$172 Find Cheap Flights from Canada to Milwaukee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Milwaukee departing on 5/20. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Milwaukee, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Canada to Milwaukee

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Canada to Milwaukee 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 Canada to Milwaukee

Fri, Aug 28 - Mon, Aug 31
WestJet Logo
6:40 am - 8:52 pm
YHZ
-
MKE
16h 12m
1 stop
WestJet Logo
7:00 am - 9:40 pm
MKE
-
YHZ
12h 40m
1 stop
$345WestJet
Sat, Sep 19 - Wed, Sep 23
WestJet Logo
3:30 pm - 9:05 pm
YHZ
-
MKE
7h 35m
1 stop
WestJet Logo
7:00 am - 9:40 pm
MKE
-
YHZ
12h 40m
1 stop
$346WestJet
Sat, Jun 6 - Mon, Jun 15
Delta Logo
6:44 pm - 8:51 am
YVR
-
MKE
12h 07m
2 stops
Delta Logo
12:07 pm - 8:31 pm
MKE
-
YVR
10h 24m
1 stop
$377Delta
Tue, Jun 9 - Tue, Jun 16
American Airlines Logo
1:15 pm - 9:05 pm
YYZ
-
MKE
8h 50m
1 stop
American Airlines Logo
1:28 pm - 11:29 pm
MKE
-
YYZ
9h 01m
1 stop
$388American Airlines
Wed, May 27 - Wed, Jun 3
American Airlines Logo
6:15 am - 7:57 pm
YYC
-
MKE
12h 42m
1 stop
American Airlines Logo
6:45 pm - 12:46 pm
MKE
-
YYC
19h 01m
1 stop
$388American Airlines
Thu, Aug 20 - Mon, Aug 24
Delta Logo
6:15 am - 2:11 pm
YVR
-
MKE
5h 56m
1 stop
Delta Logo
1:00 pm - 10:27 pm
MKE
-
YVR
11h 27m
2 stops
$412Delta
Mon, Jun 1 - Sat, Jun 20
Multiple Airlines Logo
7:45 am - 8:01 am
YYZ
-
MKE
25h 16m
1 stop
Multiple Airlines Logo
12:08 pm - 8:05 pm
MKE
-
YYZ
30h 57m
2 stops
$420Multiple Airlines
Sat, May 23 - Wed, May 27
United Airlines Logo
2:52 pm - 8:56 pm
YOW
-
MKE
7h 04m
2 stops
United Airlines Logo
12:05 pm - 10:05 pm
MKE
-
YOW
9h 00m
2 stops
$434United Airlines
Sat, May 23 - Wed, May 27
United Airlines Logo
2:52 pm - 10:34 pm
YOW
-
MKE
8h 42m
2 stops
United Airlines Logo
8:35 am - 1:59 pm
MKE
-
YOW
4h 24m
1 stop
$435United Airlines
Mon, Jun 1 - Thu, Jun 4
Multiple Airlines Logo
7:45 am - 8:01 am
YYZ
-
MKE
25h 16m
1 stop
Multiple Airlines Logo
8:46 am - 9:55 pm
MKE
-
YYZ
12h 09m
2 stops
$436Multiple Airlines
Booking Insights

KAYAK's insights & trends for flights to Milwaukee

Get data-powered insights and trends for flights to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Milwaukee?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Milwaukee was found on the route from Toronto, at $345 return. The most popular connection is from Boston to Milwaukee and KAYAK users have found round-trip deals for as low as $180 in the last 3 days.

Good to know

Low seasonJanuary
Cheapest flight$172
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Toronto to Milwaukee

FAQs - booking Milwaukee flights

  • What is the cheapest flight to Milwaukee?

    In the last 3 days, the cheapest flight deal to Milwaukee was found on the route from Toronto, at $345 return. The most popular connection is from Boston to Milwaukee and KAYAK users have found round-trip deals for as low as $180 in the last 3 days.

  • How far is Milwaukee-Mitchell Airport from central Milwaukee?

    The distance between Milwaukee-Mitchell Airport and downtown Milwaukee is 6 miles.

  • What is the name of Milwaukee’s airport?

    Milwaukee is served by Milwaukee-Mitchell Airport, also commonly referred to as General Mitchell Intl or Milwaukee-Mitchell. The airport code is MKE.

  • How does KAYAK find such low prices on flights to Milwaukee?

    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 to Milwaukee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Milwaukee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Milwaukee?

    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 to Milwaukee 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 to Milwaukee?

    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 to Milwaukee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Milwaukee are there each week?

    Each week there are around 1,681 direct flights from within Canada to Milwaukee. The most common day for departures is Sunday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Milwaukee

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Milwaukee flight deals.

Reviews of the top airline flying from Canada to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Milwaukee. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Milwaukee? 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.
7.4
United AirlinesOverall score based on 9680 reviews
7.7Boarding
7.1Entertainment
7.3Comfort
8.1Crew
6.6Food
Airline reviews

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

10.0 ExcellentEirene, May 2026
YYZ - EWR
Read more United Airlines reviews

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

They were fast and I like how they used to entertainment system to play video about the safety.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
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Everything you need to know for your flight to Milwaukee

Information on the airport you'll fly into in Milwaukee