Multiple Airlines
Thu, Aug 6 - Thu, Aug 13
Multiple Airlines Logo
8:43 am - 2:33 pm
MKE
-
YOW
28h 50m
1 stop
Multiple Airlines Logo
6:55 am - 8:55 am
YOW
-
MKE
27h 00m
2 stops
$603Multiple Airlines
Tue, Jul 21 - Tue, Jul 28
Air Canada Logo
6:20 am - 4:35 pm
MKE
-
YEG
11h 15m
2 stops
Air Canada Logo
7:00 am - 10:29 pm
YEG
-
MKE
14h 29m
2 stops
$941Air Canada
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 July, when tickets cost $149 (return) on average. On the other hand, the most expensive months are December and May, when the average cost of round-trip tickets is $600 and $544 respectively.

Good to know

Low seasonFebruary
Cheapest flight$163
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 16% lower on average.
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.

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
Alaska AirlinesOverall score based on 12565 reviews
8.1Boarding
7.0Food
7.0Entertainment
8.5Crew
7.8Comfort
Airline reviews

The flight was on time, seats were comfortable, crew is friendly and professional. Nice flight overall. Thanks!

10.0 ExcellentElena, Jun 2026
DFW - SAN
Read more Alaska Airlines reviews

The flight was on time, seats were comfortable, crew is friendly and professional. Nice flight overall. Thanks!

Both flights were on time and without in-flight issues. Although we had to check our carry-on bags at the last minute (cabins were full, no more room), our bags were on the baggage carousel very quickly. (Happened both ways.) Staff was friendly. Boxed water tasted weird (a little like cardboard?) but not a huge deal. Overall good experience.

5 hr flight with no meal service is just unacceptable. We got pretzels and a drink..

Although delayed an hour, the gate attendants kept us notified and the rest of the trip went off with no issues.

We showed up to our gate less than 15 minutes after boarding started and they wouldn’t let us in. It was still 15 minutes even before take off so we’re weren’t even late to the flight.

Flew first class. No headrest screens on either flight and the one flight had no foot rests either.

Someone rebooked my Alaska flight to a much later Delta flight. Now I am sitting at the Seattle airport after a long international flight and have to wait another 4 hours even though I would have been able to catch my initial flight

Great with American Poor with Alaska airlines. 3 hrs isn’t enough to transfer bags from one gate to another 5-6 gates away in the same terminal. Bags essential for cruise were unavailable Flights delayed cascading the problem. (Alaska Airlines responsibility). Very poor execution of operations that should be the simplest aspect of travel.

They lost my bag and 24 hours later have yet to find it

When I checked in with full service, requesting a wheelchair, as I had asked for ahead of time, the customer service agent said “wait over there, nothing more. I waited in the designated space for about 40 minutes before learning from another passenger that I needed to check in again at a specific assistance desk. I was early, so I made it on time to my flight. Your agent should not assume I knew anything, which I didn’t. This was all new, in a recently remodeled space. New to me, anyway.

flight was delayed 4+ hours. there was really no understanding of why? weather? the last hour of delay was post boarding. pilot seat was broken. was that the real reason? nonetheless, long day of inconveniences.

Love me some Delta. One of the few airlines to recognize and support veterans. Easy boarding, flight was on time and arrived early and the flight attendants were excellent on this flight.

I thought the service was very nice and pleasant. There were no hiccups and no issues so overall a good experience.

Very good flight. Crew was great. No issues and we even arrived early.

The flights are constantly late anymore, and they won't even give you a glass of water on the plane. For years, they were able to do a service on this flight from Atlanta to Knoxville and Knoxville Atlanta now they say it's too short of a flight. You can't even get a quick drink of water.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

The entertainment they offer could use some games, and maybe they could add some cookies to the snack menu. And the automated messages are a bit repetitive. But it was comfortable temperature wise and the seats were comfortable. The crew is very polite and helpful

I felt scammed. The priced advertised was different than what I paid. I paid the whole some online. I then got a call 20 minutes later saying I need to paid 70 more person. She said the price online is not the guaranteed price.

