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Cheap flights from Calgary to Milwaukee from C$ 295

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 14/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — MKE
31 Mar — 7 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Milwaukee

Enter your travel dates to find the best prices.

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 1 March 2026.

Wed 22/41:40 p.m.
YYC
-
MKE
1 stop9h 00m
American Airlines
Sat 25/46:40 p.m.
MKE
-
YYC
1 stop19h 19m
American Airlines
Deal found 28/2C$ 402
Tue 21/41:25 p.m.
YYC
-
MKE
1 stop9h 33m
Multiple Airlines
Sat 25/47:00 a.m.
MKE
-
YYC
2 stops11h 13m
Multiple Airlines
Deal found 28/2C$ 612
Mon 20/41:25 p.m.
YYC
-
MKE
1 stop23h 49m
Multiple Airlines
Sat 25/47:00 a.m.
MKE
-
YYC
2 stops11h 13m
Multiple Airlines
Deal found 28/2C$ 618
Tue 21/41:27 p.m.
YYC
-
MKE
2 stops26h 20m
United Airlines
Tue 28/44:13 p.m.
MKE
-
YYC
1 stop6h 35m
United Airlines
Deal found 28/2C$ 626
Mon 20/46:40 a.m.
YYC
-
MKE
1 stop7h 23m
Delta
Wed 22/43:53 p.m.
MKE
-
YYC
1 stop5h 47m
Delta
Deal found 28/2C$ 635
Tue 21/41:40 p.m.
YYC
-
MKE
1 stop9h 00m
American Airlines
Wed 22/45:06 a.m.
MKE
-
YYC
2 stops11h 26m
American Airlines
Deal found 28/2C$ 638
Tue 21/41:25 p.m.
YYC
-
MKE
1 stop9h 33m
Multiple Airlines
Mon 27/43:09 p.m.
MKE
-
YYC
1 stop8h 06m
Multiple Airlines
Deal found 28/2C$ 641
Wed 22/41:27 p.m.
YYC
-
MKE
2 stops21h 05m
United Airlines
Mon 27/44:13 p.m.
MKE
-
YYC
1 stop6h 35m
United Airlines
Deal found 28/2C$ 652
Mon 20/41:25 p.m.
YYC
-
MKE
1 stop23h 49m
Multiple Airlines
Mon 27/43:09 p.m.
MKE
-
YYC
2 stops17h 21m
Multiple Airlines
Deal found 28/2C$ 657
Tue 21/41:40 p.m.
YYC
-
MKE
1 stop9h 00m
American Airlines
Sun 26/45:06 a.m.
MKE
-
YYC
2 stops11h 26m
American Airlines
Deal found 28/2C$ 663
Sun 19/410:35 p.m.
YYC
-
MKE
2 stops14h 39m
Multiple Airlines
Wed 22/47:00 a.m.
MKE
-
YYC
1 stop11h 50m
Multiple Airlines
Deal found 28/2C$ 664

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 1 March 2026.

Round-trip from

C$ 402

One-way from

C$ 295
American Airlines
  • American Airlines
  • 22/4-25/4
  • 2 total stops
  • 28h 19m total
  • Calgary to Milwaukee
Search Deals
American Airlines
  • American Airlines
  • 14/8
  • 1 total stop
  • 22h 06m total
  • Calgary to Milwaukee
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 629,999 searches. Data last updated 1 March 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

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Tue 21/4

12:34 p.m.-8:48 p.m.

1 stop7h 14m

Milwaukee-Mitchell

Tue 28/4

8:15 a.m.-1:53 p.m.

1 stop6h 38m

C$ 635

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 24/4

1:27 p.m.-9:21 p.m.

1 stop6h 54m

Milwaukee-Mitchell

Tue 28/4

5:10 a.m.-11:32 a.m.

1 stop7h 22m

C$ 635

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Fri 24/4

1:27 p.m.-9:21 p.m.

1 stop6h 54m

Milwaukee-Mitchell

Mon 27/4

4:13 p.m.-9:48 p.m.

1 stop6h 35m

C$ 660

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Sun 19/4

9:50 a.m.-8:25 p.m.

1 stop9h 35m

Milwaukee-Mitchell

Fri 24/4

10:53 a.m.-7:12 p.m.

2 stops9h 19m

C$ 734

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 25/3

7:00 a.m.-11:36 a.m.

2 stops27h 36m

Milwaukee-Mitchell

Sun 29/3

6:33 p.m.-3:58 p.m.

2 stops22h 25m

C$ 775

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 22/4

6:00 a.m.-2:27 p.m.

1 stop7h 27m

Milwaukee-Mitchell

Wed 22/4

7:41 p.m.-11:32 a.m.

1 stop16h 51m

C$ 854

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 25/3

6:15 a.m.-9:21 p.m.

1 stop14h 06m

Milwaukee-Mitchell

Sun 29/3

8:15 a.m.-9:48 p.m.

1 stop14h 33m

C$ 976

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Mon 13/4

1:25 p.m.-2:14 p.m.

1 stop23h 49m

C$ 330

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Wed 27/5

6:45 a.m.-4:51 p.m.

1 stop9h 06m

C$ 356

CalgaryMilwaukee

YYC - MKE

YYCMKE

Calgary

Thu 6/8

11:00 a.m.-8:41 a.m.

1 stop20h 41m

C$ 401

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/2

Showing 1-10 of 12 resultsSorted by cheapest first
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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, April is the cheapest month in which you can book a flight from Calgary to Milwaukee (average of C$ 136). Flying from Calgary to Milwaukee in July is currently the most expensive (average of C$ 220). 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.

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?

    Departing from Calgary to Milwaukee will take you 7h 14m. Calgary and Milwaukee are separated by a distance of 2161 km. When browsing for deals, the options you’ll see will be for both direct 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 C$ 136). Flying from Calgary to Milwaukee in July is currently the most expensive (average of C$ 220). 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

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Can Cheapflights find flights from Calgary to Milwaukee with no change fees?

Need flexible booking options for your flight to Milwaukee from Calgary? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Calgary to Milwaukee become cheaper?

Yes! Start tracking prices for Calgary to Milwaukee flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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