$188 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 6/23. 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$473
Halifax
Halifax1 stop$482
Ottawa
Ottawa1 stop$585
Winnipeg
Winnipeg2 stops$668
Québec City
Québec City1 stop$701
Kelowna
Kelowna1 stop$720
Charlottetown
Charlottetown2 stops$990
Calgary
Calgary1 stop$473
Halifax
Halifax1 stop$482
Ottawa
Ottawa1 stop$585
Winnipeg
Winnipeg2 stops$668
Québec City
Québec City1 stop$701
Kelowna
Kelowna1 stop$720
Charlottetown
Charlottetown2 stops$990

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

Wed, Aug 12 - Tue, Aug 18
American Airlines Logo
11:29 am - 11:29 pm
MKE
-
YYC
13h 00m
1 stop
American Airlines Logo
7:00 am - 8:00 pm
YYC
-
MKE
12h 00m
1 stop
$473American Airlines
Wed, Jun 24 - Mon, Jun 29
Delta Logo
1:20 pm - 11:32 pm
MKE
-
YHZ
8h 12m
1 stop
Delta Logo
6:30 am - 12:40 pm
YHZ
-
MKE
8h 10m
1 stop
$482Delta
Wed, Jun 24 - Mon, Jun 29
United Airlines Logo
6:20 am - 3:58 pm
MKE
-
YHZ
7h 38m
1 stop
United Airlines Logo
7:00 am - 4:42 pm
YHZ
-
MKE
11h 42m
2 stops
$492United Airlines
Sat, Jun 13 - Sat, Jun 20
United Airlines Logo
1:30 pm - 11:55 pm
MKE
-
YHZ
8h 25m
2 stops
United Airlines Logo
7:00 am - 2:36 pm
YHZ
-
MKE
9h 36m
2 stops
$497United Airlines
Tue, Jul 7 - Sun, Jul 12
WestJet Logo
1:20 pm - 9:45 pm
MKE
-
YHZ
6h 25m
1 stop
WestJet Logo
3:30 pm - 8:39 am
YHZ
-
MKE
19h 09m
1 stop
$498WestJet
Thu, Sep 10 - Sun, Sep 13
Multiple Airlines Logo
8:10 pm - 2:30 pm
MKE
-
YYZ
17h 20m
1 stop
Multiple Airlines Logo
4:50 pm - 7:15 pm
YYZ
-
MKE
27h 25m
1 stop
$498Multiple Airlines
Mon, Jul 6 - Wed, Jul 8
WestJet Logo
6:49 pm - 9:45 pm
MKE
-
YHZ
24h 56m
1 stop
WestJet Logo
1:25 pm - 5:07 pm
YHZ
-
MKE
5h 42m
1 stop
$504WestJet
Thu, Sep 24 - Mon, Sep 28
Multiple Airlines Logo
8:10 pm - 11:35 pm
MKE
-
YYZ
26h 25m
1 stop
Multiple Airlines Logo
7:45 am - 7:15 pm
YYZ
-
MKE
12h 30m
1 stop
$508Multiple Airlines
Tue, Oct 27 - Sat, Oct 31
Alaska Airlines Logo
5:00 pm - 10:23 pm
MKE
-
YYJ
7h 23m
1 stop
Alaska Airlines Logo
6:09 am - 4:04 pm
YYJ
-
MKE
7h 55m
1 stop
$568Alaska Airlines
Tue, Oct 27 - Sat, Oct 31
Alaska Airlines Logo
5:00 pm - 10:23 pm
MKE
-
YYJ
7h 23m
1 stop
Alaska Airlines Logo
6:09 am - 4:04 pm
YYJ
-
MKE
7h 55m
1 stop
$569Alaska 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$188
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 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 12409 reviews
7.8Comfort
8.5Crew
7.0Entertainment
8.1Boarding
7.0Food
Airline reviews

Good flight overall. Lots of bumps during flight but pilot kept searching for smooth air

8.0 ExcellentAnonymous, May 2026
LIH - SAN
Read more Alaska Airlines reviews

Good flight overall. Lots of bumps during flight but pilot kept searching for smooth air

90 minute delay boarding the plane, 45 minute delay on the terminal, 2 hours late arriving, currently waiting 45 minutes on the tarmac for a gate so we can BEGIN deboarding. Absolute mess. Definitely will be my last flight with Alaska.

The flight attendant and first class were very friendly, efficient, and wanted to make sure that service was great. Highly recommend this airline.

Extremely professional crew there are very friendly and first class. Everything worked well on the plane. Food was to be expected. Drinks were very good. Shout out to Charlie in first class who was an excellent flight attendant.

The plug in for my charger didn’t work and on my return flight back home the passenger in the window seat got up seven times

The gate agents begged us to check our carryons. They BEGGED us, over and over, and said that the flight was completely, totally full, and said that if we don't check our bags, it will cause huge delays. They finally said that "group suchandsuch will be required to check bags!" So I checked mine. Well, the flight wasn't close to being full, and many of the overhead compartments were *empty*! Moreover, my bag was delayed at the carousel, and it wasn't on the carousel that was posted. COME ON, AIRLINE, you can look at the seating for the flight on your computer and decide whether it's really necessary to beg and beg and beg people to go through the hassle of checking their bags! This is annoying as hell and makes me not want to use your crummy airline ever again.

A gluten free option I could actually eat would have been nice.

Flight got delayed like 5 times, then they put and ada passenger in the back of the plane.

On this flight there wer only 25 people on board. So no one in 5 rows ahead of me and noone in 7 rows behind me. So very chill.

They called me 2 hours before my original flight from SFO was to depart to let me know it was delayed and that I would miss my connection. They then rebooked on a different flight leaving a half hour earlier to a different connecting airport, so that I would not miss my connection. It all worked out and I arrived at my destination without a problem and 15 minutes earlier than the original flight would have. Nice!

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.

Was revoked with Jet Blue due to delay from Kenya Air

The Boarding process was great. Particularly since my wife and I require assistance. The flight attendants were amazing. We travel frequently; they honestly were a cut above. 😀

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

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

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

It's a long flight and that is always difficult. I was comfortable and well. The movies available were great and the crew was good.

Cancelled flight. Still waiting to get home for grand daughter’s graduation .

So overall the flight was just average and nothing special. They overbooked some of the flights and they ended up running out of overhead storage space so we had to check our carry-ons which wasn't terrible but we were inconvenienced because of the second connecting flight with a long layover we couldn't get our bags until the final destination. Most of the flight attendants were pretty good and overall the meals were not that great because the chicken was dry and overcooked. They also didn't provide butter or any kind of spread with the bread which is cheap and concerning. The American airlines staff at the check-in counter was kind of unprofessional because this lady just started singing in the middle of checking us in and that's weird. The worst part of the flights was the terrible conditions of the bathrooms which were unclean and did not have toilet paper or toilet tissue available which is kind of insane for a 14-hour and 8 and 1/2 hour flight.

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

Seat bottom cushions are not good. I’m 165# & they hurt my butt. Plenty of legroom.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

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

Information on your arrival and departure airports