Some crew were unfriendly or in some cases just straight up rude.

Putting people that close to the bathroom, where you have to look into the bathroom as people are exiting and entering was not great and the smell was also not great. I know the airlines are desperate for more chairs, but that seat is a crime.

one staffer was frustrated (it happen); the flight was late and the pilot mentioned they'll make amend but the snacks were the same, other than that the aircraft was clean and everything went smooth, no complaints

ticket agent lady wás very helpful , she arranged wheel chair for my elderly mother

Entertainment kept turning itself off. Gave up on watching a movie.

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Not United Airlines' fault. It's ORL airport's fault.

This airline would not refund my money and I had a physician note that I could not fly. They are crooks

Westjet was late and we missed our connecting flight with Cathay. Had to wait 8 hours. Westjet only allows 1 checked in baggage for international flights- it’s always been 2. Canada allows only 1 sandwhich bag size full off small liquids. Everything else will be tossed. Awful trip. Will never fly west jet or go to Toronto to connect flights!

No pre boarding kiosk to check in, baggage claim detected luggage didn’t leave the airport, poorly managed recovery of lost luggage, and blame lost tag from conveyor to TSA/security, very poor from TSA/security check to delivery, crucial if compensation will go thru and will likely wait for months unlike United,

Flight was good, crew was excellent. No complaints at all

Delayed 3 times in a row for 4 hours total. Incrementally pushing back the flight claiming gate delays but they eventually changed the actual plane, due to technical issues. This strategy to avoid compensation to passengers is unprofessional.

Plane seating was uncomfortable, very tight fitting for someone my height, did not recline and overall un enjoyable

Everything was good except for flight delay, but it was because of the snow storm in the arrival airport.

No communication from Kayak or West Jet. Booked extra flights, flights cancelled, no one answers calls. Will be disputing charges.

The trip from LAX to Calgary was aboard a 737-700, which is more than twenty years old. Service was fine, and the food was good, but there was no inflight entertainment, and no WiFi. The flight from Calgary to Vancouver was also delayed more than an hour, due to congestion on the Calgary tarmac. And no food service, but there was in-flight WiFi which made a big difference.

Leg room is a problem the plane was dirty and there were no movies available on the app

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

Pilots were fantastic - super smooth. First Class flight attendant was very attentive. Main Cabin flight attendant should try to smooth the rough edges of her voice - very shrill / punitive. Hurt my ears just to listen to her. Recognize they have a (tough) job to do - but tone over speakers needs to be less like scolding a 5 year old.

Maybe focus more on delivering a good product vs selling me a damn credit card

American Airlines is a great dependable airline, on time arrival and departure with polite crew and staff.

I think since I am an AA Advantage member, my checked bags should have been free, but I paid for all 4 of us.

This flight moved Gates several times in a short time period, from B to C, which required a substantial walk or rail ride. Then the flight was delayed more than 2 hours and the food was subpar compared to other flights.

Flight was delayed multiple times without giving any particular reason and the only thing that was communicated was that 'Aircraft is getting ready'. I was stuck at SFO airport for 15 hours and finally took Southwest Airlines flight back home to Dallas.

Hydraulic leak caused the flight to be cancelled. Auto system scheduled us on a 3 am flight. Wevhsedvrebook on the app and hit schedules later in the afternoon. Our luggage per gate and ticket agent would be rescanned and put in our new flight. Did not happen. Our luggage stayed in hsv. Baggage claim in wash dc unable to help. We filed a claim. Several emails about our luggage were in conflict with one another. Called as baggage and was on hold 30 minutes. Oscar said one of 2 was out fir delivery then cancelled. About 45 minutes later both pieces were delivered. Their system is suspect

I was not clear if food was offered or not.

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

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

Information on your arrival and departure airports