$210 Find Cheap Flights from Milwaukee to Canada - Compare and Save

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Cheap Flights from Milwaukee to Canada

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Calgary
Calgary1 stop$616
Halifax
Halifax1 stop$632
Ottawa
Ottawa1 stop$829
Winnipeg
Winnipeg2 stops$845
Québec City
Québec City1 stop$721
Kelowna
Kelowna2 stops$809
Charlottetown
Charlottetown2 stops$1,037
Calgary
Calgary1 stop$616
Halifax
Halifax1 stop$632
Ottawa
Ottawa1 stop$829
Winnipeg
Winnipeg2 stops$845
Québec City
Québec City1 stop$721
Kelowna
Kelowna2 stops$809
Charlottetown
Charlottetown2 stops$1,037
Booking Insights

Price, demand and travel trends for Milwaukee to Canada flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Milwaukee to Canada right now?

Here are the cheapest round-trip fares from Milwaukee to Canada on KAYAK in the last week:

• Vancouver Intl (YVR) from $475
• Toronto Pearson Intl (YYZ) from $475
• Montreal Pierre Elliott Trudeau Intl (YUL) from $520
• Calgary (YYC) from $616
• Halifax Intl (YHZ) from $632

What’s the cheapest month to fly from Milwaukee to Canada?

December is the cheapest time of year to fly, with average fares of $481. Prices are highest in October, when average flight costs increase to around $869.

Which airport in Canada is the cheapest to fly to from Milwaukee?

Based on KAYAK data from the past 12 months, the cheapest airports to fly into Canada are:

• Halifax Intl (YHZ) from $538
• Ottawa (YOW) from $572
• Toronto Pearson Intl (YYZ) from $623

What’s the cheapest day to fly from Milwaukee to Canada?

Thursday tends to be the cheapest day to fly from Milwaukee to Canada, while Monday is the most expensive. Fares run about 17% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Milwaukee to Canada?

Data from the past 12 months shows it's cheapest to fly to Canada during the afternoon with average prices of $630. The night is the most expensive time to fly, with average prices of $734.

Key details for Milwaukee to Canada flights

Low season

January

Cheapest flight

$210
Beat the crowds with an average 37% drop in travelers.
The most popular month to fly with an average 75% increase in travelers.
One-way flight from Milwaukee to Toronto Pearson Intl Airport

Your Milwaukee to Canada flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Milwaukee to Canada?

    Yes. Fares from Milwaukee to Canada are low right now. As a rule of thumb, a round-trip under $555 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Milwaukee to Canada?

    Over the past 12 months, round-trip fares from Milwaukee to Canada have ranged from $555 to $875.

  • What are the main airports serving Canada?

    Canada has 15 airports. The three busiest are Vancouver Intl (YVR) (39% of arrivals), Toronto Pearson Intl (YYZ) (12%) and Calgary (YYC) (12%).

  • What airlines fly nonstop from Milwaukee to Canada?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Milwaukee to Canada. One-stop options include United Airlines and Delta.

  • Which cabin classes are available on flights from Milwaukee to Canada?

    On flights from Milwaukee to Canada you can book Economy Class, Premium Economy Class, Business Class or First Class.

  • What are some popular landmarks in Canada?

    KAYAK travelers' favorite landmarks in Canada include:

    • Rogers Centre
    • BC Place Vancouver
    • Union Station
    • Scotiabank Arena

Your guide to booking Milwaukee to Canada flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for December when flights are typically cheapest and avoid October when prices are at their highest.
  • Flying on Thursday is usually the cheapest. Flights on Monday cost about 17% more on average, so being flexible with your travel dates could help you save.
  • If you're looking to save, Halifax Intl (YHZ) is the cheapest airport to fly into from Milwaukee. If you have onward travel, don't forget to factor in the cost of your journey by train, bus or domestic flight.
  • Start your trip in Toronto, which is the most popular destination in Canada. From there, it's easy to continue on to other popular destinations such as Niagara Falls, Vancouver and Montreal.

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 13023 reviews
7.0Food
7.8Comfort
8.5Crew
7.0Entertainment
8.1Boarding
Airline reviews

Good. But these constant surveys are becoming wearing. Buy a clue.

10.0 ExcellentAnonymous, Oct 2026
Read more Alaska Airlines reviews

Good. But these constant surveys are becoming wearing. Buy a clue.

Great and comfortable aircraft. Good food and the staff was amazing

It was good. Too long for older people. Service and support was great! Friendly crew!

