$141 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 3/15. 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$315
Halifax
Halifax1 stop$330
Ottawa
Ottawa1 stop$356
Winnipeg
Winnipeg1 stop$397
Québec City
Québec City1 stop$604
Kelowna
Kelowna2 stops$580
Charlottetown
Charlottetown2 stops$859
Calgary
Calgary1 stop$315
Halifax
Halifax1 stop$330
Ottawa
Ottawa1 stop$356
Winnipeg
Winnipeg1 stop$397
Québec City
Québec City1 stop$604
Kelowna
Kelowna2 stops$580
Charlottetown
Charlottetown2 stops$859

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 23 - Sat, May 30
American Airlines Logo
6:53 pm - 12:42 pm
MKE
-
YYC
18h 49m
1 stop
American Airlines Logo
6:15 am - 10:25 pm
YYC
-
MKE
15h 10m
1 stop
$315American Airlines
Mon, Jun 1 - Wed, Jun 3
United Airlines Logo
6:05 am - 3:58 pm
MKE
-
YHZ
7h 53m
1 stop
United Airlines Logo
2:50 pm - 6:26 pm
YHZ
-
MKE
5h 36m
1 stop
$330United Airlines
Mon, Jun 1 - Wed, Jun 3
United Airlines Logo
6:05 am - 3:58 pm
MKE
-
YHZ
7h 53m
1 stop
United Airlines Logo
7:00 am - 12:48 pm
YHZ
-
MKE
7h 48m
2 stops
$340United Airlines
Sun, May 24 - Fri, May 29
American Airlines Logo
6:05 am - 11:38 pm
MKE
-
YYC
18h 33m
1 stop
American Airlines Logo
1:40 pm - 7:42 am
YYC
-
MKE
17h 02m
1 stop
$342American Airlines
Thu, Jul 2 - Tue, Jul 7
Delta Logo
11:00 am - 11:27 pm
MKE
-
YHZ
10h 27m
1 stop
Delta Logo
1:15 pm - 8:52 pm
YHZ
-
MKE
9h 37m
1 stop
$360Delta
Fri, Jul 31 - Tue, Aug 4
Delta Logo
7:00 am - 11:27 pm
MKE
-
YHZ
14h 27m
2 stops
Delta Logo
1:15 pm - 8:52 pm
YHZ
-
MKE
9h 37m
1 stop
$370Delta
Wed, Jul 1 - Mon, Jul 6
WestJet Logo
9:20 am - 9:45 pm
MKE
-
YHZ
10h 25m
1 stop
WestJet Logo
6:40 am - 8:52 pm
YHZ
-
MKE
16h 12m
1 stop
$371WestJet
Mon, Jun 8 - Mon, Jun 15
WestJet Logo
6:25 pm - 9:45 pm
MKE
-
YHZ
25h 20m
1 stop
WestJet Logo
1:15 pm - 8:52 pm
YHZ
-
MKE
9h 37m
1 stop
$376WestJet
Thu, May 7 - Tue, May 19
Alaska Airlines Logo
7:00 am - 12:50 pm
MKE
-
YVR
7h 50m
1 stop
Alaska Airlines Logo
5:25 pm - 11:59 pm
YVR
-
MKE
28h 34m
1 stop
$428Alaska Airlines
Sat, Apr 4 - Sat, Apr 11
Alaska Airlines Logo
3:10 pm - 8:50 pm
MKE
-
YVR
7h 40m
1 stop
Alaska Airlines Logo
6:00 am - 2:14 pm
YVR
-
MKE
6h 14m
1 stop
$440Alaska 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.

Which airlines fly non-stop between Milwaukee and Canada?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Milwaukee to Canada.

There are 4 airlines that fly nonstop from Milwaukee to Canada. They are: Air Canada, Delta, WestJet and United Airlines. The cheapest price of all airlines flying this route was found with Air Canada at $153 for a round-trip flight to Vancouver Intl Airport (YVR). On average, Air Canada offers the best prices for nonstop flights between Milwaukee and Canada.

Which airlines provide the cheapest flights from Milwaukee to Canada?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Milwaukee to Canada were found on American Airlines ($315) and United Airlines ($330).

