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$206+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MKE
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$439
(American Airlines)

One-way from

$206
(United Airlines)

Popular in

January

Cheapest in

October

Average price

$540
From Calgary to Milwaukee-Mitchell
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One-way flight from Calgary to Milwaukee-Mitchell
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Highest demand for flights based on searches. 9% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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 10/91:29 pmYYC - MKE
1 stop9h 27mAmerican Airlines
Mon 10/138:16 pmMKE - YYC
1 stop17h 18mAmerican Airlines
Deal found 9/15$439
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:30 amYYC - MKE
2 stops10h 52mMultiple Airlines
Mon 10/137:38 pmMKE - YYC
3 stops25h 22mMultiple Airlines
Deal found 9/15$452
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 12/276:10 amYYC - MKE
1 stop15h 05mUnited Airlines
Fri 1/24:11 pmMKE - YYC
1 stop6h 42mUnited Airlines
Deal found 9/15$525
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:45 amYYC - MKE
1 stop11h 08mMultiple Airlines
Sun 11/96:25 pmMKE - YYC
2 stops25h 50mMultiple Airlines
Deal found 9/16$563
This FlightHub deal was found by Cheapflights users on 9/15. 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.
Sat 12/2710:00 amYYC - MKE
2 stops29h 44mWestJet
Fri 1/26:35 amMKE - YYC
2 stops10h 40mWestJet
Deal found 9/15$567
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 11/82:13 pmYYC - MKE
1 stop6h 10mUnited Airlines
Sun 11/98:15 amMKE - YYC
1 stop14h 38mUnited Airlines
Deal found 9/16$569
This FlightHub deal was found by Cheapflights users on 9/16. 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.
Fri 11/71:00 amYYC - MKE
2 stops10h 30mWestJet
Sun 11/96:00 amMKE - YYC
2 stops11h 16mWestJet
Deal found 9/16$570
This FlightHub deal was found by Cheapflights users on 9/16. 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 11/612:15 amYYC - MKE
2 stops11h 10mWestJet
Sun 11/96:00 amMKE - YYC
2 stops11h 16mWestJet
Deal found 9/16$574

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 September 17, 2025.
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 10/9

1:29 pm-11:56 pm

1 stop9h 27m

Milwaukee-Mitchell

Mon 10/13

8:16 pm-12:34 pm

1 stop17h 18m

$439

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 10/9

6:30 am-6:22 pm

2 stops10h 52m

Milwaukee-Mitchell

Mon 10/13

7:38 pm-8:00 pm

3 stops25h 22m

$452

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 12/27

6:10 am-10:15 pm

1 stop15h 05m

Milwaukee-Mitchell

Fri 1/2

4:11 pm-9:53 pm

1 stop6h 42m

$525

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 11/7

6:45 am-6:53 pm

1 stop11h 08m

Milwaukee-Mitchell

Sun 11/9

6:25 pm-7:15 pm

2 stops25h 50m

$563

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 12/27

10:00 am-4:44 pm

2 stops29h 44m

Milwaukee-Mitchell

Fri 1/2

6:35 am-4:15 pm

2 stops10h 40m

$567

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 11/8

2:13 pm-9:23 pm

1 stop6h 10m

Milwaukee-Mitchell

Sun 11/9

8:15 am-9:53 pm

1 stop14h 38m

$569

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 11/7

1:00 am-12:30 pm

2 stops10h 30m

Milwaukee-Mitchell

Sun 11/9

6:00 am-4:16 pm

2 stops11h 16m

$570

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 12/24

2:10 pm-3:00 pm

1 stop23h 50m

$206

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 12/24

2:35 pm-1:28 pm

2 stops21h 53m

$219

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sat 11/8

11:40 pm-7:19 pm

3 stops42h 39m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 17 results
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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, February is the cheapest month in which you can book a flight from Calgary to Milwaukee (average of $280). Flying from Calgary to Milwaukee in June is currently the most expensive (average of $376). 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 and United Airlines can get you from Calgary to Milwaukee in just under 9h 27m. Your travel time can differ by up to 5h 38m. 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, February is the cheapest month in which you can book a flight from Calgary to Milwaukee (average of $280). Flying from Calgary to Milwaukee in June is currently the most expensive (average of $376). 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
Oak Creek
New Berlin
Wauwatosa

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