$164 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 7/29. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Canada

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Milwaukee to Canada

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Calgary
Calgary1 stop$471
Halifax
Halifax1 stop$454
Ottawa
Ottawa1 stop$505
Winnipeg
Winnipeg2 stops$660
Québec City
Québec City1 stop$643
Kelowna
Kelowna2 stops$526
Charlottetown
Charlottetown2 stops$995
Calgary
Calgary1 stop$471
Halifax
Halifax1 stop$454
Ottawa
Ottawa1 stop$505
Winnipeg
Winnipeg2 stops$660
Québec City
Québec City1 stop$643
Kelowna
Kelowna2 stops$526
Charlottetown
Charlottetown2 stops$995

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

Mi, Aug 26 - Di, Sep 8
American Airlines Logo
5:00 am - 10:59 pm
MKE
-
YVR
19h 59m
1 stop
American Airlines Logo
11:59 pm - 11:07 am
YVR
-
MKE
9h 08m
1 stop
$373American Airlines
Do, Aug 27 - Mi, Sep 9
American Airlines Logo
6:00 am - 10:59 pm
MKE
-
YVR
18h 59m
1 stop
American Airlines Logo
1:40 pm - 2:16 pm
YVR
-
MKE
22h 36m
1 stop
$395American Airlines
Do, Aug 27 - Di, Sep 8
Delta Logo
1:27 pm - 10:34 pm
MKE
-
YVR
11h 07m
2 stops
Delta Logo
6:15 am - 2:11 pm
YVR
-
MKE
5h 56m
1 stop
$405Delta
Do, Aug 27 - Di, Sep 8
Delta Logo
1:27 pm - 10:34 pm
MKE
-
YVR
11h 07m
2 stops
Delta Logo
5:15 pm - 8:14 am
YVR
-
MKE
12h 59m
2 stops
$410Delta
Di, Jul 14 - Mi, Jul 22
American Airlines Logo
6:01 am - 10:59 pm
MKE
-
YVR
18h 58m
1 stop
American Airlines Logo
11:59 pm - 8:02 am
YVR
-
MKE
6h 03m
1 stop
$414American Airlines
Di, Jul 14 - Mi, Jul 22
United Airlines Logo
5:00 am - 5:30 pm
MKE
-
YUL
11h 30m
1 stop
United Airlines Logo
6:10 am - 9:53 am
YUL
-
MKE
4h 43m
1 stop
$482United Airlines
Di, Jul 7 - So, Jul 12
WestJet Logo
9:39 am - 9:45 pm
MKE
-
YHZ
10h 06m
1 stop
WestJet Logo
3:30 pm - 8:20 pm
YHZ
-
MKE
6h 50m
1 stop
$497WestJet
Di, Jul 7 - So, Jul 12
WestJet Logo
1:22 pm - 9:45 pm
MKE
-
YHZ
6h 23m
1 stop
WestJet Logo
3:30 pm - 8:20 pm
YHZ
-
MKE
6h 50m
1 stop
$498WestJet
Di, Jul 14 - Do, Jul 23
United Airlines Logo
7:50 am - 5:30 pm
MKE
-
YUL
8h 40m
1 stop
United Airlines Logo
9:45 am - 2:36 pm
YUL
-
MKE
5h 51m
1 stop
$504United Airlines
Mi, Jul 1 - Mi, Jul 8
Alaska Airlines Logo
6:02 am - 5:10 pm
MKE
-
YEG
12h 08m
1 stop
Alaska Airlines Logo
11:57 am - 11:59 pm
YEG
-
MKE
11h 02m
1 stop
$721Alaska Airlines
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 $590 and $544 respectively.

Good to know

Low seasonFebruary
Cheapest flight$164
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Milwaukee to Vancouver

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 12462 reviews
7.1Food
8.1Boarding
7.0Entertainment
7.8Comfort
8.5Crew
Airline reviews

Wish there were more complimentary drinks available - only had water and apple juice. Also - no snacks were provided during the flight, but we were offered some items as we exited the plane.

8.0 ExcellentAnonymous, Jun 2026
ONT - STS
Read more Alaska Airlines reviews

Wish there were more complimentary drinks available - only had water and apple juice. Also - no snacks were provided during the flight, but we were offered some items as we exited the plane.

The flight was delayed out of BIL so many times that I was not able to make my connection. I was rebooked for the next day, losing a full day of my trip. I still have not been compensated as promised.

Flight was delayed, but not be a lot. Crew at the departure gate was friendly. Flight was filled with turbulence, enough to concern my husband. Snacks were delivered to rows in front of us but attendant stopped handing out snacks when she got to our row. Team was efficient but lackadaisical. Usually on board crews are more animated and friendly. No onboard entertainment and no seatback video screens for a six hour flight. Landing was a bit rough. We were told the wrong turnstile for luggage.

2 hour delay. Then some luggage was unloaded at 1baggage claim #7 then without notice the baggage claim was changed to #12. No one informed the passengers they were changing baggage claim turnstile. Several of us waited for 90 minutes after the 1st turnstile stopped and changed to other flights luggage.

Very short leg - too short for any meals/snacks or entertainment.

Many gate changes in Seattle and mechanical problems on plane which resulted in a new gate change. Both flights, from Seattle to Detroit and Seattle to Eugene resulted in a lot of walking and tram taking.

Super impressed by staff courtesy, and assistance, Flight was one of the best I've had despite turbulence... Will definitely be flying Alaskan air as my preferred choice

No negatives. Crew was great, flight was on time and there were no crazy passengers. 🤩

My boarding passes were pulled from my Apple wallet and my 3 family members who were all sitting together in the same row all got put middle seats and were one of the last to board and barely were able to get our bags in the luggage bins.

Everything went smoothly from the transfer from Orlando to a quick board. Flight was not full and we were able to get underway a little early. My only critique is that in Orlando, they offered active duty service members and veterans to board ahead of their zones in the initial boarding process. They did not offer to veterans in San Diego. Both flights were comfortable

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Average seat comfort, a drink and chips were provided, early boarding because we checked a carryon at the gate was nice. Ticket pricing shenanigans, including fees to pick a seat, check a bag, and get food onboard - evidence the industry is reinvigorating last century’s strategies- destroys the experience before one ever arrives at the airport. It’s difficult to recognize any value or sustain loyalty in the end-to-end process making air travel more drudgery than pleasure.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

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.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

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

The personal item sizer cannot take a standard backpack, and the cabin luggage sizer cannot take a standard carry-on. Designed for people from the island of Lilliput!!. and also compels people to pay additional fees to check their bags. Making money by ticking off the passengers is a very short-sighted business strategy, especially since they have a choice of carriers

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

The flight from LA to Chicago was smooth and service was very good overall.

The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

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

Information on your arrival and departure airports