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

Full, attentive service from the fist class cabin flight attendant was superb. Really exceeded expectations.

Direct and non stop. We were late checking in but had paid for our luggage to be checked and they easily took the bags at the gate for us. We unfortunately had to take our bags through TSA and lost a few items...

Oh the days of yore when there was some space. Wedged in by an extremely overweight passenger and sitting cramped for 4 hours is no one’s dream trip. One shouldn’t have to pay more for 1st class just to survive the trip. Literally the 1 day is ruined with recovery. Hugely obese need more room and should pay more for the required space. Staff were very nice, no hitches with baggage. I really dread flying., related to comfort.

My TSA precheck did not appear on my boarding pass, even though I entered my TTN at time of purchase and verified it was on the Alaska Airlines website under my reservation.

Very friendly staff, very responsive to complaints about the cabin temperature. 😁

First class only upgrades seat width. The bottom cushion of the seat sloped forward so much that I was constantly sliding out of my seat. The meal was awful, granola and dried fruit? Seriously, for what I paid to upgrade? I can bring my own sawdust and rotten fruit for a whole lot less. Priority boarding is great except when you have a hundred economy passengers stranding in the aisle slamming you in the face with their enormous carry ons and smelly asses right under your nose. I want my money back for that leg of my trip. It wasn’t worth the money for such a minimal upgrade.

My flight experience was generally good, but the boarding process was stressful. I was pulled out of line at the gate during the photo ID check, and after being cleared, I was never given an explanation for the delay despite asking for clarification. This lack of communication was the only downside to an otherwise smooth trip.

The flights were on time; all went as expected which is a big positive! No delays! There was no food or drink service in any legs, which I understand due to the short flight time.

The Delta assistsed services were awesome for my aunt. So very helpful.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Pretty standard flight. Delta has a good selection of movies.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.

On time. Carry on and personal bag was accommodated on the plane. Entertainment was accessible without bringing own device. Whole can of juice was provided rather than a pour.

Good, our flight was delayed but that was totally out of their control due to weather and a presidential visit.

I enjoyed it, again I believe air Canada has better seating options and better drink options

Upset about cancel to St. John’s and no overnight accomodation

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

All good except paid for wifi that did not work

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

Our flight was delayed 3x and we were unaware until 15min of arriving at the airport so had we been made aware sooner we could have enjoyed possibly another 4hrs poolside. Very frustrating. Made the next day going back to work extremely tough too.

It was ok. Jet was ok but it lacked many convinces we have experienced on other airlines such as in seat entertainment. Space seamed more compact than other airlines. They did not provide the gate to gate assistance we arranged for for our mom who needed a wheel chair.

Due to delays at SFO, my WestJet light missed its connecting WestJet flight. If they had held the plane in Calgary for 15 minutes, 2 families with children would not have been stranded in Calgary for more than 24 hours. I understand the need to be on-time, but when it is the same company, you would think they could make a phone call. Or maybe they could go to a higher altitude to make up for lost time? Instead of attempting to put us on another flight, they rescheduled us for the same connecting flight 24 hours later. We then had to scramble to find a hotel, which they state that they were not responsible for since the delay was not their fault and therefore became an additional out of pocket expense for us. The customer service is severely lacking here at this company. They also mentioned that if we purchased our tickets through a 3rd party site (Kayak) versus WestJet directly, that they couldn't help us. Seriously?? Additionally, we lost 2 days of travel and missed out on tours and taxis that were pre-booked. I will not be using WestJet again,

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

Great airline but flying is no fun. Too little space. Too much luggage on board slowing down the whole boarding process. It just shouldn’t be such a mission to get in and off a plane.

My luggage was lost at some point during my layover between Chicago and LHR. I landed Tuesday morning, and did not get it until Thursday night. Ironically, the people at the ticket desk had added a “priority” sticker to my tracking tag.

The flight was delayed multiple times. Breakfast was not served and only an apology given and statement that we could find better pastries in Paris. Seats were extremely narrow and uncomfortable.

The flight could have actually taken place. Canceled flight and no option to rebook that day.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

There were several different delays but we ended up being delayed a total of 40 mins or so. It was annoying we had a gate change which made it take longer to leave DFW, and we had to check our carry on. Ugh

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Our flight was changed from Madison to DC to Madison to Charlotte.

We were told we had no flights before our flight was continually delayed then cancelled.

More options for your flight from Milwaukee to Canada

Complete your trip to Canada with a hotel stay or car rental