$194 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 6/17. 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$428
Halifax
Halifax1 stop$461
Ottawa
Ottawa1 stop$583
Winnipeg
Winnipeg2 stops$646
Québec City
Québec City1 stop$745
Charlottetown
Charlottetown2 stops$958
Calgary
Calgary1 stop$428
Halifax
Halifax1 stop$461
Ottawa
Ottawa1 stop$583
Winnipeg
Winnipeg2 stops$646
Québec City
Québec City1 stop$745
Charlottetown
Charlottetown2 stops$958

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

Sat, May 30 - Wed, Jun 3
American Airlines Logo
7:30 am - 11:43 pm
MKE
-
YYC
17h 13m
1 stop
American Airlines Logo
6:15 am - 6:15 pm
YYC
-
MKE
11h 00m
1 stop
$428American Airlines
Fri, May 29 - Tue, Jun 2
American Airlines Logo
8:12 am - 11:24 pm
MKE
-
YYZ
14h 12m
1 stop
American Airlines Logo
11:39 am - 7:57 pm
YYZ
-
MKE
9h 18m
1 stop
$438American Airlines
Mon, May 25 - Fri, May 29
United Airlines Logo
7:30 am - 3:58 pm
MKE
-
YHZ
6h 28m
1 stop
United Airlines Logo
4:50 pm - 10:24 pm
YHZ
-
MKE
7h 34m
1 stop
$493United Airlines
Sat, Jul 18 - Fri, Jul 24
United Airlines Logo
7:20 am - 11:55 pm
MKE
-
YHZ
14h 35m
2 stops
United Airlines Logo
4:50 pm - 7:00 am
YHZ
-
MKE
16h 10m
1 stop
$503United Airlines
Mon, Sep 7 - Wed, Sep 16
WestJet Logo
1:00 pm - 9:40 pm
MKE
-
YHZ
6h 40m
1 stop
WestJet Logo
3:30 pm - 12:26 pm
YHZ
-
MKE
22h 56m
1 stop
$509WestJet
Thu, Aug 27 - Sat, Sep 5
WestJet Logo
9:40 am - 9:45 pm
MKE
-
YHZ
10h 05m
1 stop
WestJet Logo
3:30 pm - 9:05 pm
YHZ
-
MKE
7h 35m
1 stop
$510WestJet
Mon, Jun 1 - Mon, Jun 8
Multiple Airlines Logo
12:09 pm - 4:45 pm
MKE
-
YYZ
27h 36m
2 stops
Multiple Airlines Logo
9:50 am - 7:58 am
YYZ
-
MKE
23h 08m
1 stop
$535Multiple Airlines
Mon, Jun 1 - Thu, Jun 4
Multiple Airlines Logo
10:15 am - 7:10 pm
MKE
-
YVR
10h 55m
2 stops
Multiple Airlines Logo
11:50 am - 11:59 pm
YVR
-
MKE
10h 09m
1 stop
$544Multiple Airlines
Thu, Jun 4 - Thu, Jun 11
Alaska Airlines Logo
4:40 pm - 10:56 am
MKE
-
YEG
19h 16m
1 stop
Alaska Airlines Logo
11:57 am - 11:59 pm
YEG
-
MKE
11h 02m
1 stop
$711Alaska Airlines
Sat, Sep 12 - Sat, Sep 19
Alaska Airlines Logo
3:03 pm - 10:49 am
MKE
-
YEG
20h 46m
1 stop
Alaska Airlines Logo
5:57 pm - 2:07 pm
YEG
-
MKE
19h 10m
1 stop
$732Alaska 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 June, when tickets cost $134 (return) on average. On the other hand, the most expensive months are October and January, when the average cost of round-trip tickets is $368 and $358 respectively.

Good to know

Low seasonFebruary
Cheapest flight$194
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Milwaukee to Calgary

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 12332 reviews
7.0Entertainment
7.1Food
8.5Crew
8.1Boarding
7.8Comfort
Airline reviews

Check in went smooth, flight was on time and our checked bag was delivered in a timely fashion.

10.0 ExcellentBill, May 2026
MKE - SEA
Read more Alaska Airlines reviews

Check in went smooth, flight was on time and our checked bag was delivered in a timely fashion.

Some food or at least snacks need to be offered on long flights. I thought I had ordered food for my husband and I prior to the flight, but was told during the flight that I had not. Perhaps, if you must charge extra for food, let people order on board. We did get some food, which evidently others had decided they didn’t want onboard, but it wasn’t very good. We did like the adherence to takeoff and landing times, and the quick return of our luggage.

Couldn’t order food for the family because all the good food was unavailable. We opted for bringing something on with us. I also didn’t like that I had to have T-mobile for online movies. Stupid.

Our meal order was screwed up. We had to choose from basic boxes. I was not happy.

I had to cancel my trip due to medical reasons. I have been unable to cancel online through either Kayak or Alaska Airlines.. I am trying to get my insured trip reimbursed by XCover. They are requiring a notice of cancellation or not using to get my refund. Please help me get that information. I have been unable to get this information from either Kayak or Alaska Airlines.

Alaska is by far the best airline to fly with 😍

They were flexible and able to get me home a day earlier due to a family members illness. Flight was on time and great friendly crew.

We got window seats and there was no window to look out at very disappointed in paying for a no window seat

We took off on time and rose into the wild blue yonder safely, and landed at our destination safely eighteen minutes early. In between we enjoyed a smooth flight and wonderful service by a great crew. Flight attendants and pilots made sure the trip was a memorable and happy experience. Can’t beat that!

The flight crew home was so, so friendly and HILARIOUS. I’ll keep flying Alaska like I have for the last 30+ years!

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

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.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

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

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

The crew was very attentive through out the flight. Seats were comfortable, nice flight bag with pillow and blanket. Food was okay, since it was a overnight flight seemed to go by fast.

The flight attendant on my side of business class seemed like a novice and did not provide good service. Otherwise the flight was good and the entertainment system was very good. No free WiFi.

Cancelled BOYH legs of our flight home 30 min before initial boarding

Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

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

Information on your arrival and departure airports