$169 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 8/11. 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$413
Halifax
Halifax1 stop$364
Ottawa
Ottawa1 stop$527
Winnipeg
Winnipeg2 stops$434
Québec City
Québec City1 stop$735
Kelowna
Kelowna2 stops$705
Charlottetown
Charlottetown2 stops$915
Calgary
Calgary1 stop$413
Halifax
Halifax1 stop$364
Ottawa
Ottawa1 stop$527
Winnipeg
Winnipeg2 stops$434
Québec City
Québec City1 stop$735
Kelowna
Kelowna2 stops$705
Charlottetown
Charlottetown2 stops$915

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, May 26 - Mon, Jun 1
Multiple Airlines Logo
8:46 am - 9:55 pm
MKE
-
YYZ
36h 09m
2 stops
Multiple Airlines Logo
7:45 am - 8:01 am
YYZ
-
MKE
25h 16m
1 stop
$353Multiple Airlines
Thu, Aug 27 - Mon, Aug 31
WestJet Logo
1:00 pm - 9:45 pm
MKE
-
YHZ
6h 45m
1 stop
WestJet Logo
3:30 pm - 9:05 pm
YHZ
-
MKE
7h 35m
1 stop
$364WestJet
Thu, May 28 - Mon, Jun 1
Multiple Airlines Logo
8:46 am - 9:55 pm
MKE
-
YYZ
12h 09m
2 stops
Multiple Airlines Logo
7:45 am - 8:01 am
YYZ
-
MKE
25h 16m
1 stop
$367Multiple Airlines
Wed, May 27 - Wed, Jun 3
WestJet Logo
1:08 pm - 9:40 pm
MKE
-
YHZ
6h 32m
1 stop
WestJet Logo
3:30 pm - 8:28 pm
YHZ
-
MKE
6h 58m
1 stop
$369WestJet
Wed, Jun 24 - Mon, Jun 29
WestJet Logo
9:37 am - 9:40 pm
MKE
-
YHZ
10h 03m
1 stop
WestJet Logo
3:30 pm - 8:22 pm
YHZ
-
MKE
6h 52m
1 stop
$371WestJet
Wed, May 27 - Mon, Jun 1
American Airlines Logo
5:00 am - 11:43 pm
MKE
-
YYC
19h 43m
1 stop
American Airlines Logo
1:40 pm - 1:14 pm
YYC
-
MKE
22h 34m
1 stop
$413American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
6:08 am - 11:43 pm
MKE
-
YYC
18h 35m
1 stop
American Airlines Logo
6:15 am - 6:15 pm
YYC
-
MKE
11h 00m
1 stop
$423American Airlines
Mon, Jun 1 - Mon, Jun 8
United Airlines Logo
7:30 am - 1:59 pm
MKE
-
YOW
5h 29m
1 stop
United Airlines Logo
6:25 am - 11:08 am
YOW
-
MKE
5h 43m
1 stop
$527United Airlines
Sat, Jun 13 - Wed, Jun 17
United Airlines Logo
7:30 am - 1:59 pm
MKE
-
YOW
5h 29m
1 stop
United Airlines Logo
5:20 pm - 8:46 pm
YOW
-
MKE
4h 26m
1 stop
$540United Airlines
Wed, Jun 3 - Sat, Jun 6
Alaska Airlines Logo
4:40 pm - 10:56 am
MKE
-
YEG
19h 16m
1 stop
Alaska Airlines Logo
11:46 am - 11:59 pm
YEG
-
MKE
11h 13m
1 stop
$649Alaska 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$170
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 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 12315 reviews
7.0Entertainment
8.1Boarding
7.1Food
7.8Comfort
8.5Crew
Airline reviews

Our flight from Raleigh to Seattle delayed by hour plus. We missed connection as we couldn’t get to next gate in time Then we waited till 2:30 plane and then sat on tarmac loaded for half hour then our luggage couldn’t be found finally found where it was 2 employees sent us in wrong direction

6.0 GoodAnonymous, Apr 2026
RDU - SEA
Read more Alaska Airlines reviews

Our flight from Raleigh to Seattle delayed by hour plus. We missed connection as we couldn’t get to next gate in time Then we waited till 2:30 plane and then sat on tarmac loaded for half hour then our luggage couldn’t be found finally found where it was 2 employees sent us in wrong direction

Agent could not provide me a boarding pass for the second leg of my flights - yet with a partner airline. Not understood.

I had to change my flight last minute due to a medical emergency. Their agent was compassionate and extremely helpful. This airlines really cares about making travel, for fun, work, or an emergency a customer-focused experience. Thank you!

More efficient with checking lines and boarding/checking bags when needed.

The crew was great and everything went smoothly coming and going.

They were really helpful with every question and my kids had never been on a plane and the staff made them feel comfortable

Deboarding the plane was chaos. The passengers in the back of the plane started deplaning before the passengers in the middle of the plane could even retrieve their overhead bags. The staff of the plane did nothing to help.

Enforce the one bag rule for carry ons. Don't allow people to have 2 and 3 carry ons. Make baggage gets loaded onto the correct plane. My bag didn't get put onto my last flight so I didn't get it until the next day.

The merging of Kayak & the airline’s website was not always clear. Both on their own provided adequate Information about the flight. I had some challenges retrieving the boarding pass. I relied on the agent & may have paid the baggage fee twice.

My window seat did not have a window. I chose seat 11A thinking I would have a view. I had a wall instead.

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.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

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

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

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

On time departure and early arrival. Flight attendant very nice.

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

Information on your arrival and departure airports