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$236+ 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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MKE
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
1 adult, Economy
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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 May 4, 2026.

This American Airlines deal was found by Cheapflights users on 4/29. 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 5/276:15 am
YYC
-
MKE
1 stop12h 42m
American Airlines
Wed 6/36:45 pm
MKE
-
YYC
1 stop19h 01m
American Airlines
Deal found 4/29$388
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/286:15 am
YYC
-
MKE
1 stop11h 00m
American Airlines
Tue 6/21:44 pm
MKE
-
YYC
1 stop10h 59m
American Airlines
Deal found 4/30$403
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 6/151:41 pm
YYC
-
MKE
1 stop17h 01m
American Airlines
Thu 6/1810:00 am
MKE
-
YYC
1 stop14h 42m
American Airlines
Deal found 4/30$424
This American Airlines deal was found by Cheapflights users on 4/29. 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 7/157:00 am
YYC
-
MKE
1 stop11h 46m
American Airlines
Sat 7/185:02 am
MKE
-
YYC
1 stop19h 47m
American Airlines
Deal found 4/29$436
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sun 6/147:00 am
YYC
-
MKE
1 stop11h 58m
American Airlines
Sun 6/2110:00 am
MKE
-
YYC
1 stop14h 42m
American Airlines
Deal found 4/30$512
This FlightHub deal was found by Cheapflights users on 4/30. 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 5/287:00 am
YYC
-
MKE
2 stops14h 55m
WestJet
Tue 6/26:30 am
MKE
-
YYC
2 stops14h 10m
WestJet
Deal found 4/30$513
This Justfly.com deal was found by Cheapflights users on 4/30. 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.
Wed 7/157:00 am
YYC
-
MKE
2 stops10h 16m
WestJet
Sat 7/184:59 pm
MKE
-
YYC
2 stops24h 16m
WestJet
Deal found 4/30$519

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 May 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$388
(American Airlines)

One-way from

$236
(American Airlines)
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

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 May 4, 2026.
Use the filters below to find and compare flights from Calgary to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 5/27

6:15 am-7:57 pm

1 stop12h 42m

Milwaukee-Mitchell

Wed 6/3

6:45 pm-12:46 pm

1 stop19h 01m

$388

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 7/15

7:00 am-6:16 pm

2 stops10h 16m

Milwaukee-Mitchell

Sat 7/18

4:59 pm-4:15 pm

2 stops24h 16m

$519

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Tue 5/26

7:00 am-4:51 pm

2 stops8h 51m

Milwaukee-Mitchell

Wed 5/27

6:30 am-7:40 pm

2 stops14h 10m

$540

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Tue 5/26

8:30 am-6:51 pm

1 stop9h 21m

Milwaukee-Mitchell

Wed 5/27

8:16 am-9:48 pm

1 stop14h 32m

$555

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 7/15

7:00 am-9:55 pm

2 stops13h 55m

Milwaukee-Mitchell

Sat 7/18

6:01 am-11:49 pm

1 stop18h 48m

$559

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Mon 5/18

12:45 pm-10:59 am

1 stop21h 14m

Milwaukee-Mitchell

Sun 5/24

6:45 pm-11:43 pm

1 stop5h 58m

$564
Quickest round-trip

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 5/27

7:00 am-7:47 pm

2 stops11h 47m

Milwaukee-Mitchell

Wed 6/3

12:15 pm-7:40 pm

2 stops8h 25m

$566

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sun 6/14

6:00 am-6:09 pm

2 stops11h 09m

Milwaukee-Mitchell

Sun 6/21

6:49 pm-8:05 pm

1 stop26h 16m

$568
Cheapest one-way

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Tue 7/14

7:00 am-9:55 pm

2 stops13h 55m

$267

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 8/6

10:15 am-3:09 pm

1 stop27h 54m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 16 resultsSorted by cheapest first
1
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  • 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.

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 8h 51m. Your travel time can differ by up to 3h 51m. 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.

See more FAQs

Traveling to a place near Milwaukee?

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

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