Good to know

Low seasonJanuary
Cheapest flight$141
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 1% increase in price.
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.
8.0
Alaska AirlinesOverall score based on 11904 reviews
8.5Crew
8.1Boarding
7.1Food
7.8Comfort
7.0Entertainment
Airline reviews

The planes were in very nice condition. Comfortable enough leg room. I had a very quick connection on my return home I made it just fine and so did my luggage!!

10.0 ExcellentAnonymous, Feb 2026
EUG - LAX
Read more Alaska Airlines reviews

The planes were in very nice condition. Comfortable enough leg room. I had a very quick connection on my return home I made it just fine and so did my luggage!!

Attentive, caring. Loved the communication in the app even before boarding and while on plane from pilots.

We left late; had to land in Minneapolis unscheduled to refuel and then landed in interior instead of lax at 2am......

SBP to PDX 2/17/2026. One person ahead of us at the counter. One ahead of is at TSA. First to board. First row, first class. First to be served. Food and service very good. First off the aircraft. Flight was nice other than some moderately hard bumps on climb out (please find a way to control that!). Air Force landing (none of that Navy slam you to the deck stuff). Wheel chair at the bottom of the ramp waiting for my wife. Luggage out quickly, walked right up to the parking shuttle bus. First stop on the bus. I like the EMB 175 aircraft. This was as close to a perfect flight as I will ever see. Bravo!

I was in economy class and there was plenty of leg room. New interior which was nice and they served various kinds of chips and sodas on the red eye. You couldn't get a bottle of water but they instead served it in a medium paper cup from a reinforced structured paper container, environmental friendly.

Lester and the rest of the crew were such a joy. Also, I want to thank the pilots for getting us there on time, and safely. My first amd only choice will always be Alaska Airlines.

Everything was fine. The snacks are a little on the tiny side.

Not delay for a few passengers. That was uncalled for. If idiots can't make the flight on time thats their fault. Why should I be punished for them? No more holding the plane for one or two people

The agent changed my seat and upgraded me free. The flights are ALWAYS delayed. We sat there almost an hour while the plane was held for 4 passengers. I was then unable to make my connecting flight. This is why I dont fly alaska unless there are no more flights with delta

Santa Rosa Airport is the best! Glad to have experienced it.

Terrible. Four hour delay because Delta could not find crew to man the aircraft. Terrible communication. Terrible insight into the delays. One of the worst flight experiences I’ve had.

It was good. The leg room was not great in Row 1.

The landing was the worst I’ve experienced with a flight.

The crew, and fellow passengers, were super gracious and kind. There seemed to be plenty of bin space even though the plane was full. It’s nice to get a glass of wine with dinner in Premiere seating, and there was a lot of food.

First flight out and was 85 minutes delayed. Notification came out way too late

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Good experience and the flight landed early. There was no food I had or entertainment.

Flight was delayed and no reasons provided. After the passengers were boarded, the crew made announcement that the captain has jot arrived and he would take another 15 mins. All passengers patiently sat until the captain came and started. Terrible experience!

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.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

Flight was good but there are way to many announcements for credit cards etc.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

I like that the flight attendant was very attentive and helpful. The meal menu could have more of an variety of food choices.

Everything was good. Flight was very full so crew was busy. After we boarded and plane pulled away from the gate, we were delayed about 40 minutes- sitting on the runway - due to weather en route or at the destination. While weather is not the fault of the airline- it’s terrible to sit on a plane and not moving.

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

No Snacks or Entertainment. The flight was short, snacks should still be given.

We lost a day of our vacation because AA did not get the plane to the gate on time. Even though the gate attendant was very clear that it was not weather related, AA would do nothing because there was some snow that day. They basically said the gate attendant was wrong even though she was on the front line of the situation and they were not.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA 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 wife got very sick and we did not travel . we booked and bought the travel insurance and dot nothing but hassle and a triangle of stress in trying to make the insurance claim I called in and was told they would not give me anything in writing to say they would not refund my money back this make it impossible to file the claim I will never book with Kayak again.

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

Information on your arrival and departure airports