$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

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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$512
Halifax
Halifax1 stop$514
Ottawa
Ottawa1 stop$636
Winnipeg
Winnipeg1 stop$692
Québec City
Québec City1 stop$585
Kelowna
Kelowna1 stop$569
Charlottetown
Charlottetown2 stops$989
Calgary
Calgary1 stop$512
Halifax
Halifax1 stop$514
Ottawa
Ottawa1 stop$636
Winnipeg
Winnipeg1 stop$692
Québec City
Québec City1 stop$585
Kelowna
Kelowna1 stop$569
Charlottetown
Charlottetown2 stops$989

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 - 10:59 pm
MKE
-
YVR
19h 59m
1 stop
American Airlines Logo
6:00 am - 10:57 pm
YVR
-
MKE
14h 57m
1 stop
$373American Airlines
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
Delta Logo
12:18 pm - 10:34 pm
MKE
-
YVR
12h 16m
2 stops
Delta Logo
5:44 pm - 8:40 am
YVR
-
MKE
12h 56m
2 stops
$388Delta
Wed, Aug 26 - Sat, Sep 5
Delta Logo
12:18 pm - 8:32 pm
MKE
-
YVR
10h 14m
1 stop
Delta Logo
6:00 am - 2:15 pm
YVR
-
MKE
6h 15m
1 stop
$394Delta
Thu, Jul 30 - Thu, Aug 6
WestJet Logo
12:07 pm - 7:10 pm
MKE
-
YVR
9h 03m
2 stops
WestJet Logo
6:00 am - 6:17 pm
YVR
-
MKE
10h 17m
2 stops
$396WestJet
Tue, Sep 15 - Wed, Sep 23
WestJet Logo
3:59 pm - 8:26 pm
MKE
-
YVR
6h 27m
1 stop
WestJet Logo
6:00 am - 7:39 pm
YVR
-
MKE
11h 39m
1 stop
$400WestJet
Sat, Oct 24 - Wed, Oct 28
United Airlines Logo
6:00 am - 4:10 pm
MKE
-
YUL
9h 10m
1 stop
United Airlines Logo
6:10 am - 11:34 am
YUL
-
MKE
6h 24m
1 stop
$482United Airlines
Sat, Jul 25 - Sun, Jul 26
Multiple Airlines Logo
6:00 am - 3:43 pm
MKE
-
YYZ
8h 43m
1 stop
Multiple Airlines Logo
7:00 am - 9:53 am
YYZ
-
MKE
3h 53m
1 stop
$484Multiple Airlines
Sat, Oct 24 - Wed, Oct 28
United Airlines Logo
12:05 pm - 5:30 pm
MKE
-
YUL
4h 25m
1 stop
United Airlines Logo
9:30 am - 5:13 pm
YUL
-
MKE
8h 43m
2 stops
$491United Airlines
Sat, Jul 11 - Fri, Jul 17
Multiple Airlines Logo
6:02 am - 5:10 pm
MKE
-
YEG
12h 08m
1 stop
Multiple Airlines Logo
9:40 am - 6:16 pm
YEG
-
MKE
7h 36m
1 stop
$720Multiple 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 21% 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 12516 reviews
8.1Boarding
7.0Entertainment
7.8Comfort
7.1Food
8.5Crew
Airline reviews

Never had so many staff members be rude and disrespectful. I had a staff member sarcastically call me “girly” after making me wait 20 minutes to be seen by her. I was able to print my luggage tag and she told me I was too late to check luggage I said the system obviously disagrees. And you had me wait way too long while you asked every single passenger ahead of me about their Disney vacations. She wasted so much time to then say “girly your bag won’t make it on the plane” I’m not her girly I’m a full grown adult. She needs to learn a hell of a lot of respect

2.0 MediocreBridget, Jun 2026
SNA - SEA
Read more Alaska Airlines reviews

Never had so many staff members be rude and disrespectful. I had a staff member sarcastically call me “girly” after making me wait 20 minutes to be seen by her. I was able to print my luggage tag and she told me I was too late to check luggage I said the system obviously disagrees. And you had me wait way too long while you asked every single passenger ahead of me about their Disney vacations. She wasted so much time to then say “girly your bag won’t make it on the plane” I’m not her girly I’m a full grown adult. She needs to learn a hell of a lot of respect

My flight was several times rescheduled and then finally canceled.

The agents were super helpful. I was traveling with my mother inlaw who needed whell chair assisstance. The help and accomodation from the checkin crew, to the boarding crew and inflight crew was excellent.

People were friendly. Flight was a little delayed. Maybe I missed the reason for it. Overall a nice experience.

Completely full flight. Boarding was smooth, but people didn’t listen about use of overhead bins which is typical. We pre-purchased a snack which was tasty. Drinks were good and plentiful. Flight left late because previous flight was delayed.

The flight itself was great. But we had to wait over an hour to deplane so I missed my train. Not the crews fault. They were wonderful!

Flying into PAE was so easy because it’s baggage claim is quick and accesible. I had a car rental and the counter is inside the baggage claim area, very convenient.

Crews were friendly enough. To help the airline I checked my carry on baggage. Typical "gonna be a full flight we need 19 carry on bags to be checked to help out". So I helped out only to have to wait 30+ mins for my luggage and risked not getting to my car rental on time. The return flight was delayed. Kept hearing employees say something about "they didn't have any power" which is kind of concerning. The air flow and air conditioning was insufficient. It was warm and stuffy during the flight. Plus no free wi-fi......Booooooo!

Great trip. No complaints. Impressed with the crew’s response to various challenges pre-boarding.

Eva Airlines attendants were wonderful. I really enjoyed the hot meals. They always greeted me with a warm smile. I'm looking forward to flying back to the USA with them again!

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

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

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Crew were professional and kind. The flight was smooth. But... The internet, which we paid 35 dollars for, did not work for most of the flight. This made providing media for our child an uncomfortable hassle.

Overall fine. Seemed like one of the older model planes? Crew was mostly very kind, though some of the female attendants were a rather abrupt during the food service.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

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

Information on your arrival and departure airports