HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$215+ Cheap flights from Calgary (YYC) to Milwaukee (MKE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MKE
Mar 8 — Mar 151
Sun 3/8
Sun 3/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Calgary to Milwaukee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Calgary to Milwaukee

Cheapest flights from Calgary to Milwaukee
Explore the most affordable flight options available from Calgary to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 6, 2026.

This Trip.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:45 am
YYC
-
MKE
1 stop14h 12m
Multiple Airlines
Mon 5/187:00 am
MKE
-
YYC
1 stop16h 15m
Multiple Airlines
Deal found 2/3$408
This American Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:45 am
YYC
-
MKE
1 stop15h 44m
American Airlines
Mon 6/159:37 am
MKE
-
YYC
1 stop15h 05m
American Airlines
Deal found 2/5$466
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/261:40 pm
YYC
-
MKE
1 stop17h 09m
American Airlines
Sun 3/16:22 am
MKE
-
YYC
1 stop16h 34m
American Airlines
Deal found 2/3$495
This FlightHub deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2811:00 am
YYC
-
MKE
1 stop5h 58m
WestJet
Fri 5/16:52 am
MKE
-
YYC
1 stop11h 08m
WestJet
Deal found 2/5$520
This FlightHub deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2910:15 am
YYC
-
MKE
1 stop5h 19m
WestJet
Fri 5/19:35 am
MKE
-
YYC
1 stop11h 30m
WestJet
Deal found 2/5$522
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:30 am
YYC
-
MKE
1 stop15h 49m
American Airlines
Sun 3/111:51 am
MKE
-
YYC
1 stop11h 05m
American Airlines
Deal found 2/3$530
This United Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:15 am
YYC
-
MKE
1 stop7h 42m
United Airlines
Mon 3/94:10 pm
MKE
-
YYC
1 stop6h 43m
United Airlines
Deal found 2/3$532
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/251:30 pm
YYC
-
MKE
1 stop17h 19m
American Airlines
Sun 3/295:00 am
MKE
-
YYC
2 stops11h 32m
American Airlines
Deal found 2/4$534
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:35 am
YYC
-
MKE
1 stop13h 47m
Delta
Sat 6/133:15 pm
MKE
-
YYC
1 stop6h 29m
Delta
Deal found 2/5$540
This Justfly.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:30 am
YYC
-
MKE
1 stop10h 46m
WestJet
Sun 3/11:21 pm
MKE
-
YYC
2 stops12h 22m
WestJet
Deal found 2/3$544
This FlightHub deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:45 am
YYC
-
MKE
1 stop7h 16m
WestJet
Mon 5/183:59 pm
MKE
-
YYC
2 stops24h 16m
WestJet
Deal found 2/3$546

Find flight deals from Calgary to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Calgary (YYC) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$408
(Trip.com)

One-way from

$215
(American Airlines)

Popular in

January

Cheapest in

October

Average price

$520
Provider with most accurate pricing for Calgary-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Calgary-Milwaukee-Mitchell flights.
Search Deals
From Calgary to Milwaukee-Mitchell
Search Deals
One-way flight from Calgary to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($84 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 6, 2026.
Use the filters below to find and compare flights from Calgary to Milwaukee that are best for you.

Fly from

Calgary

Fly to

Milwaukee

Route

Depart

Return

Price

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 2/26

1:40 pm-7:49 am

1 stop17h 09m

Milwaukee-Mitchell

Sun 3/1

6:22 am-9:56 pm

1 stop16h 34m

$495

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 4/29

10:15 am-4:34 pm

1 stop5h 19m

Milwaukee-Mitchell

Sun 5/3

9:35 am-8:05 pm

1 stop11h 30m

$522

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 4/29

10:15 am-4:34 pm

1 stop5h 19m

Milwaukee-Mitchell

Fri 5/1

9:35 am-8:05 pm

1 stop11h 30m

$522

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 2/27

6:30 am-11:19 pm

1 stop15h 49m

Milwaukee-Mitchell

Sun 3/1

11:51 am-9:56 pm

1 stop11h 05m

$530

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 3/5

2:13 pm-9:21 pm

1 stop6h 08m

Milwaukee-Mitchell

Mon 3/9

4:10 pm-9:53 pm

1 stop6h 43m

$532

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 6/13

10:15 am-7:25 pm

1 stop8h 10m

Milwaukee-Mitchell

Mon 6/15

6:25 pm-8:05 pm

1 stop26h 40m

$533

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 6/13

10:15 am-9:22 pm

1 stop10h 07m

Milwaukee-Mitchell

Tue 6/16

8:00 am-5:00 pm

1 stop10h 00m

$533

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Tue 6/9

6:35 am-9:22 pm

1 stop13h 47m

Milwaukee-Mitchell

Sat 6/13

3:15 pm-8:44 pm

1 stop6h 29m

$540

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 2/27

6:30 am-6:16 pm

1 stop10h 46m

Milwaukee-Mitchell

Sun 3/1

1:21 pm-12:43 am

2 stops12h 22m

$544

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 5/14

6:45 am-3:01 pm

1 stop7h 16m

Milwaukee-Mitchell

Mon 5/18

3:59 pm-3:15 pm

2 stops24h 16m

$546

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 21 results
1
2
3
  • Most accurate provider: When it comes to deals on Calgary-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Calgary-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Calgary-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Calgary-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Calgary-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Calgary to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Calgary with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Calgary to Milwaukee

What is the cheapest month to book a flight from Calgary to Milwaukee?

Currently, April is the cheapest month in which you can book a flight from Calgary to Milwaukee (average of $105). Flying from Calgary to Milwaukee in July is currently the most expensive (average of $155). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Calgary to Milwaukee?

Related info for your journey

Find useful and relevant information for your journey from Calgary to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Calgary to Milwaukee?

    American Airlines, WestJet, and United Airlines can get you from Calgary to Milwaukee in just under 5h 19m. Your travel time can differ by up to 11h 50m. There are 1343 mi between Calgary and Milwaukee. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Calgary to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Calgary to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Calgary to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Calgary to Milwaukee.

  • Can I find deals for business class flights from Calgary to Milwaukee?

    Yes. Cheapflights offers flight deals from Calgary to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Calgary to Milwaukee?

    Currently, April is the cheapest month in which you can book a flight from Calgary to Milwaukee (average of $105). Flying from Calgary to Milwaukee in July is currently the most expensive (average of $155). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
New Berlin
Oak Creek
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights